Erythrinasinate A

Details

• Internal ID: 5cfe7d65-0829-495f-8d47-7e50a5872791
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: octacosyl (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)C=CC1=CC(=C(C=C1)OC)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)/C=C/C1=CC(=C(C=C1)OC)O
• InChI: InChI=1S/C38H66O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-33-42-38(40)32-30-35-29-31-37(41-2)36(39)34-35/h29-32,34,39H,3-28,33H2,1-2H3/b32-30+
• InChI Key: XEOWPOLWKNHXGL-NHQGMKOOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₆O₄
• Molecular Weight: 586.90 g/mol
• Exact Mass: 586.49611058 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 16.90
• Atomic LogP (AlogP): 12.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 30

Synonyms

• octacosyl (e)-isoferulate
• Erythrinassinate A
• CHEBI:176710
• DTXSID101194950
• 3-(3-Hydroxy-4-methoxyphenyl)propenoic acid octacosyl ester
• Octacosyl (2E)-3-(3-hydroxy-4-methoxyphenyl)-2-propenoate
• octacosyl (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• 102607-46-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.6680	66.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8837	88.37%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9192	91.92%
P-glycoprotein inhibitior	+	0.5991	59.91%
P-glycoprotein substrate	-	0.7956	79.56%
CYP3A4 substrate	+	0.5052	50.52%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.5392	53.92%
CYP2C9 inhibition	-	0.8926	89.26%
CYP2C19 inhibition	-	0.6030	60.30%
CYP2D6 inhibition	-	0.8476	84.76%
CYP1A2 inhibition	-	0.5236	52.36%
CYP2C8 inhibition	+	0.8471	84.71%
CYP inhibitory promiscuity	-	0.7741	77.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7743	77.43%
Carcinogenicity (trinary)	Non-required	0.7201	72.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7691	76.91%
Skin irritation	-	0.8075	80.75%
Skin corrosion	-	0.9859	98.59%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6714	67.14%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.5413	54.13%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	-	0.7345	73.45%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.8533	85.33%
Thyroid receptor binding	-	0.5744	57.44%
Glucocorticoid receptor binding	-	0.5127	51.27%
Aromatase binding	-	0.5389	53.89%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.9762	97.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6587	65.87%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.71%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.27%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.06%	96.00%
CHEMBL3194	P02766	Transthyretin	94.32%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.50%	91.49%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.69%	92.08%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.56%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.18%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.07%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.89%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.59%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.02%	96.95%

Plants that contains it

• Anthotroche myoporoides
• Astragalus flexus
• Calotropis procera
• Erythrina fusca
• Erythrina sacleuxii
• Erythrina vogelii
• Helenium virginicum
• Heliotropium digynum
• Hypericum caprifoliatum
• Nannoglottis ravida

Cross-Links

• PubChem: 101426086
• NPASS: NPC207078
• LOTUS: LTS0268956
• wikiData: Q76809880