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(2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R,5R,6R)-2,3,7-trihydroxy-5,6-dimethylheptan-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 e2594469-7238-400e-bc6e-b66925e16cf6
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,5R,6R)-2,3,7-trihydroxy-5,6-dimethylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C)O)O)O)C(C)CO
SMILES (Isomeric) C[C@H](C[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@]4([C@@]3(C[C@@H]([C@@H](C4)O)O)C)O)C)O)O)O)[C@@H](C)CO
InChI InChI=1S/C28H46O8/c1-15(16(2)14-29)10-22(32)26(5,34)21-7-9-27(35)18-11-23(33)28(36)13-20(31)19(30)12-25(28,4)17(18)6-8-24(21,27)3/h11,15-17,19-22,29-32,34-36H,6-10,12-14H2,1-5H3/t15-,16+,17+,19+,20-,21+,22-,24-,25-,26-,27-,28-/m1/s1
InChI Key SCHNJHTVEMNUAG-KVHDGWQBSA-N
Popularity 0 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 6

Synonyms

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There are no found synonyms.

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,5R,6R)-2,3,7-trihydroxy-5,6-dimethylheptan-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 - 0.5889 58.89%
Blood Brain Barrier + 0.7390 73.90%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7741 77.41%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.9000 90.00%
OATP1B3 inhibitior + 0.8815 88.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior + 0.5527 55.27%
P-glycoprotein inhibitior - 0.6444 64.44%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6709 67.09%
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 - 0.7171 71.71%
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 - 0.9473 94.73%
Skin irritation + 0.6023 60.23%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3798 37.98%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5590 55.90%
skin sensitisation - 0.9168 91.68%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8961 89.61%
Acute Oral Toxicity (c) III 0.7663 76.63%
Estrogen receptor binding + 0.7514 75.14%
Androgen receptor binding + 0.7582 75.82%
Thyroid receptor binding + 0.6001 60.01%
Glucocorticoid receptor binding + 0.7662 76.62%
Aromatase binding + 0.6188 61.88%
PPAR gamma - 0.5774 57.74%
Honey bee toxicity - 0.8618 86.18%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6800 68.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.04% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.92% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.56% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.62% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.06% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.41% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.19% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.58% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.56% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.23% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.04% 94.78%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.95% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.36% 91.07%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.20% 90.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.73% 93.04%
CHEMBL1977 P11473 Vitamin D receptor 81.48% 99.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.04% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.05% 95.89%

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 162979006
LOTUS LTS0101957
wikiData Q105251554