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(2S,3R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,9,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-6-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 1c928cf6-5e8f-4b41-adea-a689d12e0c3e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (2S,3R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,9,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H42O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12-13,15,19-22,29-34H,6-11,14H2,1-5H3/t15-,19+,20-,21-,22-,24+,25+,26+,27+/m0/s1
InChI Key ZJTLBLRDHNVYKT-TYACVRCWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O7
Molecular Weight 478.60 g/mol
Exact Mass 478.29305367 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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CHEMBL516599

2D Structure

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2D Structure of (2S,3R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,9,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 - 0.6071 60.71%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9072 90.72%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8424 84.24%
P-glycoprotein inhibitior - 0.6423 64.23%
P-glycoprotein substrate + 0.5638 56.38%
CYP3A4 substrate + 0.6862 68.62%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8690 86.90%
CYP2C19 inhibition - 0.8364 83.64%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.9278 92.78%
CYP2C8 inhibition - 0.6193 61.93%
CYP inhibitory promiscuity - 0.8761 87.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6900 69.00%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9465 94.65%
Skin irritation + 0.6543 65.43%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6856 68.56%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5674 56.74%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8017 80.17%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.8159 81.59%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding + 0.6792 67.92%
Glucocorticoid receptor binding + 0.7967 79.67%
Aromatase binding + 0.7801 78.01%
PPAR gamma - 0.5182 51.82%
Honey bee toxicity - 0.8560 85.60%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9934 99.34%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.93% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.91% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.47% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.55% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.92% 96.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.44% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.17% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 90.08% 85.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.04% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.31% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.13% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.66% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.03% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.31% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.04% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.70% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.53% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.01% 100.00%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.44% 96.37%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.35% 86.33%

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 44575639
LOTUS LTS0260529
wikiData Q105378157