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(2R,4S)-4-[(3R,5S,8S,9R,10S,12S,13R,14R,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxypentanoic 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 ed69aee8-5734-4fd5-a824-f7d5377a7636
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
IUPAC Name (2R,4S)-4-[(3R,5S,8S,9R,10S,12S,13R,14R,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxypentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H40O5/c1-13(10-20(26)22(28)29)17-6-7-18-16-5-4-14-11-15(25)8-9-23(14,2)19(16)12-21(27)24(17,18)3/h13-21,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14-,15+,16+,17+,18+,19+,20+,21-,23-,24+/m0/s1
InChI Key JVQJVQQIJKFTBS-HSZCGDARSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H40O5
Molecular Weight 408.60 g/mol
Exact Mass 408.28757437 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4S)-4-[(3R,5S,8S,9R,10S,12S,13R,14R,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-hydroxypentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9698 96.98%
Caco-2 - 0.8188 81.88%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7887 78.87%
OATP2B1 inhibitior - 0.5951 59.51%
OATP1B1 inhibitior + 0.8597 85.97%
OATP1B3 inhibitior + 0.9449 94.49%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4506 45.06%
P-glycoprotein inhibitior - 0.5154 51.54%
P-glycoprotein substrate + 0.5709 57.09%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8422 84.22%
CYP3A4 inhibition - 0.8429 84.29%
CYP2C9 inhibition - 0.9379 93.79%
CYP2C19 inhibition - 0.9084 90.84%
CYP2D6 inhibition - 0.9744 97.44%
CYP1A2 inhibition - 0.8555 85.55%
CYP2C8 inhibition - 0.7269 72.69%
CYP inhibitory promiscuity - 0.9780 97.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7425 74.25%
Eye corrosion - 0.9952 99.52%
Eye irritation - 0.8798 87.98%
Skin irritation + 0.7479 74.79%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.6196 61.96%
Human Ether-a-go-go-Related Gene inhibition - 0.6387 63.87%
Micronuclear - 0.9400 94.00%
Hepatotoxicity + 0.5022 50.22%
skin sensitisation - 0.8235 82.35%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8453 84.53%
Acute Oral Toxicity (c) III 0.5869 58.69%
Estrogen receptor binding + 0.5477 54.77%
Androgen receptor binding + 0.8031 80.31%
Thyroid receptor binding + 0.6469 64.69%
Glucocorticoid receptor binding + 0.8091 80.91%
Aromatase binding + 0.6633 66.33%
PPAR gamma + 0.5843 58.43%
Honey bee toxicity - 0.7492 74.92%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9817 98.17%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.74% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.04% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 96.77% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.34% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 92.20% 98.10%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.60% 85.31%
CHEMBL2581 P07339 Cathepsin D 89.41% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.06% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.86% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.23% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.03% 89.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.82% 97.50%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.78% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.26% 97.09%
CHEMBL204 P00734 Thrombin 84.01% 96.01%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.92% 90.71%
CHEMBL268 P43235 Cathepsin K 82.95% 96.85%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.61% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 80.68% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.67% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.60% 96.47%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.48% 93.00%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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 162896456
LOTUS LTS0146048
wikiData Q105135902