25-Hydroxycholesterol

Details

• Internal ID: 1197385c-22f9-4089-b090-b3ce866545c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChI: InChI=1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
• InChI Key: INBGSXNNRGWLJU-ZHHJOTBYSA-N
• Popularity: 1,328 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₂
• Molecular Weight: 402.70 g/mol
• Exact Mass: 402.349780706 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 6.80

Synonyms

• 2140-46-7
• 5-Cholestene-3beta,25-diol
• 25-OHC
• Cholest-5-ene-3beta,25-diol
• 25-hydroxy-cholesterol
• 25-hydroxy cholesterol
• cholest-5-en-3beta,25-diol
• (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• (3BETA)-CHOLEST-5-ENE-3,25-DIOL
• DTXSID5044023
• CHEBI:42977
• 767JTD2N31
• NCGC00181327-01
• (3S,8S,9S,10R,13R,14S,17R)-17-((R)-6-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• MFCD00057815
• (3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-5-hydroxy-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• 25-Hydroxycholest-5-en-3-ol
• Cholest-5-ene-3,25-diol, (3b)-
• Cholest-5-en-3b,25-diol
• SCHEMBL177267
• UNII-767JTD2N31
• Cholest-5-ene-3?,25-diol
• CHEMBL169046
• GTPL2885
• DTXCID3024023
• 25-Hydroxycholesterol, >=98%
• BDBM20182
• 25-HYDROXYCHOLESTEROL [MI]
• Tox21_112790
• (3?)-Cholest-5-ene-3,25-diol
• LMST01010018
• DB04705
• 5-CHOLESTENE-3.BETA.,25-DIOL
• NCGC00181327-02
• AS-57475
• CHOLEST-5-ENE-3.BETA.,25-DIOL
• PD005887
• CAS-2140-46-7
• HY-113134
• CS-0061533
• F20674
• (3beta,14beta,17alpha)-cholest-5-ene-3,25-diol
• W-201876
• Q27071875
• (1S,2R,5S,10S,11S,14R,15R)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadec-7-en-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3621022	P02511	Alpha-crystallin B chain	320 nM	EC50	via Super-PRED
CHEMBL402	P04035	HMG-CoA reductase	630 nM	EC50	via Super-PRED
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	10.9 nM	Kd	via Super-PRED
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	20 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.68%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.31%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	91.90%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.80%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.60%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.29%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.24%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.54%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.99%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.66%	90.71%
CHEMBL1871	P10275	Androgen Receptor	86.74%	96.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.50%	89.05%
CHEMBL4581	P52732	Kinesin-like protein 1	85.21%	93.18%
CHEMBL237	P41145	Kappa opioid receptor	83.89%	98.10%
CHEMBL3045	P05771	Protein kinase C beta	82.61%	97.63%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.07%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	81.52%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.03%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 65094
• LOTUS: LTS0122474
• wikiData: Q27071875