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(2S,6R)-6-[(3R,5R,10S,12S,13R,14S,17R)-3-[(3S)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxy-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic 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 09cfee0f-237d-4bee-ab52-d478dd44dfcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,6R)-6-[(3R,5R,10S,12S,13R,14S,17R)-3-[(3S)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxy-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H58O8/c1-21(23(3)32(42)43)10-11-22(2)24-14-17-36(8)25-12-13-27-33(4,5)29(45-31(41)20-34(6,44)19-30(39)40)15-16-35(27,7)26(25)18-28(38)37(24,36)9/h22-24,27-29,38,44H,1,10-20H2,2-9H3,(H,39,40)(H,42,43)/t22-,23+,24-,27+,28+,29-,34+,35-,36+,37+/m1/s1
InChI Key PDPHXWNFSFMLOA-PSXTVMJQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O8
Molecular Weight 630.80 g/mol
Exact Mass 630.41316880 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.93
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,6R)-6-[(3R,5R,10S,12S,13R,14S,17R)-3-[(3S)-4-carboxy-3-hydroxy-3-methylbutanoyl]oxy-12-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 - 0.8114 81.14%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7484 74.84%
OATP2B1 inhibitior - 0.5629 56.29%
OATP1B1 inhibitior + 0.7612 76.12%
OATP1B3 inhibitior - 0.4627 46.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8307 83.07%
P-glycoprotein inhibitior + 0.7481 74.81%
P-glycoprotein substrate + 0.5629 56.29%
CYP3A4 substrate + 0.7179 71.79%
CYP2C9 substrate - 0.8176 81.76%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.6648 66.48%
CYP2C9 inhibition - 0.8335 83.35%
CYP2C19 inhibition - 0.9024 90.24%
CYP2D6 inhibition - 0.9474 94.74%
CYP1A2 inhibition - 0.8357 83.57%
CYP2C8 inhibition + 0.6316 63.16%
CYP inhibitory promiscuity - 0.8278 82.78%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6902 69.02%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9183 91.83%
Skin irritation + 0.6674 66.74%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4601 46.01%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7815 78.15%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8555 85.55%
Acute Oral Toxicity (c) I 0.8104 81.04%
Estrogen receptor binding + 0.6932 69.32%
Androgen receptor binding + 0.7586 75.86%
Thyroid receptor binding - 0.4930 49.30%
Glucocorticoid receptor binding + 0.7640 76.40%
Aromatase binding + 0.7674 76.74%
PPAR gamma + 0.6529 65.29%
Honey bee toxicity - 0.7027 70.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 98.75% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.45% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.66% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.39% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.07% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.14% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.77% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.26% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.88% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.85% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.78% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.26% 99.17%
CHEMBL5028 O14672 ADAM10 85.64% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.24% 91.19%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.23% 82.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.76% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.75% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.68% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.53% 85.31%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.43% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.21% 89.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.50% 95.17%
CHEMBL233 P35372 Mu opioid receptor 80.71% 97.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.41% 96.90%
CHEMBL237 P41145 Kappa opioid receptor 80.19% 98.10%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21581808
LOTUS LTS0145033
wikiData Q105206656