(E)-2,3-bis(4-hydroxy-3-methoxyphenyl)prop-2-enal

Details

• Internal ID: 8264840f-4695-46a2-aa98-de3636b0d2c1
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (E)-2,3-bis(4-hydroxy-3-methoxyphenyl)prop-2-enal
• SMILES (Canonical): COC1=C(C=CC(=C1)C=C(C=O)C2=CC(=C(C=C2)O)OC)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C(/C=O)\C2=CC(=C(C=C2)O)OC)O
• InChI: InChI=1S/C17H16O5/c1-21-16-8-11(3-5-14(16)19)7-13(10-18)12-4-6-15(20)17(9-12)22-2/h3-10,19-20H,1-2H3/b13-7-
• InChI Key: IDJCIWTUMGTOMT-QPEQYQDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8081	80.81%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8339	83.39%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5611	56.11%
P-glycoprotein inhibitior	-	0.7832	78.32%
P-glycoprotein substrate	-	0.9361	93.61%
CYP3A4 substrate	-	0.6120	61.20%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.7401	74.01%
CYP3A4 inhibition	-	0.5632	56.32%
CYP2C9 inhibition	+	0.7272	72.72%
CYP2C19 inhibition	+	0.9418	94.18%
CYP2D6 inhibition	-	0.7245	72.45%
CYP1A2 inhibition	+	0.9275	92.75%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	+	0.8691	86.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7342	73.42%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9785	97.85%
Eye irritation	+	0.7635	76.35%
Skin irritation	-	0.6947	69.47%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7285	72.85%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6562	65.62%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6386	63.86%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.8765	87.65%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	+	0.8108	81.08%
Glucocorticoid receptor binding	+	0.8439	84.39%
Aromatase binding	+	0.6389	63.89%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.9410	94.10%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.38%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.93%	86.33%
CHEMBL3194	P02766	Transthyretin	93.11%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.82%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.73%	90.24%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.66%	98.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.03%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.88%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.56%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.23%	89.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.35%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

Plants that contains it

• Magnolia kachirachirai

Cross-Links

• PubChem: 90403512
• LOTUS: LTS0055580
• wikiData: Q105111385