(3R,6R)-6-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-hydroxy-12,16-dimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptane-2,3-diol

Details

• Internal ID: a1562c2f-baaa-4e70-a6c3-7e861bdfb0f0
• 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: (3R,6R)-6-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-hydroxy-12,16-dimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylheptane-2,3-diol
• InChI: InChI=1S/C28H48O3/c1-18(6-9-23(30)24(2,3)31)21-11-12-26(5)22-8-7-19-16-20(29)10-13-27(19)17-28(22,27)15-14-25(21,26)4/h18-23,29-31H,6-17H2,1-5H3/t18-,19+,20+,21-,22+,23-,25-,26+,27-,28+/m1/s1
• InChI Key: UAHRFUZWEZHJIW-YRIMGRIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₃
• Molecular Weight: 432.70 g/mol
• Exact Mass: 432.36034539 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.5450	54.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6308	63.08%
OATP2B1 inhibitior	-	0.5790	57.90%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4587	45.87%
P-glycoprotein inhibitior	-	0.6639	66.39%
P-glycoprotein substrate	+	0.5169	51.69%
CYP3A4 substrate	+	0.6667	66.67%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.7274	72.74%
CYP3A4 inhibition	-	0.8460	84.60%
CYP2C9 inhibition	-	0.7327	73.27%
CYP2C19 inhibition	-	0.7285	72.85%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.7623	76.23%
CYP2C8 inhibition	-	0.5902	59.02%
CYP inhibitory promiscuity	-	0.9007	90.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7069	70.69%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9334	93.34%
Skin irritation	-	0.5196	51.96%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6521	65.21%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5808	58.08%
skin sensitisation	-	0.6562	65.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.5784	57.84%
Estrogen receptor binding	+	0.8100	81.00%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6311	63.11%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.6882	68.82%
PPAR gamma	+	0.5306	53.06%
Honey bee toxicity	-	0.7366	73.66%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5438	54.38%
Fish aquatic toxicity	+	0.9662	96.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL233	P35372	Mu opioid receptor	93.51%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.76%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	92.39%	97.79%
CHEMBL238	Q01959	Dopamine transporter	90.43%	95.88%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.10%	95.58%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.72%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.95%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.33%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.76%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.16%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.85%	96.61%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.59%	95.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.42%	91.03%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.39%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.78%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.04%	92.88%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.80%	94.78%
CHEMBL1937	Q92769	Histone deacetylase 2	84.70%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	84.11%	98.10%
CHEMBL3837	P07711	Cathepsin L	83.91%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.28%	97.23%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.03%	99.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.87%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.60%	96.47%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	82.40%	99.17%
CHEMBL3045	P05771	Protein kinase C beta	82.38%	97.63%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.37%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.24%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.72%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.54%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.27%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.08%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.03%	97.14%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	80.87%	95.27%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.60%	95.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.48%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.23%	90.08%

Plants that contains it

• Chukrasia tabularis

Cross-Links

• PubChem: 23655534
• LOTUS: LTS0106661
• wikiData: Q105268759