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3-O-Coumaroylasiatic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 9b8ffa10-26bd-44e8-b5a5-00d2bc873f3c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC(=O)C=CC6=CC=C(C=C6)O)O)C)C)C2C1C)C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)OC(=O)/C=C/C6=CC=C(C=C6)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C39H54O7/c1-23-15-18-39(34(44)45)20-19-37(5)27(32(39)24(23)2)12-13-30-35(3)21-28(42)33(36(4,22-40)29(35)16-17-38(30,37)6)46-31(43)14-9-25-7-10-26(41)11-8-25/h7-12,14,23-24,28-30,32-33,40-42H,13,15-22H2,1-6H3,(H,44,45)/b14-9+/t23-,24+,28-,29-,30-,32+,33+,35+,36+,37-,38-,39+/m1/s1
InChI Key WKVZBLIEJQJTCN-KJVBOBAHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H54O7
Molecular Weight 634.80 g/mol
Exact Mass 634.38695406 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.00
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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143773-52-8
(1S,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
CHEMBL4635993
AKOS040761112

2D Structure

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2D Structure of 3-O-Coumaroylasiatic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8769 87.69%
OATP2B1 inhibitior - 0.7153 71.53%
OATP1B1 inhibitior + 0.8617 86.17%
OATP1B3 inhibitior - 0.2818 28.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6454 64.54%
BSEP inhibitior + 0.9195 91.95%
P-glycoprotein inhibitior + 0.7336 73.36%
P-glycoprotein substrate + 0.5763 57.63%
CYP3A4 substrate + 0.7119 71.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8795 87.95%
CYP3A4 inhibition - 0.5281 52.81%
CYP2C9 inhibition - 0.8159 81.59%
CYP2C19 inhibition - 0.7999 79.99%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.5479 54.79%
CYP2C8 inhibition + 0.8510 85.10%
CYP inhibitory promiscuity - 0.8734 87.34%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6727 67.27%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9311 93.11%
Skin irritation + 0.5068 50.68%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis - 0.8170 81.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6468 64.68%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6434 64.34%
skin sensitisation - 0.9165 91.65%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4871 48.71%
Acute Oral Toxicity (c) III 0.5932 59.32%
Estrogen receptor binding + 0.7958 79.58%
Androgen receptor binding + 0.7889 78.89%
Thyroid receptor binding + 0.5586 55.86%
Glucocorticoid receptor binding + 0.8267 82.67%
Aromatase binding + 0.7017 70.17%
PPAR gamma + 0.7489 74.89%
Honey bee toxicity - 0.7576 75.76%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9972 99.72%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.20% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.77% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.37% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.12% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.96% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.44% 91.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.60% 91.07%
CHEMBL2581 P07339 Cathepsin D 86.23% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.87% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.52% 93.00%
CHEMBL206 P03372 Estrogen receptor alpha 84.81% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.01% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.64% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.56% 94.23%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.49% 97.36%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.13% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.66% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.27% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Actinidia polygama
Plectranthus punctatus subsp. edulis

Cross-Links

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PubChem 9898761
LOTUS LTS0151905
wikiData Q105186800