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(2S,6R)-6-[(3R,5R,10S,12S,13R,14S,17R)-3-[(3S)-3-carboxy-3-hydroxybutanoyl]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 9a5a133c-7813-42a6-b3d5-352ab4cd7ef7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,6R)-6-[(3R,5R,10S,12S,13R,14S,17R)-3-[(3S)-3-carboxy-3-hydroxybutanoyl]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/C36H56O8/c1-20(22(3)30(39)40)10-11-21(2)23-14-17-34(7)24-12-13-26-32(4,5)28(44-29(38)19-35(8,43)31(41)42)15-16-33(26,6)25(24)18-27(37)36(23,34)9/h21-23,26-28,37,43H,1,10-19H2,2-9H3,(H,39,40)(H,41,42)/t21-,22+,23-,26+,27+,28-,33-,34+,35+,36+/m1/s1
InChI Key AWVPMGWGPSGVSQ-FNJKIZPFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O8
Molecular Weight 616.80 g/mol
Exact Mass 616.39751874 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.54
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 10

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)-3-carboxy-3-hydroxybutanoyl]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 + 0.9836 98.36%
Caco-2 - 0.8149 81.49%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8469 84.69%
OATP2B1 inhibitior - 0.5670 56.70%
OATP1B1 inhibitior + 0.7717 77.17%
OATP1B3 inhibitior - 0.4139 41.39%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7532 75.32%
BSEP inhibitior + 0.7929 79.29%
P-glycoprotein inhibitior + 0.7540 75.40%
P-glycoprotein substrate + 0.5585 55.85%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate - 0.8753 87.53%
CYP3A4 inhibition - 0.6807 68.07%
CYP2C9 inhibition - 0.7615 76.15%
CYP2C19 inhibition - 0.7566 75.66%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.8278 82.78%
CYP2C8 inhibition + 0.6077 60.77%
CYP inhibitory promiscuity - 0.9380 93.80%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6895 68.95%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9189 91.89%
Skin irritation + 0.6527 65.27%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4927 49.27%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8181 81.81%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8483 84.83%
Acute Oral Toxicity (c) I 0.5224 52.24%
Estrogen receptor binding + 0.6288 62.88%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7582 75.82%
Aromatase binding + 0.7703 77.03%
PPAR gamma + 0.6305 63.05%
Honey bee toxicity - 0.7250 72.50%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.34% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.94% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.92% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.00% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.92% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.17% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.76% 93.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.52% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.20% 95.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.24% 96.47%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.82% 85.31%
CHEMBL2996 Q05655 Protein kinase C delta 86.62% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.78% 97.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.57% 94.97%
CHEMBL233 P35372 Mu opioid receptor 85.33% 97.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.77% 82.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.74% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.71% 95.89%
CHEMBL5028 O14672 ADAM10 83.37% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.06% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 82.95% 93.31%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.88% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.87% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 82.78% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.86% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 81.14% 98.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.61% 92.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.55% 95.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.39% 89.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.25% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 44559652
LOTUS LTS0093398
wikiData Q104920321