[17-(5-Ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] hexadecanoate

Details

• Internal ID: be5f633e-ea9c-4217-aa1c-6ff87f1184a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-1-oxo-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CC2=CCC3C4CCC(C4(CCC3C2(C(=O)C1)C)C)C(C)C=CC(CC)C(C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC1CC2=CCC3C4CCC(C4(CCC3C2(C(=O)C1)C)C)C(C)C=CC(CC)C(C)C
• InChI: InChI=1S/C45H76O3/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-43(47)48-37-31-36-25-26-38-40-28-27-39(34(5)23-24-35(9-2)33(3)4)44(40,6)30-29-41(38)45(36,7)42(46)32-37/h23-25,33-35,37-41H,8-22,26-32H2,1-7H3
• InChI Key: ZSPJQFYFMAZVDD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₃
• Molecular Weight: 665.10 g/mol
• Exact Mass: 664.57944628 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 15.20
• Atomic LogP (AlogP): 13.01
• H-Bond Acceptor: 3
• 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	-	0.8022	80.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	0.5680	56.80%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9844	98.44%
P-glycoprotein inhibitior	+	0.7725	77.25%
P-glycoprotein substrate	+	0.6469	64.69%
CYP3A4 substrate	+	0.7270	72.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.8251	82.51%
CYP2C9 inhibition	-	0.7317	73.17%
CYP2C19 inhibition	+	0.5964	59.64%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.9126	91.26%
CYP2C8 inhibition	+	0.6024	60.24%
CYP inhibitory promiscuity	-	0.5997	59.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4915	49.15%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8974	89.74%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4877	48.77%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5215	52.15%
skin sensitisation	-	0.6446	64.46%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7920	79.20%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.7679	76.79%
Thyroid receptor binding	-	0.6181	61.81%
Glucocorticoid receptor binding	+	0.5907	59.07%
Aromatase binding	-	0.5432	54.32%
PPAR gamma	+	0.6164	61.64%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7987	79.87%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.03%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.39%	96.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.98%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.13%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	92.93%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.30%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	92.28%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.77%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	91.14%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.28%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.88%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.54%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.52%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.30%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.22%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL240	Q12809	HERG	86.84%	89.76%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.02%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.85%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.47%	92.12%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.30%	90.08%
CHEMBL1829	O15379	Histone deacetylase 3	84.19%	95.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.80%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL230	P35354	Cyclooxygenase-2	81.89%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	81.47%	90.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.39%	92.88%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.05%	85.94%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.60%	95.71%

Plants that contains it

• Salvia candidissima

Cross-Links

• PubChem: 85741702
• LOTUS: LTS0012462
• wikiData: Q105382625