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3-Oxocholic 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 bea8d783-687b-4c6f-9274-8aec928ed31e
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 (4R)-4-[(5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H38O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-14,16-20,22,26-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
InChI Key OEKUSRBIIZNLHZ-DJDNIQJZSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C24H38O5
Molecular Weight 406.60 g/mol
Exact Mass 406.27192431 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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2304-89-4
3-?Oxocholic acid
3-Oxo-7a,12a-dihydroxy-5b-cholanic acid
7,12-Dihydroxy-3-oxocholanic acid
3-Ketocholic acid
7alpha,12alpha-Dihydroxy-3-oxo-cholanoic acid
NFU5ZM6X6V
3-dehydrocholic acid
(4R)-4-[(5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
3-Oxocholate
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 3-Oxocholic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9811 98.11%
Caco-2 - 0.7407 74.07%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8301 83.01%
OATP2B1 inhibitior - 0.5974 59.74%
OATP1B1 inhibitior + 0.8235 82.35%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5658 56.58%
P-glycoprotein inhibitior - 0.4436 44.36%
P-glycoprotein substrate - 0.5831 58.31%
CYP3A4 substrate + 0.7055 70.55%
CYP2C9 substrate - 0.8363 83.63%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.8262 82.62%
CYP2C9 inhibition - 0.9626 96.26%
CYP2C19 inhibition - 0.9763 97.63%
CYP2D6 inhibition - 0.9777 97.77%
CYP1A2 inhibition - 0.9366 93.66%
CYP2C8 inhibition - 0.6857 68.57%
CYP inhibitory promiscuity - 0.9718 97.18%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7550 75.50%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.9377 93.77%
Skin irritation + 0.7373 73.73%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.5950 59.50%
Human Ether-a-go-go-Related Gene inhibition - 0.7477 74.77%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5342 53.42%
skin sensitisation - 0.8539 85.39%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8407 84.07%
Acute Oral Toxicity (c) III 0.6888 68.88%
Estrogen receptor binding + 0.5440 54.40%
Androgen receptor binding + 0.7122 71.22%
Thyroid receptor binding + 0.6284 62.84%
Glucocorticoid receptor binding + 0.8568 85.68%
Aromatase binding + 0.6396 63.96%
PPAR gamma + 0.5416 54.16%
Honey bee toxicity - 0.8257 82.57%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9896 98.96%

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 97.99% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.53% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.03% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 94.82% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.45% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.44% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.53% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.45% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.41% 85.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.31% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 88.11% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.01% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.09% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.66% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.80% 93.04%
CHEMBL220 P22303 Acetylcholinesterase 84.57% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.34% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.18% 94.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.66% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.79% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 82.32% 98.10%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.00% 85.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.38% 99.23%
CHEMBL238 Q01959 Dopamine transporter 80.90% 95.88%

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 5283956
LOTUS LTS0041816
wikiData Q27160056