(6R)-6-[(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]-2-methylheptan-1-ol

Details

• Internal ID: 3c210a4e-9d60-45fd-b21e-f4d2ac3d3846
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
• IUPAC Name: (6R)-6-[(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]-2-methylheptan-1-ol
• SMILES (Canonical): CC(CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C)CO
• SMILES (Isomeric): C[C@H](CCCC(C)CO)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
• InChI: InChI=1S/C27H48O/c1-19(18-28)8-7-9-20(2)23-13-14-24-22-12-11-21-10-5-6-16-26(21,3)25(22)15-17-27(23,24)4/h19-25,28H,5-18H2,1-4H3/t19?,20-,21?,22+,23-,24+,25+,26+,27-/m1/s1
• InChI Key: QOEFTSGHAKDUAA-GIAGXXIISA-N
• Popularity: 930 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈O
• Molecular Weight: 388.70 g/mol
• Exact Mass: 388.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 7.47
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• QOEFTSGHAKDUAA-GIAGXXIISA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.5163	51.63%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.7601	76.01%
OATP2B1 inhibitior	-	0.5861	58.61%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.8694	86.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5231	52.31%
P-glycoprotein inhibitior	-	0.5916	59.16%
P-glycoprotein substrate	-	0.6259	62.59%
CYP3A4 substrate	+	0.7019	70.19%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7141	71.41%
CYP3A4 inhibition	-	0.7464	74.64%
CYP2C9 inhibition	+	0.5350	53.50%
CYP2C19 inhibition	-	0.6819	68.19%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.6541	65.41%
CYP2C8 inhibition	-	0.8266	82.66%
CYP inhibitory promiscuity	-	0.6932	69.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9408	94.08%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.8393	83.93%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6170	61.70%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5820	58.20%
skin sensitisation	+	0.4891	48.91%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9165	91.65%
Acute Oral Toxicity (c)	III	0.7000	70.00%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.7042	70.42%
Thyroid receptor binding	+	0.6362	63.62%
Glucocorticoid receptor binding	+	0.7833	78.33%
Aromatase binding	+	0.5889	58.89%
PPAR gamma	-	0.4838	48.38%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL237	P41145	Kappa opioid receptor	97.84%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.80%	96.09%
CHEMBL233	P35372	Mu opioid receptor	95.28%	97.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.89%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.94%	94.45%
CHEMBL238	Q01959	Dopamine transporter	89.76%	95.88%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL236	P41143	Delta opioid receptor	88.77%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.39%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.11%	93.56%
CHEMBL4581	P52732	Kinesin-like protein 1	86.96%	93.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.86%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.46%	91.11%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.09%	95.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.00%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	84.99%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.95%	96.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.52%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.51%	95.58%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.35%	93.04%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.55%	92.88%
CHEMBL1871	P10275	Androgen Receptor	83.50%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	83.48%	95.93%
CHEMBL202	P00374	Dihydrofolate reductase	82.97%	89.92%
CHEMBL2996	Q05655	Protein kinase C delta	82.68%	97.79%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	82.53%	95.42%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.03%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.01%	89.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.67%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.30%	95.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.10%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	80.84%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.64%	95.38%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.51%	96.03%
CHEMBL268	P43235	Cathepsin K	80.42%	96.85%

Plants that contains it

• Aloe africana
• Avena sativa
• Diplopterygium glaucum
• Haplomitrium mnioides
• Kalanchoe petitiana
• Nicotiana tabacum

Cross-Links

• PubChem: 66603436
• LOTUS: LTS0046405
• wikiData: Q105226380