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(2S)-2-[(7R,8R,9S,10R,12S,13S,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]propanoic acid

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 9dcb9312-00a5-4986-bba2-1446e1c654e3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name (2S)-2-[(7R,8R,9S,10R,12S,13S,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]propanoic acid
SMILES (Canonical) CC(C1CCC2C1(C(CC3C2C(CC4=CC(=O)CCC34C)O)O)C)C(=O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](CC4=CC(=O)CC[C@]34C)O)O)C)C(=O)O
InChI InChI=1S/C22H32O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h8,11,14-19,24-25H,4-7,9-10H2,1-3H3,(H,26,27)/t11-,14+,15-,16-,17+,18-,19-,21-,22+/m0/s1
InChI Key AIHZGBQMMTZCDW-QYVBNZPWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O5
Molecular Weight 376.50 g/mol
Exact Mass 376.22497412 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(7R,8R,9S,10R,12S,13S,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 - 0.6045 60.45%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8213 82.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8038 80.38%
OATP1B3 inhibitior + 0.8842 88.42%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5479 54.79%
BSEP inhibitior - 0.5272 52.72%
P-glycoprotein inhibitior - 0.5112 51.12%
P-glycoprotein substrate - 0.6495 64.95%
CYP3A4 substrate + 0.7032 70.32%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8575 85.75%
CYP2C9 inhibition - 0.9376 93.76%
CYP2C19 inhibition - 0.9812 98.12%
CYP2D6 inhibition - 0.9496 94.96%
CYP1A2 inhibition - 0.8122 81.22%
CYP2C8 inhibition + 0.4519 45.19%
CYP inhibitory promiscuity - 0.9482 94.82%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6042 60.42%
Eye corrosion - 0.9960 99.60%
Eye irritation - 0.9725 97.25%
Skin irritation + 0.8121 81.21%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7640 76.40%
Human Ether-a-go-go-Related Gene inhibition - 0.6708 67.08%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5465 54.65%
skin sensitisation - 0.7184 71.84%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.9045 90.45%
Acute Oral Toxicity (c) III 0.7207 72.07%
Estrogen receptor binding + 0.7478 74.78%
Androgen receptor binding + 0.7582 75.82%
Thyroid receptor binding + 0.6967 69.67%
Glucocorticoid receptor binding + 0.8563 85.63%
Aromatase binding + 0.6003 60.03%
PPAR gamma - 0.5591 55.91%
Honey bee toxicity - 0.8202 82.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9962 99.62%

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 96.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.63% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.43% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.46% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.49% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 92.23% 91.19%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.87% 85.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.53% 97.25%
CHEMBL1871 P10275 Androgen Receptor 88.26% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.02% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 86.70% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.01% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.24% 90.71%
CHEMBL299 P17252 Protein kinase C alpha 85.19% 98.03%
CHEMBL226 P30542 Adenosine A1 receptor 85.04% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.65% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.53% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.46% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.97% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.59% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.54% 93.00%

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 124567822
LOTUS LTS0159769
wikiData Q104912792