(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R,5S)-5-ethyl-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: 9e1afe37-0344-4c18-bb83-e015139ab617
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2R,5S)-5-ethyl-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CCC(CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C)C(=C)C
• SMILES (Isomeric): CC[C@@H](CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C)C(=C)C
• InChI: InChI=1S/C32H54O/c1-9-23(21(2)3)11-10-22(4)24-14-16-30(8)26-13-12-25-28(5,6)27(33)15-17-31(25)20-32(26,31)19-18-29(24,30)7/h22-27,33H,2,9-20H2,1,3-8H3/t22-,23+,24-,25+,26+,27+,29-,30+,31-,32+/m1/s1
• InChI Key: SCZACXVTRCZQAH-MOLANHOLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O
• Molecular Weight: 454.80 g/mol
• Exact Mass: 454.417466342 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 11.00
• Atomic LogP (AlogP): 8.81
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 76236-10-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5289	52.89%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6257	62.57%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6219	62.19%
P-glycoprotein inhibitior	-	0.6367	63.67%
P-glycoprotein substrate	-	0.6149	61.49%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.6829	68.29%
CYP3A4 inhibition	-	0.7343	73.43%
CYP2C9 inhibition	-	0.7026	70.26%
CYP2C19 inhibition	-	0.7323	73.23%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.7977	79.77%
CYP2C8 inhibition	-	0.7102	71.02%
CYP inhibitory promiscuity	+	0.5288	52.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6390	63.90%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8975	89.75%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.7764	77.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6855	68.55%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	+	0.5158	51.58%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7849	78.49%
Acute Oral Toxicity (c)	III	0.7206	72.06%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.6168	61.68%
Glucocorticoid receptor binding	+	0.7499	74.99%
Aromatase binding	+	0.6854	68.54%
PPAR gamma	+	0.6109	61.09%
Honey bee toxicity	-	0.6453	64.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.32%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.23%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL233	P35372	Mu opioid receptor	90.67%	97.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.53%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL240	Q12809	HERG	86.74%	89.76%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.41%	95.58%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.41%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.31%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.76%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.05%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	83.85%	90.17%
CHEMBL206	P03372	Estrogen receptor alpha	83.41%	97.64%
CHEMBL3837	P07711	Cathepsin L	82.62%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.55%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.45%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.08%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.94%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.69%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	80.05%	99.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.01%	97.50%

Plants that contains it

• Aconitum japonicum subsp. subcuneatum
• Castanea dentata
• Elaphoglossum lindbergii
• Ferula ammoniacum
• Lathyrus sativus
• Leucocarpus perfoliatus
• Myrsine melanophloeos
• Neolitsea aciculata
• Pistacia atlantica
• Rogeria adenophylla
• Scrophularia buergeriana
• Stemodia maritima
• Trifolium hybridum

Cross-Links

• PubChem: 44423569
• NPASS: NPC200243
• ChEMBL: CHEMBL225868
• LOTUS: LTS0151814
• wikiData: Q104389191