7-Demethoxyegonol Oleate

Details

• Internal ID: 78edecf8-844b-48dc-b86a-bfab79745f61
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[2-(1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propyl (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OCCCC1=CC2=C(C=C1)OC(=C2)C3=CC4=C(C=C3)OCO4
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)OCCCC1=CC2=C(C=C1)OC(=C2)C3=CC4=C(C=C3)OCO4
• InChI: InChI=1S/C36H48O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-36(37)38-24-17-18-29-20-22-32-31(25-29)27-34(41-32)30-21-23-33-35(26-30)40-28-39-33/h9-10,20-23,25-27H,2-8,11-19,24,28H2,1H3/b10-9-
• InChI Key: GIGIGVBVJACSBJ-KTKRTIGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₅
• Molecular Weight: 560.80 g/mol
• Exact Mass: 560.35017463 g/mol
• Topological Polar Surface Area (TPSA): 57.90 Ų
• XlogP: 11.80
• Atomic LogP (AlogP): 10.34
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 20

Synonyms

• CHEBI:69549
• RefChem:914289
• 3-(2-(1,3-benzodioxol-5-yl)-1-benzofuran-5-yl)propyl (Z)-octadec-9-enoate
• CHEMBL1834809
• DTXSID001131064
• BDBM50355398
• 1336884-97-9
• Q27137890
• 3-[2-(1,3-benzodioxol-5-yl)-1-benzofuran-5-yl]propyl (9Z)-octadec-9-enoate
• 9-Octadecenoic acid (9Z)-, 3-[2-(1,3-benzodioxol-5-yl)-5-benzofuranyl]propyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	-	0.7758	77.58%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5727	57.27%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9549	95.49%
P-glycoprotein inhibitior	+	0.8694	86.94%
P-glycoprotein substrate	-	0.5882	58.82%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.6114	61.14%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	+	0.8185	81.85%
CYP2C9 inhibition	+	0.6134	61.34%
CYP2C19 inhibition	+	0.8135	81.35%
CYP2D6 inhibition	-	0.6231	62.31%
CYP1A2 inhibition	+	0.6829	68.29%
CYP2C8 inhibition	+	0.8571	85.71%
CYP inhibitory promiscuity	+	0.9254	92.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4503	45.03%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.8675	86.75%
Skin irritation	-	0.8030	80.30%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6922	69.22%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.8054	80.54%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8587	85.87%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	+	0.8164	81.64%
Androgen receptor binding	+	0.9223	92.23%
Thyroid receptor binding	-	0.6822	68.22%
Glucocorticoid receptor binding	-	0.5855	58.55%
Aromatase binding	-	0.5892	58.92%
PPAR gamma	+	0.5679	56.79%
Honey bee toxicity	-	0.8793	87.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.8024	80.24%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	3100 nM	IC50	PMID: 21939219

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.07%	99.17%
CHEMBL2581	P07339	Cathepsin D	99.05%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	98.28%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.04%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.59%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.66%	96.77%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.11%	85.30%
CHEMBL2039	P27338	Monoamine oxidase B	90.99%	92.51%
CHEMBL230	P35354	Cyclooxygenase-2	89.89%	89.63%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.58%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.85%	90.71%
CHEMBL240	Q12809	HERG	88.26%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.83%	89.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.82%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.81%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	87.51%	94.73%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	85.82%	90.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.96%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.58%	92.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.24%	96.37%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.24%	96.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.95%	95.50%
CHEMBL3891	P07384	Calpain 1	81.81%	93.04%
CHEMBL1781	P11387	DNA topoisomerase I	81.77%	97.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.65%	91.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.09%	94.80%

Plants that contains it

• Styrax agrestis

Cross-Links

• PubChem: 56600473
• NPASS: NPC76458
• ChEMBL: CHEMBL1834809
• LOTUS: LTS0240275
• wikiData: Q27137890