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(3S,5S,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-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 27da6f36-1b3d-432c-913b-b808ab48a4cd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)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@@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)[C@@H](CCC(C)(C)O)O
InChI InChI=1S/C27H44O5/c1-16(22(29)9-10-24(2,3)31)18-8-13-27(32)20-15-23(30)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21-22,28-29,31-32H,6-14H2,1-5H3/t16-,17-,18+,19-,21+,22+,25+,26+,27+/m0/s1
InChI Key CRAPXAGGASWTPU-MZHLPMGFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O5
Molecular Weight 448.60 g/mol
Exact Mass 448.31887450 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 5
H-Bond Donor 4
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]-3,14-dihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-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 + 0.9970 99.70%
Caco-2 + 0.5214 52.14%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8169 81.69%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9242 92.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8534 85.34%
P-glycoprotein inhibitior - 0.6468 64.68%
P-glycoprotein substrate + 0.6067 60.67%
CYP3A4 substrate + 0.6733 67.33%
CYP2C9 substrate - 0.8153 81.53%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.8075 80.75%
CYP2C9 inhibition - 0.9205 92.05%
CYP2C19 inhibition - 0.9353 93.53%
CYP2D6 inhibition - 0.9568 95.68%
CYP1A2 inhibition - 0.9447 94.47%
CYP2C8 inhibition - 0.7213 72.13%
CYP inhibitory promiscuity - 0.7589 75.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6662 66.62%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9536 95.36%
Skin irritation + 0.6750 67.50%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4911 49.11%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5531 55.31%
skin sensitisation - 0.6285 62.85%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8851 88.51%
Acute Oral Toxicity (c) III 0.7094 70.94%
Estrogen receptor binding + 0.7918 79.18%
Androgen receptor binding + 0.7917 79.17%
Thyroid receptor binding + 0.6622 66.22%
Glucocorticoid receptor binding + 0.7828 78.28%
Aromatase binding + 0.6404 64.04%
PPAR gamma - 0.5311 53.11%
Honey bee toxicity - 0.8685 86.85%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9946 99.46%

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 99.68% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.21% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.67% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.21% 94.78%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.29% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.04% 95.89%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.59% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.19% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.96% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 86.78% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.70% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 84.70% 97.79%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.38% 98.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.74% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.50% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.88% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.86% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 82.78% 95.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.67% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.55% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.80% 100.00%
CHEMBL1871 P10275 Androgen Receptor 81.72% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.24% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.23% 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.
Silene brahuica

Cross-Links

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PubChem 21768862
LOTUS LTS0148796
wikiData Q104968403