Structure

Physi-Chem Properties

Molecular Weight:  154.14
Volume:  173.194
LogP:  2.728
LogD:  3.041
LogS:  -2.906
# Rotatable Bonds:  0
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.567
Synthetic Accessibility Score:  4.28
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.527
MDCK Permeability:  2.5750019631232135e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.006
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.003
30% Bioavailability (F30%):  0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.558
Plasma Protein Binding (PPB):  80.386474609375%
Volume Distribution (VD):  1.147
Pgp-substrate:  30.535709381103516%

ADMET: Metabolism

CYP1A2-inhibitor:  0.171
CYP1A2-substrate:  0.637
CYP2C19-inhibitor:  0.116
CYP2C19-substrate:  0.884
CYP2C9-inhibitor:  0.108
CYP2C9-substrate:  0.843
CYP2D6-inhibitor:  0.008
CYP2D6-substrate:  0.657
CYP3A4-inhibitor:  0.025
CYP3A4-substrate:  0.197

ADMET: Excretion

Clearance (CL):  7.385
Half-life (T1/2):  0.404

ADMET: Toxicity

hERG Blockers:  0.027
Human Hepatotoxicity (H-HT):  0.046
Drug-inuced Liver Injury (DILI):  0.038
AMES Toxicity:  0.015
Rat Oral Acute Toxicity:  0.698
Maximum Recommended Daily Dose:  0.84
Skin Sensitization:  0.637
Carcinogencity:  0.055
Eye Corrosion:  0.979
Eye Irritation:  0.989
Respiratory Toxicity:  0.883

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

  Natural Product: NPC277917

Natural Product ID:  NPC277917
Common Name*:   (1R,3R,4R)-4,7,7-Trimethylbicyclo[2.2.1]Heptan-3-Ol
IUPAC Name:   (1R,3R,4R)-4,7,7-trimethylbicyclo[2.2.1]heptan-3-ol
Synonyms:  
Standard InCHIKey:  DTGKSKDOIYIVQL-MRTMQBJTSA-N
Standard InCHI:  InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m1/s1
SMILES:  O[C@@H]1C[C@@H]2C([C@@]1(C)CC2)(C)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3560760
PubChem CID:   6321405
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001564] Bicyclic monoterpenoids

*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
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. flower n.a. DOI[10.1007/s11418-006-0112-9]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. leaf n.a. DOI[10.1007/s11418-006-0112-9]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. stem n.a. DOI[10.1007/s11418-006-0112-9]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jep.2005.01.054]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. rhizome n.a. DOI[10.1021/np100392m]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[10096857]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. fruit n.a. PMID[10785419]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[12350137]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota rhizome n.a. n.a. PMID[12617587]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota Leaves and branches Soorkesh Valley, Gollestan, Iran n.a. PMID[15104493]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota leaves Soorkesh Valley, Gollestan, Iran n.a. PMID[15104493]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota roots n.a. n.a. PMID[15387651]
NPO3125 Scaphechinus mirabilis Species Scutellidae Eukaryota n.a. n.a. n.a. PMID[16180820]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[16249088]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[18177011]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[19271742]
NPO18521 Capparis flavicans Species Capparaceae Eukaryota aerial parts Khon Kaen Province, Thailand 2006-Aug PMID[19943620]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota roots and rhizomes Shaoguan, Guangdong Province, China 2007-Dec PMID[20540535]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[20590154]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[20879743]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[20973550]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. seed n.a. PMID[21049973]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[21807513]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota fruits n.a. n.a. PMID[22932311]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[23153397]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[23507152]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[23701597]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. fruit n.a. PMID[23721280]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[23738470]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. root n.a. PMID[23738470]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[23755850]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. leaf n.a. PMID[23901173]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota Rhizomes n.a. n.a. PMID[25275213]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25333853]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[25819096]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[28068085]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31181920]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[31418264]
NPO26657 Conocephalum conicum Species Conocephalaceae Eukaryota n.a. n.a. n.a. PMID[33264011]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. n.a. n.a. PMID[6387056]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[8064299]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[8064299]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9584408]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[9868158]
NPO26657 Conocephalum conicum Species Conocephalaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Rhizome Essent. Oil n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota Shoot Essent. Oil n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17191 Dryobalanops aromatica Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24159 Fructus amomi n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO26657 Conocephalum conicum Species Conocephalaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1479 Amomum longiligulare Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO42012 Rosmarinus officinalis Species Lamiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16834 Baccharis sarothroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17191 Dryobalanops aromatica Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1479 Amomum longiligulare Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24159 Fructus amomi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26657 Conocephalum conicum Species Conocephalaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15634 Radix smilacis Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO829 Vaccaria hispanica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17191 Dryobalanops aromatica Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26657 Conocephalum conicum Species Conocephalaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO829 Vaccaria hispanica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1479 Amomum longiligulare Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2978 Croton tiglium Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17191 Dryobalanops aromatica Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13598 Pedicularis plicata Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28276 Artemisia argyi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO829 Vaccaria hispanica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11045 Paederia scandens Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29169 Origanum vulgare Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18712 Malus sieboldii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1631 Amomum xanthioides Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3113 Xyris semifuscata Species Xyridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24124 Curcuma longa Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18521 Capparis flavicans Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6098 Salvia officinalis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17392 Ipomoea hederacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1604 Micranthes stellaris Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11820 Amomum villosum Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28256 Platycladus orientalis Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16655 Rabdosia flexicaulis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16834 Baccharis sarothroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3125 Scaphechinus mirabilis Species Scutellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13976 Sonchus gummifer Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12652 Xylosalsola richteri Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17720 Andropogon laniger Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26589 Artemisia annua L. Strain Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18307 Peltigera venosa Species Peltigeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15360 Stephania hispidula Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15625 Umbilicaria spodochroa Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19129 Oxytropis pseudoglandulosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15544 Cnidium monnieri Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17604 Lasioderma serricorne Species Anobiidae 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
NPO29169 NPC277917 Other Plant 0.25 0.25 0.25 mg/100g Database [DUKE]
NPO42012 NPC277917 Other Plant 5.1 0.7 9.5 mg/100g Database [DUKE]
NPO24124 NPC277917 Other Rhizome Essent. Oil 20 20 20 mg/100g Database [DUKE]
NPO6098 NPC277917 Other Shoot 39.2 0 78.4 mg/100g Database [DUKE]

☑ 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
NPT163 Individual Protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 43641.2 nM PubChem BioAssay data set

☑ 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 NPC277917 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
1.0 High Similarity NPC166894
1.0 High Similarity NPC178223
1.0 High Similarity NPC283655
1.0 High Similarity NPC89069
0.9623 High Similarity NPC150713
0.9623 High Similarity NPC29976
0.7966 Intermediate Similarity NPC87828
0.7966 Intermediate Similarity NPC9880
0.7966 Intermediate Similarity NPC230070
0.7931 Intermediate Similarity NPC291147
0.7869 Intermediate Similarity NPC236099
0.7869 Intermediate Similarity NPC249078
0.7869 Intermediate Similarity NPC209686
0.7833 Intermediate Similarity NPC66145
0.7759 Intermediate Similarity NPC3025
0.7736 Intermediate Similarity NPC287550
0.7736 Intermediate Similarity NPC84030
0.7736 Intermediate Similarity NPC147343
0.7736 Intermediate Similarity NPC198540
0.7736 Intermediate Similarity NPC176309
0.7736 Intermediate Similarity NPC223468
0.7719 Intermediate Similarity NPC202146
0.7719 Intermediate Similarity NPC32222
0.7705 Intermediate Similarity NPC185547
0.7705 Intermediate Similarity NPC95804
0.7705 Intermediate Similarity NPC83088
0.7667 Intermediate Similarity NPC475968
0.7612 Intermediate Similarity NPC14352
0.7612 Intermediate Similarity NPC234527
0.7538 Intermediate Similarity NPC474756
0.75 Intermediate Similarity NPC44122
0.746 Intermediate Similarity NPC167995
0.746 Intermediate Similarity NPC118937
0.746 Intermediate Similarity NPC159654
0.746 Intermediate Similarity NPC281540
0.7424 Intermediate Similarity NPC477820
0.7419 Intermediate Similarity NPC148174
0.7419 Intermediate Similarity NPC218585
0.7419 Intermediate Similarity NPC71460
0.7414 Intermediate Similarity NPC53209
0.7391 Intermediate Similarity NPC139765
0.7391 Intermediate Similarity NPC131584
0.7391 Intermediate Similarity NPC313185
0.7385 Intermediate Similarity NPC308522
0.7385 Intermediate Similarity NPC74885
0.7385 Intermediate Similarity NPC63190
0.7344 Intermediate Similarity NPC474380
0.7344 Intermediate Similarity NPC41577
0.7344 Intermediate Similarity NPC473276
0.7333 Intermediate Similarity NPC119425
0.7313 Intermediate Similarity NPC232925
0.7313 Intermediate Similarity NPC251201
0.7313 Intermediate Similarity NPC63588
0.7302 Intermediate Similarity NPC114891
0.7231 Intermediate Similarity NPC142712
0.7193 Intermediate Similarity NPC307022
0.7188 Intermediate Similarity NPC219940
0.7188 Intermediate Similarity NPC69149
0.7143 Intermediate Similarity NPC147524
0.7143 Intermediate Similarity NPC127997
0.7143 Intermediate Similarity NPC95969
0.7121 Intermediate Similarity NPC473230
0.7121 Intermediate Similarity NPC475884
0.7121 Intermediate Similarity NPC48079
0.7101 Intermediate Similarity NPC153719
0.7101 Intermediate Similarity NPC470610
0.7077 Intermediate Similarity NPC300442
0.7077 Intermediate Similarity NPC238352
0.7077 Intermediate Similarity NPC477009
0.7077 Intermediate Similarity NPC165069
0.7077 Intermediate Similarity NPC190827
0.7077 Intermediate Similarity NPC475943
0.7077 Intermediate Similarity NPC243469
0.7059 Intermediate Similarity NPC254845
0.7059 Intermediate Similarity NPC133873
0.7015 Intermediate Similarity NPC472741
0.7 Intermediate Similarity NPC309178
0.7 Intermediate Similarity NPC48795
0.7 Intermediate Similarity NPC477508
0.7 Intermediate Similarity NPC471269
0.7 Intermediate Similarity NPC304499
0.7 Intermediate Similarity NPC45387
0.7 Intermediate Similarity NPC475458
0.6986 Remote Similarity NPC329871
0.6986 Remote Similarity NPC269333
0.6935 Remote Similarity NPC476735
0.6912 Remote Similarity NPC66407
0.6912 Remote Similarity NPC470830
0.6912 Remote Similarity NPC254037
0.6912 Remote Similarity NPC299948
0.6912 Remote Similarity NPC107919
0.6912 Remote Similarity NPC129829
0.6912 Remote Similarity NPC241085
0.6901 Remote Similarity NPC317242
0.6892 Remote Similarity NPC66766
0.6892 Remote Similarity NPC117137
0.6875 Remote Similarity NPC15152
0.6852 Remote Similarity NPC144891
0.6825 Remote Similarity NPC95958
0.6818 Remote Similarity NPC472946
0.6812 Remote Similarity NPC94632
0.6812 Remote Similarity NPC168596
0.6812 Remote Similarity NPC231945
0.6812 Remote Similarity NPC282454
0.6812 Remote Similarity NPC192192
0.6806 Remote Similarity NPC470145
0.6806 Remote Similarity NPC163597
0.6774 Remote Similarity NPC135438
0.6774 Remote Similarity NPC236588
0.6714 Remote Similarity NPC195530
0.6714 Remote Similarity NPC157422
0.6714 Remote Similarity NPC111234
0.6714 Remote Similarity NPC478103
0.6714 Remote Similarity NPC473279
0.6714 Remote Similarity NPC157777
0.6714 Remote Similarity NPC1340
0.6714 Remote Similarity NPC131506
0.6714 Remote Similarity NPC100586
0.6714 Remote Similarity NPC187471
0.6714 Remote Similarity NPC470071
0.6714 Remote Similarity NPC252182
0.6714 Remote Similarity NPC127094
0.6714 Remote Similarity NPC109457
0.6712 Remote Similarity NPC476233
0.6712 Remote Similarity NPC302578
0.6712 Remote Similarity NPC185915
0.6712 Remote Similarity NPC192046
0.6712 Remote Similarity NPC128951
0.6712 Remote Similarity NPC105208
0.6712 Remote Similarity NPC477227
0.6667 Remote Similarity NPC324607
0.6667 Remote Similarity NPC91387
0.6667 Remote Similarity NPC215671
0.6667 Remote Similarity NPC87296
0.6667 Remote Similarity NPC270306
0.6667 Remote Similarity NPC177022
0.6667 Remote Similarity NPC161473
0.6667 Remote Similarity NPC231680
0.6667 Remote Similarity NPC475515
0.6667 Remote Similarity NPC199937
0.6667 Remote Similarity NPC321732
0.6623 Remote Similarity NPC29342
0.6623 Remote Similarity NPC2572
0.6623 Remote Similarity NPC69953
0.6622 Remote Similarity NPC477817
0.6622 Remote Similarity NPC18857
0.6622 Remote Similarity NPC477819
0.6622 Remote Similarity NPC471045
0.6622 Remote Similarity NPC67657
0.6622 Remote Similarity NPC42853
0.662 Remote Similarity NPC232112
0.662 Remote Similarity NPC310766
0.662 Remote Similarity NPC472341
0.662 Remote Similarity NPC473238
0.662 Remote Similarity NPC201373
0.6618 Remote Similarity NPC477791
0.6575 Remote Similarity NPC310643
0.6575 Remote Similarity NPC472472
0.6571 Remote Similarity NPC45296
0.6562 Remote Similarity NPC99480
0.6562 Remote Similarity NPC184049
0.6538 Remote Similarity NPC242016
0.6533 Remote Similarity NPC49599
0.6533 Remote Similarity NPC1319
0.6533 Remote Similarity NPC49627
0.6533 Remote Similarity NPC287452
0.6528 Remote Similarity NPC25511
0.6528 Remote Similarity NPC196358
0.6528 Remote Similarity NPC10476
0.6528 Remote Similarity NPC192501
0.6528 Remote Similarity NPC192638
0.6528 Remote Similarity NPC145552
0.6528 Remote Similarity NPC5046
0.6528 Remote Similarity NPC228994
0.6528 Remote Similarity NPC254509
0.6528 Remote Similarity NPC49168
0.6528 Remote Similarity NPC62657
0.6528 Remote Similarity NPC478130
0.6515 Remote Similarity NPC290791
0.6515 Remote Similarity NPC292419
0.6494 Remote Similarity NPC475388
0.6494 Remote Similarity NPC296734
0.6494 Remote Similarity NPC470611
0.6486 Remote Similarity NPC171658
0.6486 Remote Similarity NPC474574
0.6486 Remote Similarity NPC64081
0.6486 Remote Similarity NPC133596
0.6486 Remote Similarity NPC11907
0.6486 Remote Similarity NPC260301
0.6486 Remote Similarity NPC307336
0.6486 Remote Similarity NPC138502
0.6479 Remote Similarity NPC156277
0.6479 Remote Similarity NPC58057
0.6479 Remote Similarity NPC320549
0.6479 Remote Similarity NPC89310
0.6479 Remote Similarity NPC164045
0.6479 Remote Similarity NPC8004
0.6479 Remote Similarity NPC127283
0.6479 Remote Similarity NPC151018
0.6471 Remote Similarity NPC162309

  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 NPC277917 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
0.7736 Intermediate Similarity NPD385 Approved
0.7736 Intermediate Similarity NPD384 Approved
0.7059 Intermediate Similarity NPD4787 Phase 1
0.6912 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6885 Remote Similarity NPD586 Phase 1
0.6667 Remote Similarity NPD3698 Phase 2
0.6571 Remote Similarity NPD4245 Approved
0.6571 Remote Similarity NPD4244 Approved
0.6567 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6562 Remote Similarity NPD3198 Approved
0.6479 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6479 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6447 Remote Similarity NPD6928 Phase 2
0.6429 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6351 Remote Similarity NPD6117 Approved
0.6301 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6267 Remote Similarity NPD6116 Phase 1
0.6234 Remote Similarity NPD4748 Discontinued
0.6216 Remote Similarity NPD3703 Phase 2
0.6184 Remote Similarity NPD6114 Approved
0.6184 Remote Similarity NPD6118 Approved
0.6184 Remote Similarity NPD6115 Approved
0.6184 Remote Similarity NPD6697 Approved
0.6133 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4789 Approved
0.6056 Remote Similarity NPD6705 Phase 1
0.6034 Remote Similarity NPD386 Approved
0.6034 Remote Similarity NPD388 Approved
0.6026 Remote Similarity NPD7525 Registered
0.6 Remote Similarity NPD7339 Approved
0.6 Remote Similarity NPD3702 Approved
0.6 Remote Similarity NPD6942 Approved
0.5942 Remote Similarity NPD371 Approved
0.5932 Remote Similarity NPD343 Approved
0.5932 Remote Similarity NPD344 Approved
0.5932 Remote Similarity NPD345 Approved
0.5867 Remote Similarity NPD6924 Approved
0.5867 Remote Similarity NPD6926 Approved
0.5833 Remote Similarity NPD5360 Phase 3
0.5833 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5811 Remote Similarity NPD4243 Approved
0.5789 Remote Similarity NPD1462 Approved
0.5769 Remote Similarity NPD3671 Phase 1
0.5753 Remote Similarity NPD6923 Approved
0.5753 Remote Similarity NPD6922 Approved
0.5714 Remote Similarity NPD6933 Approved
0.5714 Remote Similarity NPD1460 Approved
0.5676 Remote Similarity NPD7144 Approved
0.5676 Remote Similarity NPD7143 Approved
0.5663 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5658 Remote Similarity NPD4785 Approved
0.5658 Remote Similarity NPD4784 Approved
0.561 Remote Similarity NPD4788 Approved
0.56 Remote Similarity NPD4758 Discontinued
0.56 Remote Similarity NPD7152 Approved
0.56 Remote Similarity NPD7151 Approved
0.56 Remote Similarity NPD7150 Approved
0.56 Remote Similarity NPD5777 Approved

  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