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(3R,5S,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-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 2c24560e-1d7f-4d02-937f-fe229b6157ae
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 (3R,5S,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC12CCC(CC1C(=O)C=C3C2CCC4(C3(CCC4C(C)(C(CCC(C)(C)O)O)O)O)C)O
SMILES (Isomeric) C[C@]12CC[C@H](C[C@@H]1C(=O)C=C3[C@@H]2CC[C@]4([C@]3(CC[C@@H]4[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)O
InChI InChI=1S/C27H44O6/c1-23(2,31)10-9-22(30)26(5,32)21-8-13-27(33)18-15-20(29)19-14-16(28)6-11-24(19,3)17(18)7-12-25(21,27)4/h15-17,19,21-22,28,30-33H,6-14H2,1-5H3/t16-,17+,19-,21+,22-,24-,25-,26-,27-/m1/s1
InChI Key JNTQSSGVHLUIBL-GYCNJTJISA-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 1.40
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 (3R,5S,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-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 + 0.9938 99.38%
Caco-2 - 0.5306 53.06%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.9097 90.97%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9061 90.61%
P-glycoprotein inhibitior - 0.6884 68.84%
P-glycoprotein substrate + 0.5419 54.19%
CYP3A4 substrate + 0.6959 69.59%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8838 88.38%
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 - 0.6952 69.52%
CYP inhibitory promiscuity - 0.8761 87.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6900 69.00%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9385 93.85%
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 - 0.4161 41.61%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5560 55.60%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8879 88.79%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.8007 80.07%
Androgen receptor binding + 0.7309 73.09%
Thyroid receptor binding + 0.6349 63.49%
Glucocorticoid receptor binding + 0.7357 73.57%
Aromatase binding + 0.6817 68.17%
PPAR gamma - 0.4913 49.13%
Honey bee toxicity - 0.8463 84.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.23% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.67% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.66% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.17% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 92.35% 94.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.57% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.10% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.80% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 89.71% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.60% 100.00%
CHEMBL1871 P10275 Androgen Receptor 85.55% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.55% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.25% 97.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.04% 93.99%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.94% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.42% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.55% 86.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.50% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.02% 95.89%

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 124928634
LOTUS LTS0224435
wikiData Q105132112