(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-6-hydroxy-6-methyl-5-methylideneheptan-2-yl]-7,7,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: aea61cfb-0a73-4b49-81b0-b9ddfadbc85b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R)-6-hydroxy-6-methyl-5-methylideneheptan-2-yl]-7,7,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(CCC(=C)C(C)(C)O)C1CCC2C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)(C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C
• InChI: InChI=1S/C30H50O2/c1-19(8-9-20(2)27(5,6)32)21-10-11-22-23-12-13-24-26(3,4)25(31)14-15-30(24)18-29(23,30)17-16-28(21,22)7/h19,21-25,31-32H,2,8-18H2,1,3-7H3/t19-,21-,22+,23+,24+,25+,28-,29+,30-/m1/s1
• InChI Key: KKSCKZFKHNHGEO-VWFKFCAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.14
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.5673	56.73%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4630	46.30%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7718	77.18%
P-glycoprotein inhibitior	-	0.5498	54.98%
P-glycoprotein substrate	-	0.6144	61.44%
CYP3A4 substrate	+	0.6896	68.96%
CYP2C9 substrate	+	0.5858	58.58%
CYP2D6 substrate	-	0.7285	72.85%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8126	81.26%
CYP2C19 inhibition	-	0.7380	73.80%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.7885	78.85%
CYP2C8 inhibition	-	0.6669	66.69%
CYP inhibitory promiscuity	-	0.5608	56.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6392	63.92%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.5346	53.46%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4617	46.17%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5995	59.95%
skin sensitisation	+	0.4818	48.18%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8032	80.32%
Acute Oral Toxicity (c)	III	0.4308	43.08%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.7695	76.95%
Thyroid receptor binding	+	0.6923	69.23%
Glucocorticoid receptor binding	+	0.8164	81.64%
Aromatase binding	+	0.7314	73.14%
PPAR gamma	+	0.5707	57.07%
Honey bee toxicity	-	0.6700	67.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.79%	97.25%
CHEMBL233	P35372	Mu opioid receptor	95.53%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.11%	96.61%
CHEMBL240	Q12809	HERG	93.94%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL237	P41145	Kappa opioid receptor	93.04%	98.10%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.39%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.29%	96.38%
CHEMBL238	Q01959	Dopamine transporter	87.60%	95.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.86%	82.69%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.22%	89.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.94%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.91%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.74%	89.05%
CHEMBL236	P41143	Delta opioid receptor	85.61%	99.35%
CHEMBL226	P30542	Adenosine A1 receptor	85.58%	95.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.19%	99.18%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.82%	95.34%
CHEMBL3837	P07711	Cathepsin L	84.36%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.26%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.65%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	83.50%	97.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.48%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.43%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.22%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	82.99%	97.63%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.94%	92.86%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	82.89%	99.17%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	82.86%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.70%	98.05%
CHEMBL1871	P10275	Androgen Receptor	82.54%	96.43%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.41%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.23%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.11%	95.50%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.83%	96.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.48%	95.58%

Plants that contains it

• Salvia nemorosa

Cross-Links

• PubChem: 162887483
• LOTUS: LTS0039910
• wikiData: Q105142338