[15-(5,6-Dimethylhept-6-en-2-yl)-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] octadeca-9,12-dienoate

Details

• Internal ID: 5dba75dc-e8db-43ed-9936-73ec4e98d4d7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [15-(5,6-dimethylhept-6-en-2-yl)-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC23CC24CCC5(C(CCC5(C4CCC3C1C)C)C(C)CCC(C)C(=C)C)C
• SMILES (Isomeric): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC23CC24CCC5(C(CCC5(C4CCC3C1C)C)C(C)CCC(C)C(=C)C)C
• InChI: InChI=1S/C48H80O2/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-44(49)50-42-30-32-47-35-48(47)34-33-45(7)40(38(5)26-25-37(4)36(2)3)29-31-46(45,8)43(48)28-27-41(47)39(42)6/h13-14,16-17,37-43H,2,9-12,15,18-35H2,1,3-8H3
• InChI Key: ZROUYPIYKXGEAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₂
• Molecular Weight: 689.10 g/mol
• Exact Mass: 688.61583179 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.40
• Atomic LogP (AlogP): 14.39
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.8260	82.60%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4403	44.03%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.7435	74.35%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9748	97.48%
P-glycoprotein inhibitior	+	0.7392	73.92%
P-glycoprotein substrate	+	0.6693	66.93%
CYP3A4 substrate	+	0.7204	72.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.6982	69.82%
CYP2C9 inhibition	-	0.8006	80.06%
CYP2C19 inhibition	+	0.6424	64.24%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.7552	75.52%
CYP2C8 inhibition	+	0.6949	69.49%
CYP inhibitory promiscuity	-	0.5729	57.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.5664	56.64%
Skin corrosion	-	0.9740	97.40%
Ames mutagenesis	-	0.7686	76.86%
Human Ether-a-go-go-Related Gene inhibition	+	0.6560	65.60%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5839	58.39%
skin sensitisation	+	0.4886	48.86%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7442	74.42%
Acute Oral Toxicity (c)	III	0.7800	78.00%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	+	0.7810	78.10%
Thyroid receptor binding	-	0.5578	55.78%
Glucocorticoid receptor binding	+	0.6773	67.73%
Aromatase binding	+	0.6052	60.52%
PPAR gamma	+	0.6244	62.44%
Honey bee toxicity	-	0.7865	78.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7578	75.78%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.37%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.59%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.51%	85.94%
CHEMBL2996	Q05655	Protein kinase C delta	96.43%	97.79%
CHEMBL233	P35372	Mu opioid receptor	95.62%	97.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.42%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	94.70%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.31%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.77%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.15%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.75%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.62%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	89.94%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.90%	97.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.56%	97.29%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	87.81%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.69%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	87.65%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.54%	91.24%
CHEMBL236	P41143	Delta opioid receptor	86.71%	99.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.87%	96.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.70%	95.71%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	85.05%	99.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.00%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.80%	95.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.65%	93.00%
CHEMBL3045	P05771	Protein kinase C beta	83.49%	97.63%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.37%	82.69%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	82.81%	90.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.58%	96.47%
CHEMBL240	Q12809	HERG	82.57%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.85%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.59%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.40%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.95%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.17%	94.75%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 162873022
• LOTUS: LTS0112452
• wikiData: Q105382148