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(2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,6-trihydroxy-5,6-dimethylheptan-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 d270cdc5-9c26-477c-a195-99dd57fd31b5
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,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,6-trihydroxy-5,6-dimethylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H46O8/c1-14(24(2,3)34)9-22(33)27(6,35)21-7-8-28(36)16-11-17(29)15-10-18(30)19(31)12-25(15,4)23(16)20(32)13-26(21,28)5/h11,14-15,18-23,30-36H,7-10,12-13H2,1-6H3/t14-,15-,18+,19-,20+,21-,22+,23+,25-,26+,27+,28+/m0/s1
InChI Key FSNRQNKYLJDXMZ-APCZMLFGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H46O8
Molecular Weight 510.70 g/mol
Exact Mass 510.31926842 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 1.07
H-Bond Acceptor 8
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5S)-2,3,6-trihydroxy-5,6-dimethylheptan-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 - 0.6012 60.12%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5380 53.80%
P-glycoprotein inhibitior - 0.5950 59.50%
P-glycoprotein substrate + 0.5649 56.49%
CYP3A4 substrate + 0.6888 68.88%
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 - 0.6259 62.59%
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 - 0.9381 93.81%
Skin irritation + 0.6543 65.43%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4151 41.51%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5102 51.02%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8972 89.72%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.7336 73.36%
Androgen receptor binding + 0.7266 72.66%
Thyroid receptor binding + 0.6315 63.15%
Glucocorticoid receptor binding + 0.7627 76.27%
Aromatase binding + 0.6576 65.76%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8001 80.01%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
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 99.53% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.21% 85.14%
CHEMBL2581 P07339 Cathepsin D 98.52% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.25% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.22% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.82% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.22% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.31% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.79% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.09% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.41% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.16% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.10% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.48% 90.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.04% 91.07%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.96% 89.34%
CHEMBL4040 P28482 MAP kinase ERK2 82.94% 83.82%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.22% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.44% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.36% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.71% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.65% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 80.32% 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.
There are no matching plants.

Cross-Links

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PubChem 15839570
LOTUS LTS0182919
wikiData Q105000796