(25S)-5alpha-Cholestane-3beta,5,6beta,15alpha,16beta,26-hexaol

Details

• Internal ID: c535fc97-e72b-484b-bb4c-bbca021284a5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: (3S,5R,6R,8R,9S,10R,13R,14S,15R,16R,17R)-17-[(2R,6S)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6,15,16-pentol
• SMILES (Canonical): CC(CCCC(C)C1C(C(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)O)O)CO
• SMILES (Isomeric): C[C@@H](CCC[C@@H](C)[C@H]1[C@H]([C@@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C)O)O)CO
• InChI: InChI=1S/C27H48O6/c1-15(14-28)6-5-7-16(2)21-23(31)24(32)22-18-12-20(30)27(33)13-17(29)8-11-26(27,4)19(18)9-10-25(21,22)3/h15-24,28-33H,5-14H2,1-4H3/t15-,16+,17-,18+,19-,20+,21-,22+,23+,24+,25+,26+,27-/m0/s1
• InChI Key: CLNZRUHMYVMUAU-CRKBTTAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈O₆
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.34508925 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• (25S)-5alpha-Cholestane-3beta,5,6beta,15alpha,16beta,26-hexaol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9288	92.88%
Caco-2	-	0.7529	75.29%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5170	51.70%
OATP2B1 inhibitior	-	0.5743	57.43%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7650	76.50%
BSEP inhibitior	-	0.7028	70.28%
P-glycoprotein inhibitior	-	0.6647	66.47%
P-glycoprotein substrate	+	0.5479	54.79%
CYP3A4 substrate	+	0.7279	72.79%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.7575	75.75%
CYP3A4 inhibition	-	0.8841	88.41%
CYP2C9 inhibition	-	0.8402	84.02%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	-	0.7628	76.28%
CYP2C8 inhibition	+	0.4666	46.66%
CYP inhibitory promiscuity	-	0.9575	95.75%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7440	74.40%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6269	62.69%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	+	0.6475	64.75%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	+	0.5991	59.91%
Glucocorticoid receptor binding	+	0.6962	69.62%
Aromatase binding	+	0.6944	69.44%
PPAR gamma	+	0.5277	52.77%
Honey bee toxicity	-	0.7893	78.93%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.8732	87.32%

Targets

Proven Targets:

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	98.56%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.51%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	95.18%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.41%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.40%	95.58%
CHEMBL4302	P08183	P-glycoprotein 1	93.75%	92.98%
CHEMBL206	P03372	Estrogen receptor alpha	92.53%	97.64%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.08%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.89%	89.05%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.75%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.37%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.63%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	87.89%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.57%	91.11%
CHEMBL1871	P10275	Androgen Receptor	87.27%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	87.23%	97.79%
CHEMBL2581	P07339	Cathepsin D	87.14%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	87.03%	95.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.02%	98.05%
CHEMBL299	P17252	Protein kinase C alpha	85.91%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.52%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.46%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.87%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.66%	98.33%
CHEMBL238	Q01959	Dopamine transporter	84.48%	95.88%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.72%	96.38%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	83.40%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.07%	96.77%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.06%	96.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.05%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.38%	96.21%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.93%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.70%	96.90%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.36%	97.86%
CHEMBL2514	O95665	Neurotensin receptor 2	81.06%	100.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.19%	97.56%

Plants that contains it

• Lippia origanoides

Cross-Links

• PubChem: 21574777
• NPASS: NPC67657
• LOTUS: LTS0173510
• wikiData: Q104963707