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(3S,5S,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-3,5,14-trihydroxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[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 f311740f-888d-49c6-8a15-801b6c188b6b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Pentahydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-3,5,14-trihydroxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2=CC(=O)C4(C3(CCC(C4)O)C)O)C)O)C(CCC(C)(C)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@]4([C@@]3(CC[C@@H](C4)O)C)O)C)O)[C@@H](CCC(C)(C)O)O
InChI InChI=1S/C27H44O6/c1-16(21(29)9-10-23(2,3)31)18-8-13-26(32)20-14-22(30)27(33)15-17(28)6-11-25(27,5)19(20)7-12-24(18,26)4/h14,16-19,21,28-29,31-33H,6-13,15H2,1-5H3/t16-,17-,18+,19-,21+,24+,25+,26+,27+/m0/s1
InChI Key JPYQEJHOBNSQLC-UQNABKSDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O6
Molecular Weight 464.60 g/mol
Exact Mass 464.31378912 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-3,5,14-trihydroxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[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 + 0.9927 99.27%
Caco-2 - 0.5322 53.22%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7494 74.94%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8830 88.30%
OATP1B3 inhibitior + 0.8849 88.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7064 70.64%
BSEP inhibitior + 0.8753 87.53%
P-glycoprotein inhibitior - 0.6644 66.44%
P-glycoprotein substrate + 0.5796 57.96%
CYP3A4 substrate + 0.6534 65.34%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8871 88.71%
CYP3A4 inhibition - 0.8424 84.24%
CYP2C9 inhibition - 0.8474 84.74%
CYP2C19 inhibition - 0.7896 78.96%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.9146 91.46%
CYP2C8 inhibition - 0.7436 74.36%
CYP inhibitory promiscuity - 0.8086 80.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6621 66.21%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9478 94.78%
Skin irritation + 0.6604 66.04%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4222 42.22%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5709 57.09%
skin sensitisation - 0.7768 77.68%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8534 85.34%
Acute Oral Toxicity (c) I 0.6268 62.68%
Estrogen receptor binding + 0.8268 82.68%
Androgen receptor binding + 0.8158 81.58%
Thyroid receptor binding + 0.6445 64.45%
Glucocorticoid receptor binding + 0.7942 79.42%
Aromatase binding + 0.6779 67.79%
PPAR gamma - 0.5197 51.97%
Honey bee toxicity - 0.8807 88.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9893 98.93%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.60% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.33% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.76% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.42% 94.78%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.06% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.84% 96.61%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.04% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.21% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 87.18% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.62% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.25% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.63% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.36% 85.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.94% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.83% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.37% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.09% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.89% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.52% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.18% 100.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.58% 85.94%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.58% 98.05%
CHEMBL221 P23219 Cyclooxygenase-1 80.51% 90.17%

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.
Silene brahuica

Cross-Links

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PubChem 21769536
LOTUS LTS0249961
wikiData Q105133393