[4,10,13-trimethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadec-11-enoate

Details

• Internal ID: a0a2db2c-6625-4227-93c2-08ad9b21f244
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [4,10,13-trimethyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] hexadec-11-enoate
• SMILES (Canonical): CCCCC=CCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3=CCC2C1C)CCC4C(C)CCC(=C)C(C)C)C)C
• SMILES (Isomeric): CCCCC=CCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3=CCC2C1C)CCC4C(C)CCC(=C)C(C)C)C)C
• InChI: InChI=1S/C45H76O2/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-43(46)47-42-30-32-45(8)39(36(42)6)26-25-37-40-28-27-38(44(40,7)31-29-41(37)45)35(5)24-23-34(4)33(2)3/h12-13,25,33,35-36,38-42H,4,9-11,14-24,26-32H2,1-3,5-8H3
• InChI Key: VIEZISMQKLLCMG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₂
• Molecular Weight: 649.10 g/mol
• Exact Mass: 648.58453166 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 15.80
• Atomic LogP (AlogP): 13.61
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 19

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	-	0.8066	80.66%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5351	53.51%
OATP2B1 inhibitior	-	0.5639	56.39%
OATP1B1 inhibitior	+	0.7920	79.20%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9644	96.44%
P-glycoprotein inhibitior	+	0.7516	75.16%
P-glycoprotein substrate	+	0.5944	59.44%
CYP3A4 substrate	+	0.7055	70.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7659	76.59%
CYP2C9 inhibition	-	0.8502	85.02%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.8837	88.37%
CYP2C8 inhibition	+	0.5410	54.10%
CYP inhibitory promiscuity	-	0.5483	54.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.5427	54.27%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3957	39.57%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5473	54.73%
skin sensitisation	+	0.5531	55.31%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7747	77.47%
Acute Oral Toxicity (c)	III	0.8338	83.38%
Estrogen receptor binding	+	0.7805	78.05%
Androgen receptor binding	-	0.5111	51.11%
Thyroid receptor binding	-	0.5849	58.49%
Glucocorticoid receptor binding	+	0.6463	64.63%
Aromatase binding	+	0.5396	53.96%
PPAR gamma	+	0.6310	63.10%
Honey bee toxicity	-	0.8048	80.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6724	67.24%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.70%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.59%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.97%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.72%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	95.13%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.30%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.25%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	92.98%	89.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.58%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.65%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.47%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.86%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.79%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.78%	90.71%
CHEMBL299	P17252	Protein kinase C alpha	87.76%	98.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.56%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.08%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.88%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.54%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.81%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.53%	92.62%
CHEMBL325	Q13547	Histone deacetylase 1	84.39%	95.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.35%	93.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.15%	95.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.00%	85.30%
CHEMBL233	P35372	Mu opioid receptor	82.74%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.50%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.18%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.71%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.69%	91.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.61%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.42%	94.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.24%	97.79%
CHEMBL1871	P10275	Androgen Receptor	81.17%	96.43%

Plants that contains it

• Myriophyllum verticillatum

Cross-Links

• PubChem: 163026244
• LOTUS: LTS0033652
• wikiData: Q105286811