[17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadeca-9,12-dienoate

Details

• Internal ID: e8270a84-6940-4e61-96ab-939ab61fc2e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [17-(5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] octadeca-9,12-dienoate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)C=CC(CC)C(C)C)C)C
• SMILES (Isomeric): CCCCCC=CCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)C=CC(CC)C(C)C)C)C
• InChI: InChI=1S/C47H78O2/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-45(48)49-40-31-33-46(6)39(35-40)27-28-41-43-30-29-42(47(43,7)34-32-44(41)46)37(5)25-26-38(9-2)36(3)4/h13-14,16-17,25-27,36-38,40-44H,8-12,15,18-24,28-35H2,1-7H3
• InChI Key: RTNVUOHAWBDCDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₂
• Molecular Weight: 675.10 g/mol
• Exact Mass: 674.60018173 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 15.90
• Atomic LogP (AlogP): 14.17
• 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	-	0.8209	82.09%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8191	81.91%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9822	98.22%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.6708	67.08%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.7029	70.29%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6616	66.16%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5923	59.23%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8708	87.08%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	-	0.5693	56.93%
Glucocorticoid receptor binding	+	0.6347	63.47%
Aromatase binding	-	0.4871	48.71%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.8115	81.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8278	82.78%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.75%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.94%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.61%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.97%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.24%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.20%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.20%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.53%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	93.14%	92.50%
CHEMBL299	P17252	Protein kinase C alpha	92.70%	98.03%
CHEMBL240	Q12809	HERG	91.91%	89.76%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.71%	100.00%
CHEMBL236	P41143	Delta opioid receptor	91.02%	99.35%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.88%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.78%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.50%	85.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.45%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.15%	96.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.03%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.59%	96.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.00%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	85.15%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.26%	86.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.95%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	83.58%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.43%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.14%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.50%	95.00%
CHEMBL5028	O14672	ADAM10	81.48%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.30%	82.69%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 75954378
• LOTUS: LTS0245831
• wikiData: Q105245294