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(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,6R)-2,3,7-trihydroxy-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 7343f547-79cf-4ec2-b650-0f36caeae17e
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,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,6R)-2,3,7-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O8/c1-15(14-28)5-6-21(31)25(4,33)20-8-10-26(34)17-11-22(32)27(35)13-19(30)18(29)12-24(27,3)16(17)7-9-23(20,26)2/h11,15-16,18-21,28-31,33-35H,5-10,12-14H2,1-4H3/t15-,16+,18+,19-,20+,21-,23-,24-,25-,26-,27-/m1/s1
InChI Key AORHJTDUMZALQE-HLYXJVCBSA-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 -0.10
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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220757-97-1

2D Structure

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2D Structure of (2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,6R)-2,3,7-trihydroxy-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 - 0.6275 62.75%
Blood Brain Barrier + 0.7390 73.90%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 0.5758 57.58%
OATP1B1 inhibitior + 0.9176 91.76%
OATP1B3 inhibitior + 0.8815 88.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior + 0.5601 56.01%
P-glycoprotein inhibitior - 0.6570 65.70%
P-glycoprotein substrate - 0.5091 50.91%
CYP3A4 substrate + 0.6819 68.19%
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 - 0.7447 74.47%
CYP inhibitory promiscuity - 0.9369 93.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7186 71.86%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9481 94.81%
Skin irritation + 0.6023 60.23%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6705 67.05%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6066 60.66%
skin sensitisation - 0.9168 91.68%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7802 78.02%
Acute Oral Toxicity (c) III 0.7663 76.63%
Estrogen receptor binding + 0.7752 77.52%
Androgen receptor binding + 0.7449 74.49%
Thyroid receptor binding + 0.5727 57.27%
Glucocorticoid receptor binding + 0.7667 76.67%
Aromatase binding + 0.6557 65.57%
PPAR gamma - 0.6020 60.20%
Honey bee toxicity - 0.8940 89.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.92% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.72% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.67% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 94.44% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.48% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.39% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.06% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.95% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.16% 94.78%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.10% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.64% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.92% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.03% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.54% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.07% 95.89%
CHEMBL4805 Q99572 P2X purinoceptor 7 80.94% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.58% 91.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.11% 96.90%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10505443
LOTUS LTS0058312
wikiData Q104915913