Structure

Physi-Chem Properties

Molecular Weight:  164.07
Volume:  147.727
LogP:  -2.116
LogD:  -1.982
LogS:  -0.08
# Rotatable Bonds:  0
TPSA:  101.15
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  5

MedChem Properties

QED Drug-Likeness Score:  0.266
Synthetic Accessibility Score:  3.566
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:  -5.264
MDCK Permeability:  0.0005201693857088685
Pgp-inhibitor:  0.002
Pgp-substrate:  0.652
Human Intestinal Absorption (HIA):  0.807
20% Bioavailability (F20%):  0.012
30% Bioavailability (F30%):  0.969

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.377
Plasma Protein Binding (PPB):  11.032903671264648%
Volume Distribution (VD):  0.506
Pgp-substrate:  76.02835083007812%

ADMET: Metabolism

CYP1A2-inhibitor:  0.039
CYP1A2-substrate:  0.044
CYP2C19-inhibitor:  0.012
CYP2C19-substrate:  0.125
CYP2C9-inhibitor:  0.001
CYP2C9-substrate:  0.654
CYP2D6-inhibitor:  0.003
CYP2D6-substrate:  0.117
CYP3A4-inhibitor:  0.004
CYP3A4-substrate:  0.014

ADMET: Excretion

Clearance (CL):  1.531
Half-life (T1/2):  0.679

ADMET: Toxicity

hERG Blockers:  0.072
Human Hepatotoxicity (H-HT):  0.034
Drug-inuced Liver Injury (DILI):  0.044
AMES Toxicity:  0.065
Rat Oral Acute Toxicity:  0.014
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.135
Carcinogencity:  0.018
Eye Corrosion:  0.012
Eye Irritation:  0.805
Respiratory Toxicity:  0.064

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC111882

Natural Product ID:  NPC111882
Common Name*:   (+)-Proto-Quercitol
IUPAC Name:   (1R,2S,4S,5R)-cyclohexane-1,2,3,4,5-pentol
Synonyms:   (+)-Proto-Quercitol
Standard InCHIKey:  IMPKVMRTXBRHRB-MBMOQRBOSA-N
Standard InCHI:  InChI=1S/C6H12O5/c7-2-1-3(8)5(10)6(11)4(2)9/h2-11H,1H2/t2-,3-,4+,5+/m1/s1
SMILES:  O[C@@H]1C[C@@H](O)[C@@H](C([C@H]1O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1950778
PubChem CID:   441437
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000129] Alcohols and polyols
          • [CHEMONTID:0001661] Secondary alcohols
            • [CHEMONTID:0002647] Cyclohexanols

*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
NPO27739 Erythrina mildbraedii Species Fabaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(88)80746-5]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94986-0]
NPO4240 Elephantopus tomentosus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[10075766]
NPO25388 Siliquariaspongia japonica n.a. n.a. n.a. n.a. n.a. n.a. PMID[10425118]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[11112781]
NPO12170 Solanum indicum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[11575964]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[153409]
NPO658 Leucopaxillus gentianeus Species Tricholomataceae Eukaryota n.a. n.a. n.a. PMID[15568769]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota Fruits n.a. n.a. PMID[16309325]
NPO27931 Caulerpa taxifolia Species Caulerpaceae Eukaryota n.a. n.a. n.a. PMID[16563751]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. Seoul, Korea 2000-Jun PMID[16643034]
NPO27739 Erythrina mildbraedii Species Fabaceae Eukaryota root bark Buea, Southwest Province, Cameroon 1997-JUL PMID[17125223]
NPO658 Leucopaxillus gentianeus Species Tricholomataceae Eukaryota fruiting bodies n.a. n.a. PMID[17190463]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. flower n.a. PMID[17679444]
NPO28092 Xyris pterygoblephara Species Xyridaceae Eukaryota n.a. n.a. n.a. PMID[17870137]
NPO4240 Elephantopus tomentosus Species Asteraceae Eukaryota n.a. stem n.a. PMID[18239317]
NPO4240 Elephantopus tomentosus Species Asteraceae Eukaryota n.a. root n.a. PMID[18239317]
NPO28092 Xyris pterygoblephara Species Xyridaceae Eukaryota n.a. n.a. n.a. PMID[18462007]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[18505286]
NPO27646 Cystoseira baccata Species Sargassaceae Eukaryota n.a. n.a. n.a. PMID[18980381]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruit n.a. n.a. PMID[19650637]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota fibrous roots n.a. n.a. PMID[20158245]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[21123068]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[21673922]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota n.a. fruit n.a. PMID[23132311]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[23265519]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota fruits n.a. n.a. PMID[23305920]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[23317005]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[23488669]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. PMID[23639538]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[27524650]
NPO23736 Myrsine africana Species Primulaceae Eukaryota root n.a. n.a. PMID[2778455]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[28522265]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[29115831]
NPO23736 Myrsine africana Species Primulaceae Eukaryota n.a. n.a. n.a. PMID[29300477]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[29641206]
NPO21679 Nuphar lutea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. PMID[31182315]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. PMID[31287310]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[32141747]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[8759160]
NPO23736 Myrsine africana Species Primulaceae Eukaryota n.a. fruit n.a. Database[Article]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota n.a. n.a. Database[FooDB]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22287 Colocasia esculenta Species Araceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO22287 Colocasia esculenta Species Araceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO10331 Allium ascalonicum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22287 Colocasia esculenta Species Araceae Eukaryota n.a. n.a. Database[FooDB]
NPO21679 Nuphar lutea Species Nymphaeaceae Eukaryota n.a. n.a. Database[FooDB]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota Fruits n.a. Database[FooDB]
NPO27666 Sophora tetraptera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27803 Cercidiphyllum japonicum Species Cercidiphyllaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4240 Elephantopus tomentosus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23736 Myrsine africana Species Primulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7185 Eucalyptus populnea Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO96 Rhododendron capitatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13978 Cissampelos pareira Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23450 Chionographis japonica Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5723 Quercus robur Species Fagaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10331 Allium ascalonicum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10331 Allium ascalonicum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5156 Hypoestes rosea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23736 Myrsine africana Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4240 Elephantopus tomentosus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21679 Nuphar lutea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13978 Cissampelos pareira Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7185 Eucalyptus populnea Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12170 Solanum indicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7389 Rhodiola atuntsuensis Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5723 Quercus robur Species Fagaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19984 Turpinia ternata Species Staphyleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23450 Chionographis japonica Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10613 Thalictrum longistylum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO96 Rhododendron capitatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27666 Sophora tetraptera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27803 Cercidiphyllum japonicum Species Cercidiphyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO96 Rhododendron capitatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10331 Allium ascalonicum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27666 Sophora tetraptera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27803 Cercidiphyllum japonicum Species Cercidiphyllaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13978 Cissampelos pareira Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13978 Cissampelos pareira Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4544 Gomortega keule Species Gomortegaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18354 Meiothermus ruber Species Thermaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO1698 Glycyrrhiza inflata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27931 Caulerpa taxifolia Species Caulerpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9518 Gardenia jasminoides Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19984 Turpinia ternata Species Staphyleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10331 Allium ascalonicum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8777 Euryops algoensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27522 Gongronella urceolifera Species Cunninghamellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26332 Ramalina tumidula Species Ramalinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1038 Phoenix loureiroi Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5723 Quercus robur Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7389 Rhodiola atuntsuensis Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20523 Bacillus subtilis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO9930 Dendrodoris tuberculosa Species Dendrodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27646 Cystoseira baccata Species Sargassaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23518 Polygonatum odoratum Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10613 Thalictrum longistylum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO96 Rhododendron capitatum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO658 Leucopaxillus gentianeus Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11949 Iris ensata Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27703 Eclipta erecta Species Cerambycidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27803 Cercidiphyllum japonicum Species Cercidiphyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6730 Crossopteryx febrifuga Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27739 Erythrina mildbraedii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8808 Artemisia schimperi Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27838 Rebutia marsoneri Species Cactaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7050 Picea mariana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5156 Hypoestes rosea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4240 Elephantopus tomentosus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27617 Phoenix dactylifera Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12677 Penicillium kapuscinskii Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13002 Petasites georgicus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23450 Chionographis japonica Species Melanthiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13978 Cissampelos pareira Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27976 Astragalus wootoni Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1516 Passiflora suberosa Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11709 Salvia parryi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7185 Eucalyptus populnea Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27817 Stephania hernandifolia Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21679 Nuphar lutea Species Nymphaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27686 Aglaia odorata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6259 Keiferia lycopersicella Species Gelechiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO963 Litsea pungens Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23736 Myrsine africana Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27468 Rhizopogon roseolus Species Rhizopogonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27666 Sophora tetraptera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8492 Viburnum urceolatum Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27216 Oreodaphne porosa n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO19931 Pyrus x nivalis Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22287 Colocasia esculenta Species Araceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12081 Streptomyces xanthochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO12170 Solanum indicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7347 Viguiera oblongifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22931 Leptocarpha rivularis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO27848 Conoideocrella luteorostrata Species Clavicipitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25388 Siliquariaspongia japonica n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12317 Naja kaouthia Species Elapidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12893 Dermolepida albohirtum Species Scarabaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11558 Atylosia trinervia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27726 Diplocarpon mali Species Dermateaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28092 Xyris pterygoblephara Species Xyridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27869 Bombacopsis glabra n.a. n.a. n.a. 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
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus Inhibition < 30.0 % PMID[454329]
NPT520 Cell Line 3T3-L1 Mus musculus FC = 0.5 n.a. PMID[454330]
NPT520 Cell Line 3T3-L1 Mus musculus Activity = -106.0 % PMID[454330]
NPT2 Others Unspecified Inhibition < 30.0 % PMID[454329]
NPT671 Individual Protein Acidic alpha-glucosidase Rattus norvegicus Inhibition < 30.0 % PMID[454329]

☑ 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 NPC111882 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 NPC88278
1.0 High Similarity NPC102981
1.0 High Similarity NPC227707
1.0 High Similarity NPC99573
0.9024 High Similarity NPC207656
0.9024 High Similarity NPC107091
0.8649 High Similarity NPC86412
0.8649 High Similarity NPC325034
0.8649 High Similarity NPC66052
0.8649 High Similarity NPC293908
0.8649 High Similarity NPC192065
0.8605 High Similarity NPC314613
0.8605 High Similarity NPC88638
0.8222 Intermediate Similarity NPC325822
0.8222 Intermediate Similarity NPC61270
0.8049 Intermediate Similarity NPC266553
0.7838 Intermediate Similarity NPC197207
0.7838 Intermediate Similarity NPC127074
0.7838 Intermediate Similarity NPC182541
0.7838 Intermediate Similarity NPC187058
0.7838 Intermediate Similarity NPC149070
0.7708 Intermediate Similarity NPC278465
0.7708 Intermediate Similarity NPC322803
0.7708 Intermediate Similarity NPC321102
0.7708 Intermediate Similarity NPC325153
0.75 Intermediate Similarity NPC320240
0.75 Intermediate Similarity NPC70756
0.7347 Intermediate Similarity NPC244869
0.7347 Intermediate Similarity NPC300235
0.7347 Intermediate Similarity NPC476136
0.7347 Intermediate Similarity NPC476149
0.7174 Intermediate Similarity NPC69445
0.7174 Intermediate Similarity NPC165846
0.7174 Intermediate Similarity NPC176017
0.7174 Intermediate Similarity NPC285364
0.7174 Intermediate Similarity NPC21209
0.7174 Intermediate Similarity NPC255377
0.7174 Intermediate Similarity NPC92246
0.7174 Intermediate Similarity NPC289758
0.7174 Intermediate Similarity NPC73906
0.7174 Intermediate Similarity NPC199857
0.7111 Intermediate Similarity NPC29721
0.7027 Intermediate Similarity NPC33415
0.7027 Intermediate Similarity NPC301586
0.7027 Intermediate Similarity NPC325345
0.7021 Intermediate Similarity NPC277475
0.7021 Intermediate Similarity NPC321087
0.6875 Remote Similarity NPC318700
0.6875 Remote Similarity NPC14144
0.6875 Remote Similarity NPC188428
0.6852 Remote Similarity NPC182903
0.6757 Remote Similarity NPC320326
0.6735 Remote Similarity NPC157193
0.6735 Remote Similarity NPC282143
0.6735 Remote Similarity NPC299781
0.6735 Remote Similarity NPC42503
0.6727 Remote Similarity NPC174485
0.6667 Remote Similarity NPC230789
0.6667 Remote Similarity NPC252918
0.66 Remote Similarity NPC323574
0.6545 Remote Similarity NPC476209
0.6531 Remote Similarity NPC247546
0.6531 Remote Similarity NPC112363
0.6531 Remote Similarity NPC172086
0.6522 Remote Similarity NPC86191
0.6522 Remote Similarity NPC213159
0.6522 Remote Similarity NPC298699
0.6522 Remote Similarity NPC317182
0.6522 Remote Similarity NPC134252
0.6522 Remote Similarity NPC291502
0.6471 Remote Similarity NPC326533
0.6471 Remote Similarity NPC124963
0.6471 Remote Similarity NPC23134
0.6471 Remote Similarity NPC233726
0.64 Remote Similarity NPC82512
0.625 Remote Similarity NPC240994
0.6226 Remote Similarity NPC242073
0.6226 Remote Similarity NPC323361
0.6226 Remote Similarity NPC269166
0.6226 Remote Similarity NPC58629
0.6226 Remote Similarity NPC145112
0.6226 Remote Similarity NPC157514
0.6226 Remote Similarity NPC317501
0.6226 Remote Similarity NPC246558
0.6226 Remote Similarity NPC130683
0.6226 Remote Similarity NPC314821
0.6226 Remote Similarity NPC317626
0.6226 Remote Similarity NPC89145
0.6226 Remote Similarity NPC67660
0.6226 Remote Similarity NPC165198
0.6226 Remote Similarity NPC107914
0.6216 Remote Similarity NPC213764
0.619 Remote Similarity NPC227267
0.617 Remote Similarity NPC320189
0.617 Remote Similarity NPC228782
0.617 Remote Similarity NPC259982
0.617 Remote Similarity NPC313565
0.6154 Remote Similarity NPC329095
0.6111 Remote Similarity NPC303727
0.6053 Remote Similarity NPC560
0.6038 Remote Similarity NPC277878
0.6038 Remote Similarity NPC103672
0.6038 Remote Similarity NPC320043
0.6 Remote Similarity NPC94897
0.6 Remote Similarity NPC110884
0.5968 Remote Similarity NPC179823
0.5968 Remote Similarity NPC57788
0.5968 Remote Similarity NPC53879
0.5946 Remote Similarity NPC199270
0.5946 Remote Similarity NPC157340
0.5926 Remote Similarity NPC196612
0.5918 Remote Similarity NPC62014
0.5893 Remote Similarity NPC148424
0.5818 Remote Similarity NPC327257
0.5789 Remote Similarity NPC219040
0.5789 Remote Similarity NPC88887
0.5789 Remote Similarity NPC140389
0.5789 Remote Similarity NPC220922
0.5789 Remote Similarity NPC472025
0.5789 Remote Similarity NPC232554
0.5789 Remote Similarity NPC275462
0.575 Remote Similarity NPC159845
0.5714 Remote Similarity NPC267243
0.5714 Remote Similarity NPC122962
0.5692 Remote Similarity NPC321873
0.569 Remote Similarity NPC290179
0.569 Remote Similarity NPC34877
0.569 Remote Similarity NPC317023
0.569 Remote Similarity NPC322855
0.569 Remote Similarity NPC320032
0.569 Remote Similarity NPC170172
0.5641 Remote Similarity NPC252154
0.5614 Remote Similarity NPC3547
0.56 Remote Similarity NPC38891
0.56 Remote Similarity NPC270088
0.56 Remote Similarity NPC242655

  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 NPC111882 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
1.0 High Similarity NPD8996 Phase 3
1.0 High Similarity NPD8995 Clinical (unspecified phase)
0.9024 High Similarity NPD9219 Approved
0.9024 High Similarity NPD9218 Clinical (unspecified phase)
0.8649 High Similarity NPD9051 Approved
0.8649 High Similarity NPD9052 Approved
0.8649 High Similarity NPD9053 Approved
0.8222 Intermediate Similarity NPD9061 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD8814 Phase 3
0.7273 Intermediate Similarity NPD8957 Approved
0.7273 Intermediate Similarity NPD8958 Phase 2
0.7174 Intermediate Similarity NPD8999 Phase 3
0.7174 Intermediate Similarity NPD8997 Approved
0.7174 Intermediate Similarity NPD8998 Phase 2
0.7174 Intermediate Similarity NPD8993 Phase 1
0.7174 Intermediate Similarity NPD8994 Approved
0.7174 Intermediate Similarity NPD9000 Phase 3
0.7111 Intermediate Similarity NPD9006 Approved
0.7027 Intermediate Similarity NPD8988 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD8549 Clinical (unspecified phase)
0.6875 Remote Similarity NPD8965 Approved
0.6875 Remote Similarity NPD9065 Phase 3
0.6875 Remote Similarity NPD8966 Approved
0.6744 Remote Similarity NPD8976 Approved
0.6744 Remote Similarity NPD8977 Phase 3
0.6531 Remote Similarity NPD9005 Phase 3
0.6531 Remote Similarity NPD9139 Approved
0.6531 Remote Similarity NPD9003 Clinical (unspecified phase)
0.6531 Remote Similarity NPD9004 Approved
0.6522 Remote Similarity NPD8788 Approved
0.6471 Remote Similarity NPD8991 Phase 1
0.6471 Remote Similarity NPD905 Approved
0.6471 Remote Similarity NPD904 Phase 3
0.6226 Remote Similarity NPD889 Approved
0.6226 Remote Similarity NPD9036 Phase 3
0.6226 Remote Similarity NPD895 Approved
0.6226 Remote Similarity NPD890 Clinical (unspecified phase)
0.6226 Remote Similarity NPD887 Approved
0.6226 Remote Similarity NPD891 Phase 3
0.6226 Remote Similarity NPD893 Approved
0.6226 Remote Similarity NPD9035 Clinical (unspecified phase)
0.6226 Remote Similarity NPD892 Phase 3
0.6226 Remote Similarity NPD888 Phase 3
0.6226 Remote Similarity NPD894 Approved
0.6154 Remote Similarity NPD9001 Clinical (unspecified phase)
0.6154 Remote Similarity NPD9002 Approved
0.6038 Remote Similarity NPD9010 Approved
0.6038 Remote Similarity NPD9049 Discontinued
0.6038 Remote Similarity NPD72 Approved
0.6038 Remote Similarity NPD8960 Approved
0.6038 Remote Similarity NPD66 Approved
0.6038 Remote Similarity NPD9011 Approved
0.6038 Remote Similarity NPD9009 Approved
0.6038 Remote Similarity NPD64 Approved
0.6038 Remote Similarity NPD2269 Approved
0.6038 Remote Similarity NPD65 Approved
0.6038 Remote Similarity NPD9008 Approved
0.6038 Remote Similarity NPD9050 Approved
0.6038 Remote Similarity NPD9007 Approved
0.5946 Remote Similarity NPD8226 Approved
0.5789 Remote Similarity NPD8959 Approved
0.5769 Remote Similarity NPD8964 Approved
0.5738 Remote Similarity NPD371 Approved
0.5692 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5614 Remote Similarity NPD2267 Suspended
0.5614 Remote Similarity NPD73 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