Structure

Physi-Chem Properties

Molecular Weight:  576.37
Volume:  587.114
LogP:  3.95
LogD:  3.689
LogS:  -4.474
# Rotatable Bonds:  3
TPSA:  117.84
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  7
# Heavy Atoms:  8

MedChem Properties

QED Drug-Likeness Score:  0.377
Synthetic Accessibility Score:  5.725
Fsp3:  0.939
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.013
MDCK Permeability:  1.6583675460424274e-05
Pgp-inhibitor:  0.977
Pgp-substrate:  0.465
Human Intestinal Absorption (HIA):  0.145
20% Bioavailability (F20%):  0.129
30% Bioavailability (F30%):  0.222

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.036
Plasma Protein Binding (PPB):  90.7866439819336%
Volume Distribution (VD):  0.786
Pgp-substrate:  3.552520751953125%

ADMET: Metabolism

CYP1A2-inhibitor:  0.008
CYP1A2-substrate:  0.779
CYP2C19-inhibitor:  0.01
CYP2C19-substrate:  0.529
CYP2C9-inhibitor:  0.023
CYP2C9-substrate:  0.015
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.154
CYP3A4-inhibitor:  0.232
CYP3A4-substrate:  0.167

ADMET: Excretion

Clearance (CL):  5.313
Half-life (T1/2):  0.386

ADMET: Toxicity

hERG Blockers:  0.943
Human Hepatotoxicity (H-HT):  0.268
Drug-inuced Liver Injury (DILI):  0.166
AMES Toxicity:  0.248
Rat Oral Acute Toxicity:  0.064
Maximum Recommended Daily Dose:  0.804
Skin Sensitization:  0.93
Carcinogencity:  0.569
Eye Corrosion:  0.003
Eye Irritation:  0.023
Respiratory Toxicity:  0.978

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC181845

Natural Product ID:  NPC181845
Common Name*:   Disogluside
IUPAC Name:   n.a.
Synonyms:   Disogluside
Standard InCHIKey:  WXMARHKAXWRNDM-GAMIEDRGSA-N
Standard InCHI:  InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1
SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL395414
PubChem CID:   11827970
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0001013] Steroidal glycosides
          • [CHEMONTID:0002364] Steroidal saponins

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO17509 Gentiana bellidifolia Species Gentianaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0040-4020(01)98434-0]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. root n.a. DOI[10.1021/np50033a013]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. root n.a. PMID[11395279]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. Sarawak, Malaysia n.a. PMID[11430019]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota Roots n.a. n.a. PMID[11473431]
NPO20244 Melicope semecarpifolia Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[11575945]
NPO16111 Broussonetia kazinoki Species Moraceae Eukaryota Leaves n.a. n.a. PMID[11575957]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants n.a. n.a. PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota whole plants Shawnee National Forest, Harrisburg, IL, US n.a. PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[12419367]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. PMID[1379639]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. whole plant n.a. PMID[17827771]
NPO20244 Melicope semecarpifolia Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[18163582]
NPO14832 Calocedrus macrolepis Species Cupressaceae Eukaryota n.a. leaf n.a. PMID[18206367]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. whole plant n.a. PMID[18681480]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. n.a. n.a. PMID[18681480]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota leaves Kaohsiung, Taiwan 2006-SEP PMID[18986201]
NPO16111 Broussonetia kazinoki Species Moraceae Eukaryota n.a. n.a. n.a. PMID[19046886]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota Fruits n.a. n.a. PMID[19296617]
NPO19447 Daphniphyllum subverticillatum Species Daphniphyllaceae Eukaryota leaves n.a. n.a. PMID[19739650]
NPO16111 Broussonetia kazinoki Species Moraceae Eukaryota n.a. n.a. n.a. PMID[20493686]
NPO18442 Capsicum baccatum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[21535519]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota rhizomes n.a. n.a. PMID[23707257]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. bark n.a. PMID[24689699]
NPO16818 Trillium tschonoskii Species Melanthiaceae Eukaryota n.a. n.a. n.a. PMID[32870000]
NPO26918 Taricha granulosa Species Salamandridae Eukaryota n.a. n.a. n.a. PMID[32896120]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[7623032]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. PMID[8792623]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. formosan n.a. PMID[8864236]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9358644]
NPO16111 Broussonetia kazinoki Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9917310]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16818 Trillium tschonoskii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15886 Lepidium campestre Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4863 Dioscorea futschauensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17650 Dioscorea septemloba Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20244 Melicope semecarpifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16148 Neoboutonia glabrescens Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27472 Daiswa polyphylla Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4863 Dioscorea futschauensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16818 Trillium tschonoskii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11662 Solanum virginianum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13433 Adenium obesum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO127 Phragmites australis Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15886 Lepidium campestre Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20244 Melicope semecarpifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17650 Dioscorea septemloba Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16111 Broussonetia kazinoki Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16818 Trillium tschonoskii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30517.2 Paris polyphylla smith. var. yunnanensis Varieties Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4863 Dioscorea futschauensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17650 Dioscorea septemloba Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17650 Dioscorea septemloba Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO127 Phragmites australis Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27472 Daiswa polyphylla Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4863 Dioscorea futschauensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16111 Broussonetia kazinoki Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18682 Piper puberulum Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7802 Dacrycarpus vieillardii Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20244 Melicope semecarpifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19098 Hypotrachyna quaesita Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1463 Corethrodendron scoparium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2708 Agaricus nebularis Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13433 Adenium obesum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24833 Dioscorea polystachya Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14409 Dioscorea nipponica Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20860 Lygodium pinnatifidum Species Lygodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14832 Calocedrus macrolepis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15183 Salvia horminum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17509 Gentiana bellidifolia Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19581 Marchantia polymorpha Species Marchantiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17650 Dioscorea septemloba Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18940 Selinum papyraceum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11331 Phellinus tremulae Species Hymenochaetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22826 Buxus rolfei Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27472 Daiswa polyphylla Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8770 Euphorbia wallichii Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18064 Lycopodium paniculatum Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17648 Subergorgia hicksoni Species Subergorgiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19342 Bryocladia cuspidata Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17338 Solanum asperum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19525 Tephrosia bracteolata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4863 Dioscorea futschauensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18272 Mikania oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16274 Calonectria lauri Species Nectriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14902 Pteris marginata Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22836 Alpinia mutica Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18608 Fagopyrum cymosum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16818 Trillium tschonoskii Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13869 Ranunculus bulbosus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16398 Nicotiana alata Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23001 Halimium umbellatum Species Cistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22402 Lupinus mutabilis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19377 Podocarpus blumei Species Podocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20402 Ageratina gilbertii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19249 Garcinia latissima Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27509 Dioscorea zingiberensis Species Dioscoreaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18778 Paullinia pinnata Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18540 Berkheya radula Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11662 Solanum virginianum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17793 Parkia javanica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15880 Microlepia marginata Species Dennstaedtiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14627 Caloscypha fulgens Species Caloscyphaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14266 Borassus flabellifer Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20565 Aplysina fulva Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20313 Crotalus mitchellii Species Viperidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18361 Mollugo cerviana Species Molluginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18442 Capsicum baccatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18860 Pelea madagascarica Species Bovidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19482 Tapinoma nigerrimum Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12113 Aconitum forrestii Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12967 Reseda suffruticosa Species Resedaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15886 Lepidium campestre Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26918 Taricha granulosa Species Salamandridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19842 Sideritis condensata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22018 Hydrangea chinensis Species Hydrangeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19722 Tephrosia odorata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO127 Phragmites australis Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10175 Anaptychia obscura Species Physciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27385 Calamus insignis Species Sparidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19314 Albizia schimperana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17406 Calophyllum lanigerum Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23067 Shorea maranti Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18364 Genista lusitanica Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9099 Carissa spinarum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16571 Canarium muelleri Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16148 Neoboutonia glabrescens Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19447 Daphniphyllum subverticillatum Species Daphniphyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2956 Individual Protein Interleukin-2 Homo sapiens Kd = 0.0289 nM PMID[477097]
NPT65 Cell Line HepG2 Homo sapiens IC50 = 30300.0 nM PMID[477097]
NPT27 Others Unspecified HD50 > 100.0 uM PMID[477095]
NPT32 Organism Mus musculus Mus musculus Activity = 33.17 g PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity = 33.39 g PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity = 31.58 g PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity = 34.92 g PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity = 583.55 mg/dl PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity >= 600.0 mg/dl PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity = 571.75 mg/dl PMID[477096]
NPT32 Organism Mus musculus Mus musculus Activity = 592.33 mg/dl PMID[477096]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC181845 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9898 High Similarity NPC283829
0.9898 High Similarity NPC230507
0.9898 High Similarity NPC113044
0.9898 High Similarity NPC161676
0.9898 High Similarity NPC470432
0.9898 High Similarity NPC14704
0.9898 High Similarity NPC305423
0.9798 High Similarity NPC476541
0.9798 High Similarity NPC476539
0.9798 High Similarity NPC476540
0.9798 High Similarity NPC476538
0.9798 High Similarity NPC98696
0.97 High Similarity NPC102016
0.97 High Similarity NPC194207
0.97 High Similarity NPC6806
0.97 High Similarity NPC171073
0.97 High Similarity NPC300557
0.97 High Similarity NPC218571
0.97 High Similarity NPC248746
0.97 High Similarity NPC477027
0.97 High Similarity NPC84956
0.97 High Similarity NPC244086
0.97 High Similarity NPC208383
0.97 High Similarity NPC42482
0.97 High Similarity NPC22779
0.97 High Similarity NPC477026
0.97 High Similarity NPC46190
0.97 High Similarity NPC224098
0.97 High Similarity NPC73243
0.97 High Similarity NPC95051
0.97 High Similarity NPC249265
0.97 High Similarity NPC232054
0.97 High Similarity NPC477809
0.97 High Similarity NPC475333
0.97 High Similarity NPC475670
0.97 High Similarity NPC309278
0.97 High Similarity NPC40440
0.97 High Similarity NPC470433
0.97 High Similarity NPC70204
0.97 High Similarity NPC150372
0.97 High Similarity NPC475550
0.97 High Similarity NPC306131
0.9604 High Similarity NPC23808
0.9604 High Similarity NPC141433
0.9604 High Similarity NPC222202
0.9604 High Similarity NPC224314
0.9604 High Similarity NPC87998
0.9604 High Similarity NPC269297
0.9604 High Similarity NPC477811
0.9604 High Similarity NPC247037
0.9596 High Similarity NPC473923
0.9596 High Similarity NPC473476
0.9596 High Similarity NPC474569
0.9596 High Similarity NPC242748
0.951 High Similarity NPC294129
0.951 High Similarity NPC477032
0.951 High Similarity NPC13193
0.951 High Similarity NPC477028
0.951 High Similarity NPC197231
0.951 High Similarity NPC475247
0.951 High Similarity NPC124677
0.951 High Similarity NPC13190
0.951 High Similarity NPC476547
0.95 High Similarity NPC226642
0.95 High Similarity NPC94272
0.949 High Similarity NPC272015
0.9417 High Similarity NPC244431
0.9417 High Similarity NPC210569
0.9417 High Similarity NPC254255
0.9417 High Similarity NPC42171
0.9417 High Similarity NPC112274
0.9417 High Similarity NPC31896
0.9417 High Similarity NPC19888
0.9417 High Similarity NPC263359
0.9417 High Similarity NPC32361
0.9406 High Similarity NPC295980
0.94 High Similarity NPC26798
0.9327 High Similarity NPC79900
0.9327 High Similarity NPC51154
0.9314 High Similarity NPC476835
0.9307 High Similarity NPC473469
0.93 High Similarity NPC221562
0.93 High Similarity NPC470885
0.93 High Similarity NPC187400
0.9286 High Similarity NPC282669
0.9278 High Similarity NPC243728
0.9278 High Similarity NPC473890
0.9238 High Similarity NPC477810
0.9238 High Similarity NPC167183
0.9238 High Similarity NPC11548
0.9238 High Similarity NPC477808
0.9238 High Similarity NPC32707
0.9231 High Similarity NPC308140
0.9216 High Similarity NPC7213
0.9208 High Similarity NPC309448
0.9184 High Similarity NPC158088
0.9151 High Similarity NPC63609
0.9151 High Similarity NPC477030
0.9151 High Similarity NPC477031
0.9151 High Similarity NPC477029
0.9143 High Similarity NPC476693
0.9143 High Similarity NPC144068
0.9143 High Similarity NPC476546
0.9135 High Similarity NPC114188
0.9135 High Similarity NPC470748
0.9126 High Similarity NPC14630
0.9126 High Similarity NPC250089
0.9126 High Similarity NPC157530
0.9118 High Similarity NPC190395
0.9109 High Similarity NPC475365
0.91 High Similarity NPC159036
0.91 High Similarity NPC288694
0.91 High Similarity NPC312553
0.9065 High Similarity NPC477807
0.9057 High Similarity NPC208832
0.9029 High Similarity NPC220427
0.901 High Similarity NPC31907
0.901 High Similarity NPC16520
0.901 High Similarity NPC286969
0.901 High Similarity NPC157659
0.901 High Similarity NPC120123
0.901 High Similarity NPC472252
0.901 High Similarity NPC211879
0.901 High Similarity NPC475701
0.901 High Similarity NPC16573
0.901 High Similarity NPC8039
0.901 High Similarity NPC189852
0.901 High Similarity NPC114874
0.901 High Similarity NPC245280
0.901 High Similarity NPC131479
0.901 High Similarity NPC473020
0.901 High Similarity NPC213190
0.901 High Similarity NPC155010
0.9 High Similarity NPC470434
0.9 High Similarity NPC267510
0.8981 High Similarity NPC475403
0.8981 High Similarity NPC160888
0.898 High Similarity NPC207617
0.8972 High Similarity NPC148965
0.8962 High Similarity NPC469347
0.8962 High Similarity NPC469348
0.8962 High Similarity NPC307642
0.8942 High Similarity NPC302057
0.8922 High Similarity NPC474464
0.8922 High Similarity NPC93352
0.8922 High Similarity NPC273879
0.8922 High Similarity NPC165033
0.8922 High Similarity NPC75608
0.8911 High Similarity NPC136816
0.89 High Similarity NPC473200
0.89 High Similarity NPC469942
0.89 High Similarity NPC7341
0.8899 High Similarity NPC473633
0.8899 High Similarity NPC229962
0.8899 High Similarity NPC195560
0.8899 High Similarity NPC161738
0.8899 High Similarity NPC476085
0.8889 High Similarity NPC177818
0.8889 High Similarity NPC76486
0.8866 High Similarity NPC242419
0.8866 High Similarity NPC235126
0.8846 High Similarity NPC128123
0.8835 High Similarity NPC160816
0.8835 High Similarity NPC208477
0.8835 High Similarity NPC69737
0.8835 High Similarity NPC208594
0.8835 High Similarity NPC194842
0.8835 High Similarity NPC269627
0.8835 High Similarity NPC474015
0.8835 High Similarity NPC152584
0.8835 High Similarity NPC127801
0.8824 High Similarity NPC473198
0.8818 High Similarity NPC198325
0.8818 High Similarity NPC233391
0.8818 High Similarity NPC207243
0.8818 High Similarity NPC50689
0.8812 High Similarity NPC309425
0.8812 High Similarity NPC160734
0.8812 High Similarity NPC88000
0.8812 High Similarity NPC129372
0.8812 High Similarity NPC472023
0.8812 High Similarity NPC47566
0.8812 High Similarity NPC4831
0.8807 High Similarity NPC476691
0.8807 High Similarity NPC475357
0.8807 High Similarity NPC476692
0.88 High Similarity NPC234287
0.88 High Similarity NPC280825
0.88 High Similarity NPC5358
0.88 High Similarity NPC216260
0.88 High Similarity NPC309493
0.8796 High Similarity NPC212660
0.8785 High Similarity NPC476671
0.875 High Similarity NPC33053
0.875 High Similarity NPC234160
0.875 High Similarity NPC231340
0.875 High Similarity NPC63368
0.875 High Similarity NPC208650
0.875 High Similarity NPC181467
0.875 High Similarity NPC54619

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC181845 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8407 Intermediate Similarity NPD8033 Approved
0.8319 Intermediate Similarity NPD8377 Approved
0.8319 Intermediate Similarity NPD8294 Approved
0.83 Intermediate Similarity NPD8171 Discontinued
0.8246 Intermediate Similarity NPD8335 Approved
0.8246 Intermediate Similarity NPD8380 Approved
0.8246 Intermediate Similarity NPD8379 Approved
0.8246 Intermediate Similarity NPD8296 Approved
0.8246 Intermediate Similarity NPD8378 Approved
0.8224 Intermediate Similarity NPD6412 Phase 2
0.8017 Intermediate Similarity NPD8449 Approved
0.7982 Intermediate Similarity NPD7328 Approved
0.7982 Intermediate Similarity NPD7327 Approved
0.7951 Intermediate Similarity NPD8450 Suspended
0.7913 Intermediate Similarity NPD7516 Approved
0.7778 Intermediate Similarity NPD7503 Approved
0.7632 Intermediate Similarity NPD8133 Approved
0.7545 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7507 Approved
0.7434 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD6370 Approved
0.7398 Intermediate Similarity NPD7736 Approved
0.7339 Intermediate Similarity NPD7319 Approved
0.7317 Intermediate Similarity NPD8293 Discontinued
0.7288 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6928 Phase 2
0.725 Intermediate Similarity NPD6054 Approved
0.725 Intermediate Similarity NPD6059 Approved
0.7216 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD8328 Phase 3
0.7193 Intermediate Similarity NPD6686 Approved
0.7115 Intermediate Similarity NPD7524 Approved
0.7113 Intermediate Similarity NPD7339 Approved
0.7113 Intermediate Similarity NPD6942 Approved
0.7073 Intermediate Similarity NPD6067 Discontinued
0.7049 Intermediate Similarity NPD6015 Approved
0.7049 Intermediate Similarity NPD6016 Approved
0.7016 Intermediate Similarity NPD7492 Approved
0.6992 Remote Similarity NPD5988 Approved
0.699 Remote Similarity NPD7338 Clinical (unspecified phase)
0.696 Remote Similarity NPD6616 Approved
0.6952 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6931 Remote Similarity NPD7525 Registered
0.6905 Remote Similarity NPD7078 Approved
0.6893 Remote Similarity NPD6695 Phase 3
0.6832 Remote Similarity NPD7645 Phase 2
0.6807 Remote Similarity NPD6882 Approved
0.6807 Remote Similarity NPD8297 Approved
0.6792 Remote Similarity NPD7750 Discontinued
0.6789 Remote Similarity NPD6399 Phase 3
0.6774 Remote Similarity NPD8516 Approved
0.6774 Remote Similarity NPD8517 Approved
0.6774 Remote Similarity NPD8513 Phase 3
0.6774 Remote Similarity NPD8515 Approved
0.6721 Remote Similarity NPD6009 Approved
0.6719 Remote Similarity NPD6033 Approved
0.67 Remote Similarity NPD6933 Approved
0.6694 Remote Similarity NPD6319 Approved
0.6667 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD4784 Approved
0.6667 Remote Similarity NPD6929 Approved
0.6637 Remote Similarity NPD7638 Approved
0.6633 Remote Similarity NPD4243 Approved
0.6619 Remote Similarity NPD7625 Phase 1
0.6612 Remote Similarity NPD4632 Approved
0.661 Remote Similarity NPD7320 Approved
0.6602 Remote Similarity NPD6931 Approved
0.6602 Remote Similarity NPD6930 Phase 2
0.6583 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6402 Approved
0.6581 Remote Similarity NPD6675 Approved
0.6581 Remote Similarity NPD5739 Approved
0.6581 Remote Similarity NPD7128 Approved
0.6581 Remote Similarity NPD6008 Approved
0.6579 Remote Similarity NPD7640 Approved
0.6579 Remote Similarity NPD7639 Approved
0.6555 Remote Similarity NPD6373 Approved
0.6555 Remote Similarity NPD6372 Approved
0.6549 Remote Similarity NPD6083 Phase 2
0.6549 Remote Similarity NPD6084 Phase 2
0.6518 Remote Similarity NPD7991 Discontinued
0.65 Remote Similarity NPD6926 Approved
0.65 Remote Similarity NPD6924 Approved
0.6489 Remote Similarity NPD5956 Approved
0.6476 Remote Similarity NPD3667 Approved
0.6471 Remote Similarity NPD5776 Phase 2
0.6471 Remote Similarity NPD6899 Approved
0.6471 Remote Similarity NPD6925 Approved
0.6471 Remote Similarity NPD6932 Approved
0.6471 Remote Similarity NPD6881 Approved
0.6446 Remote Similarity NPD6649 Approved
0.6446 Remote Similarity NPD6650 Approved
0.6446 Remote Similarity NPD8130 Phase 1
0.6442 Remote Similarity NPD4748 Discontinued
0.6408 Remote Similarity NPD7145 Approved
0.6404 Remote Similarity NPD4755 Approved
0.6396 Remote Similarity NPD7087 Discontinued
0.6387 Remote Similarity NPD5701 Approved
0.6387 Remote Similarity NPD5697 Approved
0.6364 Remote Similarity NPD4753 Phase 2
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD4634 Approved
0.6364 Remote Similarity NPD6051 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6355 Remote Similarity NPD3133 Approved
0.6355 Remote Similarity NPD3666 Approved
0.6355 Remote Similarity NPD3665 Phase 1
0.6346 Remote Similarity NPD6683 Phase 2
0.6339 Remote Similarity NPD4202 Approved
0.632 Remote Similarity NPD7115 Discovery
0.6311 Remote Similarity NPD6617 Approved
0.6311 Remote Similarity NPD6847 Approved
0.6311 Remote Similarity NPD6869 Approved
0.63 Remote Similarity NPD7151 Approved
0.63 Remote Similarity NPD7152 Approved
0.63 Remote Similarity NPD7150 Approved
0.6296 Remote Similarity NPD6893 Approved
0.6293 Remote Similarity NPD5286 Approved
0.6293 Remote Similarity NPD4700 Approved
0.6293 Remote Similarity NPD5285 Approved
0.6293 Remote Similarity NPD4696 Approved
0.6286 Remote Similarity NPD7514 Phase 3
0.6283 Remote Similarity NPD7748 Approved
0.6281 Remote Similarity NPD6014 Approved
0.6281 Remote Similarity NPD6013 Approved
0.6281 Remote Similarity NPD6012 Approved
0.6279 Remote Similarity NPD7604 Phase 2
0.6275 Remote Similarity NPD4190 Phase 3
0.6275 Remote Similarity NPD5275 Approved
0.6273 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6273 Remote Similarity NPD6903 Approved
0.6263 Remote Similarity NPD6922 Approved
0.6263 Remote Similarity NPD6923 Approved
0.6261 Remote Similarity NPD7902 Approved
0.626 Remote Similarity NPD6053 Discontinued
0.625 Remote Similarity NPD8035 Phase 2
0.625 Remote Similarity NPD7637 Suspended
0.625 Remote Similarity NPD5983 Phase 2
0.625 Remote Similarity NPD8034 Phase 2
0.6239 Remote Similarity NPD6684 Approved
0.6239 Remote Similarity NPD7334 Approved
0.6239 Remote Similarity NPD4159 Approved
0.6239 Remote Similarity NPD7521 Approved
0.6239 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6409 Approved
0.6239 Remote Similarity NPD5330 Approved
0.6228 Remote Similarity NPD5695 Phase 3
0.6226 Remote Similarity NPD6902 Approved
0.6216 Remote Similarity NPD5328 Approved
0.6212 Remote Similarity NPD8336 Approved
0.6212 Remote Similarity NPD8337 Approved
0.6207 Remote Similarity NPD5696 Approved
0.6207 Remote Similarity NPD4225 Approved
0.62 Remote Similarity NPD7144 Approved
0.62 Remote Similarity NPD7143 Approved
0.6198 Remote Similarity NPD6011 Approved
0.619 Remote Similarity NPD4195 Approved
0.6186 Remote Similarity NPD5224 Approved
0.6186 Remote Similarity NPD5211 Phase 2
0.6186 Remote Similarity NPD5225 Approved
0.6186 Remote Similarity NPD5226 Approved
0.6186 Remote Similarity NPD4633 Approved
0.6183 Remote Similarity NPD6336 Discontinued
0.6179 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4767 Approved
0.6167 Remote Similarity NPD4768 Approved
0.6134 Remote Similarity NPD5174 Approved
0.6134 Remote Similarity NPD5175 Approved
0.6132 Remote Similarity NPD7509 Discontinued
0.6132 Remote Similarity NPD7332 Phase 2
0.6106 Remote Similarity NPD6079 Approved
0.6106 Remote Similarity NPD7515 Phase 2
0.6102 Remote Similarity NPD5223 Approved
0.6091 Remote Similarity NPD3618 Phase 1
0.6087 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5210 Approved
0.6087 Remote Similarity NPD4629 Approved
0.6083 Remote Similarity NPD5141 Approved
0.6075 Remote Similarity NPD6898 Phase 1
0.6068 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6066 Remote Similarity NPD4730 Approved
0.6066 Remote Similarity NPD4729 Approved
0.6055 Remote Similarity NPD3668 Phase 3
0.605 Remote Similarity NPD7632 Discontinued
0.6036 Remote Similarity NPD4250 Approved
0.6036 Remote Similarity NPD4251 Approved
0.6019 Remote Similarity NPD4223 Phase 3
0.6019 Remote Similarity NPD1810 Approved
0.6019 Remote Similarity NPD4221 Approved
0.6019 Remote Similarity NPD1811 Approved
0.6018 Remote Similarity NPD3168 Discontinued
0.6016 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6015 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD4754 Approved
0.6 Remote Similarity NPD5329 Approved
0.6 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6 Remote Similarity NPD7900 Approved
0.6 Remote Similarity NPD7901 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data