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(6S)-6-[(3S,5S,6S,8S,10S,13S,14S,17S)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methylhept-2-en-4-one

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 b0435b2c-49f2-4939-b972-84d561fa56ba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
IUPAC Name (6S)-6-[(3S,5S,6S,8S,10S,13S,14S,17S)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methylhept-2-en-4-one
SMILES (Canonical) CC(=CC(=O)CC(C)(C1CCC2C1(CC=C3C2CC(C4C3(CCC(C4)O)C)O)C)O)C
SMILES (Isomeric) CC(=CC(=O)C[C@@](C)([C@H]1CC[C@@H]2[C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)C)O)C
InChI InChI=1S/C27H42O4/c1-16(2)12-18(29)15-27(5,31)24-7-6-20-19-14-23(30)22-13-17(28)8-10-25(22,3)21(19)9-11-26(20,24)4/h9,12,17,19-20,22-24,28,30-31H,6-8,10-11,13-15H2,1-5H3/t17-,19-,20-,22+,23-,24-,25+,26-,27-/m0/s1
InChI Key AQJVHPMXPMCGLF-GUKQNFHTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O4
Molecular Weight 430.60 g/mol
Exact Mass 430.30830982 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.57
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6S)-6-[(3S,5S,6S,8S,10S,13S,14S,17S)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methylhept-2-en-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 - 0.5206 52.06%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7873 78.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8584 85.84%
OATP1B3 inhibitior + 0.9068 90.68%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8864 88.64%
P-glycoprotein inhibitior - 0.5821 58.21%
P-glycoprotein substrate - 0.5530 55.30%
CYP3A4 substrate + 0.6988 69.88%
CYP2C9 substrate - 0.8153 81.53%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.8347 83.47%
CYP2C9 inhibition - 0.8965 89.65%
CYP2C19 inhibition - 0.8841 88.41%
CYP2D6 inhibition - 0.9635 96.35%
CYP1A2 inhibition - 0.9157 91.57%
CYP2C8 inhibition + 0.5467 54.67%
CYP inhibitory promiscuity - 0.8045 80.45%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6067 60.67%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9755 97.55%
Skin irritation + 0.6740 67.40%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4234 42.34%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5297 52.97%
skin sensitisation - 0.6994 69.94%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8300 83.00%
Acute Oral Toxicity (c) I 0.7738 77.38%
Estrogen receptor binding + 0.8296 82.96%
Androgen receptor binding + 0.7467 74.67%
Thyroid receptor binding + 0.6426 64.26%
Glucocorticoid receptor binding + 0.7948 79.48%
Aromatase binding + 0.6872 68.72%
PPAR gamma + 0.5917 59.17%
Honey bee toxicity - 0.8110 81.10%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9938 99.38%

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 97.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.35% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.02% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 90.40% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.08% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.05% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.90% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.77% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.61% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.84% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.72% 89.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.57% 91.07%
CHEMBL5028 O14672 ADAM10 82.89% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.61% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.49% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.26% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 82.13% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.51% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.73% 94.45%

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 162922052
LOTUS LTS0257833
wikiData Q104916889