PlantaeDB Logo
Login Sign-up

Cholic 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

Top
Internal ID 552ce616-72a9-432c-b381-972631032be6
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 (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H40O5/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/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
InChI Key BHQCQFFYRZLCQQ-OELDTZBJSA-N
Popularity 4,698 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H40O5
Molecular Weight 408.60 g/mol
Exact Mass 408.28757437 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

Top
81-25-4
Cholalic acid
Colalin
Cholalin
Cholbam
Cholsaeure
cholicacid
NSC-6135
kolbam
orphacol
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Cholic Acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 - 0.7829 78.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7746 77.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3306 33.06%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7546 75.46%
P-glycoprotein inhibitior + 0.7074 70.74%
P-glycoprotein substrate - 0.5792 57.92%
CYP3A4 substrate + 0.7532 75.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8413 84.13%
CYP3A4 inhibition - 0.8405 84.05%
CYP2C9 inhibition - 0.9456 94.56%
CYP2C19 inhibition - 0.9707 97.07%
CYP2D6 inhibition - 0.9781 97.81%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition - 0.7226 72.26%
CYP inhibitory promiscuity - 0.9563 95.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7446 74.46%
Eye corrosion - 0.9960 99.60%
Eye irritation - 0.9008 90.08%
Skin irritation + 0.7839 78.39%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.5093 50.93%
Human Ether-a-go-go-Related Gene inhibition - 0.6595 65.95%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.5260 52.60%
skin sensitisation - 0.8126 81.26%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7812 78.12%
Acute Oral Toxicity (c) III 0.7739 77.39%
Estrogen receptor binding - 0.6493 64.93%
Androgen receptor binding + 0.6492 64.92%
Thyroid receptor binding + 0.6718 67.18%
Glucocorticoid receptor binding + 0.8468 84.68%
Aromatase binding + 0.6668 66.68%
PPAR gamma + 0.5961 59.61%
Honey bee toxicity - 0.7942 79.42%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9848 98.48%

Targets

Top

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 97.87% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.89% 90.17%
CHEMBL220 P22303 Acetylcholinesterase 96.28% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.17% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 93.29% 85.31%
CHEMBL237 P41145 Kappa opioid receptor 92.93% 98.10%
CHEMBL2581 P07339 Cathepsin D 92.45% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.25% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.91% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 89.64% 91.19%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 88.86% 96.03%
CHEMBL236 P41143 Delta opioid receptor 88.49% 99.35%
CHEMBL238 Q01959 Dopamine transporter 88.18% 95.88%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.11% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.47% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.03% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.28% 93.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.59% 90.71%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.26% 97.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.14% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.56% 82.69%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.48% 93.56%
CHEMBL274 P51681 C-C chemokine receptor type 5 83.32% 98.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.95% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.08% 93.04%
CHEMBL4040 P28482 MAP kinase ERK2 82.05% 83.82%
CHEMBL2514 O95665 Neurotensin receptor 2 81.95% 100.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.79% 96.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.38% 92.78%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.83% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.03% 99.17%

Plants that contains it

Top
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

Top
PubChem 221493
LOTUS LTS0025683
wikiData Q287415