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5beta-Cholanic 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 6e04e506-7ff5-4a73-bdad-54432e3e7fdb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name (4R)-4-[(5S,8R,9S,10S,13R,14S,17R)-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) CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C
SMILES (Isomeric) C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CCCC4)C)C
InChI InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)/t16-,17+,18+,19-,20+,21+,23+,24-/m1/s1
InChI Key RPKLZQLYODPWTM-LVVAJZGHSA-N
Popularity 173 references in papers

Physical and Chemical Properties

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Molecular Formula C24H40O2
Molecular Weight 360.60 g/mol
Exact Mass 360.302830514 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.00
Atomic LogP (AlogP) 6.54
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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Ursocholanic acid
546-18-9
5beta-Cholanoic acid
5beta-Cholan-24-oic acid
Cholanoic acid
5|A-Cholanic acid
5-Beta-Cholanic Acid
Cholanic acid, (5beta)-
5.beta.-Cholanic acid
5.beta.-Cholanoic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 5beta-Cholanic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5432 54.32%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4465 44.65%
OATP2B1 inhibitior - 0.5993 59.93%
OATP1B1 inhibitior + 0.7567 75.67%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.8233 82.33%
P-glycoprotein inhibitior + 0.6836 68.36%
P-glycoprotein substrate - 0.8331 83.31%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 0.5629 56.29%
CYP2D6 substrate - 0.8695 86.95%
CYP3A4 inhibition - 0.8936 89.36%
CYP2C9 inhibition - 0.8546 85.46%
CYP2C19 inhibition - 0.9347 93.47%
CYP2D6 inhibition - 0.9669 96.69%
CYP1A2 inhibition - 0.7565 75.65%
CYP2C8 inhibition - 0.8924 89.24%
CYP inhibitory promiscuity - 0.9632 96.32%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6738 67.38%
Eye corrosion - 0.9740 97.40%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.5242 52.42%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6494 64.94%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.6114 61.14%
skin sensitisation + 0.4931 49.31%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9488 94.88%
Acute Oral Toxicity (c) III 0.7910 79.10%
Estrogen receptor binding + 0.7784 77.84%
Androgen receptor binding + 0.7145 71.45%
Thyroid receptor binding + 0.6995 69.95%
Glucocorticoid receptor binding + 0.9153 91.53%
Aromatase binding + 0.6535 65.35%
PPAR gamma + 0.6031 60.31%
Honey bee toxicity - 0.8734 87.34%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9849 98.49%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 6080 nM
 EC50
 PMID: 18307294

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL237 P41145 Kappa opioid receptor 97.95% 98.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.33% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.86% 98.95%
CHEMBL236 P41143 Delta opioid receptor 93.15% 99.35%
CHEMBL221 P23219 Cyclooxygenase-1 92.86% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.43% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.22% 94.45%
CHEMBL233 P35372 Mu opioid receptor 90.99% 97.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.63% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.72% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.58% 82.69%
CHEMBL274 P51681 C-C chemokine receptor type 5 87.99% 98.77%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.50% 100.00%
CHEMBL238 Q01959 Dopamine transporter 86.65% 95.88%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.46% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.48% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.45% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 84.18% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.84% 93.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.53% 96.47%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.94% 91.11%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.06% 96.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.89% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 81.43% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.02% 97.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.98% 89.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.82% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.36% 95.89%

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.
Abrus precatorius

Cross-Links

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PubChem 92803
NPASS NPC42060
ChEMBL CHEMBL429432