[4-[(Z)-3-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-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]oxy]-3-oxoprop-1-enyl]phenyl] octadecanoate

Details

• Internal ID: 2a5a5767-b2aa-4aa5-9b0c-1ebe5360a174
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [4-[(Z)-3-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-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]oxy]-3-oxoprop-1-enyl]phenyl] octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OC1=CC=C(C=C1)C=CC(=O)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)C=CC(CC)C(C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)OC1=CC=C(C=C1)/C=C\C(=O)O[C@H]2CC[C@@]3([C@H]4CC[C@]5([C@H]([C@@H]4CC=C3C2)CC[C@@H]5[C@H](C)/C=C/[C@@H](CC)C(C)C)C)C
• InChI: InChI=1S/C56H88O4/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-53(57)59-47-31-26-44(27-32-47)28-36-54(58)60-48-37-39-55(6)46(41-48)30-33-49-51-35-34-50(56(51,7)40-38-52(49)55)43(5)25-29-45(9-2)42(3)4/h25-32,36,42-43,45,48-52H,8-24,33-35,37-41H2,1-7H3/b29-25+,36-28-/t43-,45-,48+,49+,50-,51+,52+,55+,56-/m1/s1
• InChI Key: WYSSAYXCESXWED-URLFIAFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₄
• Molecular Weight: 825.30 g/mol
• Exact Mass: 824.66826128 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 19.40
• Atomic LogP (AlogP): 16.23
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 25

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	-	0.8439	84.39%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.8954	89.54%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9967	99.67%
P-glycoprotein inhibitior	+	0.7718	77.18%
P-glycoprotein substrate	+	0.6897	68.97%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.5553	55.53%
CYP2C9 inhibition	-	0.6625	66.25%
CYP2C19 inhibition	+	0.5782	57.82%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	+	0.7923	79.23%
CYP inhibitory promiscuity	+	0.5676	56.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6069	60.69%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.6118	61.18%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7695	76.95%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5033	50.33%
skin sensitisation	-	0.7775	77.75%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8971	89.71%
Acute Oral Toxicity (c)	III	0.7118	71.18%
Estrogen receptor binding	+	0.8551	85.51%
Androgen receptor binding	+	0.7935	79.35%
Thyroid receptor binding	-	0.4875	48.75%
Glucocorticoid receptor binding	+	0.7062	70.62%
Aromatase binding	+	0.5841	58.41%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.7414	74.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7938	79.38%
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	99.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.03%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.91%	94.45%
CHEMBL240	Q12809	HERG	96.26%	89.76%
CHEMBL2179	P04062	Beta-glucocerebrosidase	95.94%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.20%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.12%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.57%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.30%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.98%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.37%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.06%	95.89%
CHEMBL321	P14780	Matrix metalloproteinase 9	92.00%	92.12%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.69%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.15%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.13%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.95%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	89.43%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.48%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.37%	90.71%
CHEMBL325	Q13547	Histone deacetylase 1	87.94%	95.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.88%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	87.54%	93.31%
CHEMBL299	P17252	Protein kinase C alpha	86.74%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	85.91%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	85.29%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.10%	89.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	84.72%	89.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.62%	85.94%
CHEMBL255	P29275	Adenosine A2b receptor	84.48%	98.59%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.87%	97.50%
CHEMBL4581	P52732	Kinesin-like protein 1	82.61%	93.18%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.80%	94.08%
CHEMBL5028	O14672	ADAM10	81.07%	97.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.81%	89.05%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.16%	93.99%

Plants that contains it

• Evolvulus nummularius

Cross-Links

• PubChem: 16120010
• LOTUS: LTS0219896
• wikiData: Q105322527