(1S,3R,6S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-5,5,6-trimethylhept-6-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

Details

• Internal ID: d4d6ce04-3cf9-4666-aa91-04adfcbb513e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-5,5,6-trimethylhept-6-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC(CCC(C)(C)C(=C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
• SMILES (Isomeric): C[C@H](CCC(C)(C)C(=C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
• InChI: InChI=1S/C32H54O/c1-21(2)27(4,5)15-12-22(3)23-13-16-30(9)25-11-10-24-28(6,7)26(33)14-17-31(24)20-32(25,31)19-18-29(23,30)8/h22-26,33H,1,10-20H2,2-9H3/t22-,23-,24?,25?,26+,29-,30+,31-,32+/m1/s1
• InChI Key: WWZTVIKABWJXIY-IRXLFIPWSA-N
• Popularity: 0 references 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: 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	-	0.5348	53.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5504	55.04%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.8339	83.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6013	60.13%
P-glycoprotein inhibitior	-	0.6334	63.34%
P-glycoprotein substrate	-	0.5917	59.17%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.6829	68.29%
CYP3A4 inhibition	-	0.8015	80.15%
CYP2C9 inhibition	-	0.7064	70.64%
CYP2C19 inhibition	-	0.7285	72.85%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8045	80.45%
CYP2C8 inhibition	-	0.6712	67.12%
CYP inhibitory promiscuity	-	0.6252	62.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9106	91.06%
Skin irritation	+	0.5384	53.84%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7365	73.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.6507	65.07%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7593	75.93%
skin sensitisation	+	0.5312	53.12%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.7744	77.44%
Estrogen receptor binding	+	0.7539	75.39%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	+	0.6838	68.38%
Glucocorticoid receptor binding	+	0.7340	73.40%
Aromatase binding	+	0.7479	74.79%
PPAR gamma	+	0.5493	54.93%
Honey bee toxicity	-	0.6643	66.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	99.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL233	P35372	Mu opioid receptor	94.30%	97.93%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL240	Q12809	HERG	92.75%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.42%	97.09%
CHEMBL3837	P07711	Cathepsin L	91.11%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.94%	95.58%
CHEMBL206	P03372	Estrogen receptor alpha	89.22%	97.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.15%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.20%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.18%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.93%	91.03%
CHEMBL1937	Q92769	Histone deacetylase 2	86.67%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.98%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.83%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	85.01%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.96%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.66%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.76%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.64%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.42%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.92%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.88%	93.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.71%	85.31%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.63%	94.78%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.13%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.04%	97.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.03%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.47%	96.61%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.26%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.09%	97.14%
CHEMBL236	P41143	Delta opioid receptor	80.01%	99.35%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.01%	90.08%

Plants that contains it

• Scaphyglottis livida

Cross-Links

• PubChem: 162951628
• LOTUS: LTS0004852
• wikiData: Q103813409