Coniferyl ferulate

Details

• Internal ID: 0e89f806-585d-477d-a704-009442ff035b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CCOC(=O)C=CC2=CC(=C(C=C2)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/COC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O
• InChI: InChI=1S/C20H20O6/c1-24-18-12-14(5-8-16(18)21)4-3-11-26-20(23)10-7-15-6-9-17(22)19(13-15)25-2/h3-10,12-13,21-22H,11H2,1-2H3/b4-3+,10-7+
• InChI Key: PGLIMMMHQDNVRS-YZQQHVNFSA-N
• Popularity: 62 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• 63644-62-2
• 3-(4-Hydroxy-3-methoxyphenyl)allyl 3-(4-hydroxy-3-methoxyphenyl)acrylate
• UNII-3SK9G87Y9Q
• 3SK9G87Y9Q
• [(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• CHEMBL3823769
• 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, 3-(4-hydroxy-3-methoxyphenyl)-2-propenyl ester
• coniferylferulate
• 2-PROPENOIC ACID, 3-(4-HYDROXY-3-METHOXYPHENYL)-, 3-(4-HYDROXY-3-METHOXYPHENYL)-2-PROPEN-1-YL ESTER
• SCHEMBL10054940
• PGLIMMMHQDNVRS-YZQQHVNFSA-N
• HY-N1916
• BDBM50185689
• AKOS016004107
• AC-33984
• MS-25579
• CS-0018227
• C17855
• F17655
• A868078
• Q27257982
• 3-Methoxy-4-hydroxy-trans-cinnamic acid 3-methoxy-4-hydroxy-trans-cinnamyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.6175	61.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8910	89.10%
OATP2B1 inhibitior	-	0.7104	71.04%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.5966	59.66%
P-glycoprotein substrate	-	0.9483	94.83%
CYP3A4 substrate	-	0.5535	55.35%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.6772	67.72%
CYP2C9 inhibition	+	0.7691	76.91%
CYP2C19 inhibition	+	0.6495	64.95%
CYP2D6 inhibition	-	0.8147	81.47%
CYP1A2 inhibition	+	0.5842	58.42%
CYP2C8 inhibition	+	0.6306	63.06%
CYP inhibitory promiscuity	+	0.7053	70.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7687	76.87%
Carcinogenicity (trinary)	Non-required	0.7399	73.99%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.7785	77.85%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7021	70.21%
Micronuclear	+	0.5966	59.66%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8265	82.65%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7640	76.40%
Acute Oral Toxicity (c)	III	0.6787	67.87%
Estrogen receptor binding	+	0.8819	88.19%
Androgen receptor binding	+	0.8215	82.15%
Thyroid receptor binding	+	0.7988	79.88%
Glucocorticoid receptor binding	+	0.8779	87.79%
Aromatase binding	+	0.8121	81.21%
PPAR gamma	+	0.7761	77.61%
Honey bee toxicity	-	0.9260	92.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.08%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.19%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL3194	P02766	Transthyretin	92.51%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.09%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.13%	89.62%
CHEMBL4208	P20618	Proteasome component C5	86.48%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.39%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.70%	91.49%
CHEMBL2535	P11166	Glucose transporter	81.50%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.49%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.97%	96.95%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Conioselinum anthriscoides
• Coreopsis venusta
• Electranthera parvifolia
• Hansenia forbesii
• Levisticum officinale
• Ligusticum officinale
• Ligusticum porteri

Cross-Links

• PubChem: 6441913
• NPASS: NPC246704
• ChEMBL: CHEMBL3823769
• LOTUS: LTS0061946
• wikiData: Q105239699