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(6R)-6-[(3S,4S,5S,8S,9S,10R,13R,14S,17R)-3-hydroxy-4,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-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 20c558d8-e9a2-4fca-9de6-cef557ecb750
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name (6R)-6-[(3S,4S,5S,8S,9S,10R,13R,14S,17R)-3-hydroxy-4,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H48O2/c1-17(2)19(4)27(31)16-18(3)22-10-11-24-21-8-9-23-20(5)26(30)13-15-29(23,7)25(21)12-14-28(22,24)6/h17-18,20-26,30H,4,8-16H2,1-3,5-7H3/t18-,20+,21+,22-,23+,24+,25+,26+,28-,29+/m1/s1
InChI Key NXMDLWHSFKBNPF-NEGKGISQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.06
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-6-[(3S,4S,5S,8S,9S,10R,13R,14S,17R)-3-hydroxy-4,10,13-trimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-3-methylideneheptan-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 + 1.0000 100.00%
Caco-2 - 0.5714 57.14%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6788 67.88%
OATP2B1 inhibitior - 0.5738 57.38%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.8228 82.28%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.6316 63.16%
P-glycoprotein inhibitior - 0.5152 51.52%
P-glycoprotein substrate - 0.6823 68.23%
CYP3A4 substrate + 0.7078 70.78%
CYP2C9 substrate - 0.7887 78.87%
CYP2D6 substrate - 0.8270 82.70%
CYP3A4 inhibition - 0.8053 80.53%
CYP2C9 inhibition - 0.8755 87.55%
CYP2C19 inhibition - 0.7418 74.18%
CYP2D6 inhibition - 0.9579 95.79%
CYP1A2 inhibition - 0.9182 91.82%
CYP2C8 inhibition - 0.8711 87.11%
CYP inhibitory promiscuity - 0.7430 74.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9370 93.70%
Skin irritation + 0.6169 61.69%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6065 60.65%
Micronuclear - 0.9700 97.00%
Hepatotoxicity + 0.5073 50.73%
skin sensitisation + 0.5442 54.42%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8445 84.45%
Acute Oral Toxicity (c) III 0.8044 80.44%
Estrogen receptor binding + 0.7271 72.71%
Androgen receptor binding + 0.7210 72.10%
Thyroid receptor binding + 0.6219 62.19%
Glucocorticoid receptor binding + 0.7406 74.06%
Aromatase binding + 0.5686 56.86%
PPAR gamma + 0.5868 58.68%
Honey bee toxicity - 0.6957 69.57%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9945 99.45%

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 97.61% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.78% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 96.27% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.00% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.39% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.63% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.01% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.90% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.86% 94.45%
CHEMBL204 P00734 Thrombin 85.66% 96.01%
CHEMBL1871 P10275 Androgen Receptor 83.81% 96.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.88% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.57% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.47% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.43% 89.05%
CHEMBL340 P08684 Cytochrome P450 3A4 81.15% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.12% 90.71%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.12% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.07% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.76% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.65% 96.61%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.05% 94.33%

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 16751485
LOTUS LTS0156045
wikiData Q105187260