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(3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6S)-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-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 81a4abd9-a02f-43ba-b113-28b840fe4ad4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,5S,9R,10R,13R,14S,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6S)-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC(CC1(C(=O)C=C3C2CCC4(C3(CCC4C(C)(C(CCC(C)(CO)O)O)O)O)C)O)O
SMILES (Isomeric) C[C@]12CC[C@@H](C[C@]1(C(=O)C=C3[C@@H]2CC[C@]4([C@]3(CC[C@@H]4[C@](C)([C@@H](CC[C@@](C)(CO)O)O)O)O)C)O)O
InChI InChI=1S/C27H44O8/c1-22(32,15-28)9-8-20(30)25(4,33)19-7-12-26(34)18-13-21(31)27(35)14-16(29)5-10-23(27,2)17(18)6-11-24(19,26)3/h13,16-17,19-20,28-30,32-35H,5-12,14-15H2,1-4H3/t16-,17-,19-,20+,22-,23+,24+,25+,26+,27+/m0/s1
InChI Key NCBZRFQCNAVKEM-FOSYXHELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O8
Molecular Weight 496.60 g/mol
Exact Mass 496.30361836 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.97
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

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,17S)-3,5,14-trihydroxy-10,13-dimethyl-17-[(2R,3R,6S)-2,3,6,7-tetrahydroxy-6-methylheptan-2-yl]-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 + 0.9794 97.94%
Caco-2 - 0.6487 64.87%
Blood Brain Barrier + 0.7390 73.90%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 0.7172 71.72%
OATP1B1 inhibitior + 0.8943 89.43%
OATP1B3 inhibitior + 0.8815 88.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior + 0.8251 82.51%
P-glycoprotein inhibitior - 0.6540 65.40%
P-glycoprotein substrate + 0.5200 52.00%
CYP3A4 substrate + 0.6837 68.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8909 89.09%
CYP3A4 inhibition - 0.9153 91.53%
CYP2C9 inhibition - 0.8959 89.59%
CYP2C19 inhibition - 0.8809 88.09%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.9179 91.79%
CYP2C8 inhibition - 0.6797 67.97%
CYP inhibitory promiscuity - 0.9369 93.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7186 71.86%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9406 94.06%
Skin irritation + 0.6023 60.23%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6437 64.37%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6782 67.82%
skin sensitisation - 0.9168 91.68%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8652 86.52%
Acute Oral Toxicity (c) III 0.7663 76.63%
Estrogen receptor binding + 0.7962 79.62%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding + 0.6168 61.68%
Glucocorticoid receptor binding + 0.7470 74.70%
Aromatase binding + 0.7185 71.85%
PPAR gamma - 0.4934 49.34%
Honey bee toxicity - 0.8629 86.29%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9713 97.13%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.91% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.78% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.77% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.55% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.27% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.75% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.55% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.10% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.80% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.40% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.91% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.95% 94.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.61% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.29% 96.61%
CHEMBL1871 P10275 Androgen Receptor 83.99% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.10% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.00% 93.99%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.73% 96.90%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.06% 91.03%

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 viridiflora

Cross-Links

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PubChem 162892686
LOTUS LTS0275106
wikiData Q105177126