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(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic 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 f6d0b430-a9de-45da-9b4d-d3713aa0d7a7
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,6R)-2-methyl-6-[(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]heptanoic acid
SMILES (Canonical) CC(CCCC(C)C(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
SMILES (Isomeric) C[C@H](CCC[C@@H](C)C(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
InChI InChI=1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/t15-,16-,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI Key CNWPIIOQKZNXBB-WBYPBBSPSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H46O5
Molecular Weight 450.70 g/mol
Exact Mass 450.33452456 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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(3alpha,5beta,7alpha,12alpha,25R)-3,7,12-trihydroxycholestan-26-oic acid
SCHEMBL23748474
CHEBI:48043
LMST04030151
Q27120916
(2R,6R)-2-methyl-6-[(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]heptanoic acid

2D Structure

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2D Structure of (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9878 98.78%
Caco-2 - 0.7638 76.38%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7746 77.46%
OATP2B1 inhibitior - 0.5781 57.81%
OATP1B1 inhibitior + 0.7463 74.63%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5974 59.74%
P-glycoprotein inhibitior - 0.5599 55.99%
P-glycoprotein substrate + 0.5347 53.47%
CYP3A4 substrate + 0.7320 73.20%
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 - 0.6787 67.87%
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 - 0.9308 93.08%
Skin irritation + 0.7839 78.39%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis + 0.5014 50.14%
Human Ether-a-go-go-Related Gene inhibition - 0.6474 64.74%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.5135 51.35%
skin sensitisation - 0.8126 81.26%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7170 71.70%
Acute Oral Toxicity (c) III 0.7739 77.39%
Estrogen receptor binding - 0.4858 48.58%
Androgen receptor binding + 0.6737 67.37%
Thyroid receptor binding + 0.6782 67.82%
Glucocorticoid receptor binding + 0.6704 67.04%
Aromatase binding + 0.6182 61.82%
PPAR gamma + 0.6041 60.41%
Honey bee toxicity - 0.8239 82.39%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9848 98.48%

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 97.89% 96.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.02% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 95.23% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.04% 97.25%
CHEMBL220 P22303 Acetylcholinesterase 94.37% 94.45%
CHEMBL236 P41143 Delta opioid receptor 93.18% 99.35%
CHEMBL237 P41145 Kappa opioid receptor 92.35% 98.10%
CHEMBL2581 P07339 Cathepsin D 91.32% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.79% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 90.27% 95.93%
CHEMBL233 P35372 Mu opioid receptor 90.13% 97.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.42% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.41% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.62% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.17% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.67% 93.56%
CHEMBL2514 O95665 Neurotensin receptor 2 86.32% 100.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 85.21% 96.03%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.63% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.39% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.70% 83.82%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.51% 96.95%
CHEMBL238 Q01959 Dopamine transporter 80.38% 95.88%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.11% 92.78%

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 23657849
LOTUS LTS0065108
wikiData Q27120916