3-Methoxy-4-(3-phenylprop-1-enyl)benzene-1,2-diol

Details

• Internal ID: 3ce9f88b-9a5a-4983-8206-0931c1c3fe60
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 3-methoxy-4-(3-phenylprop-1-enyl)benzene-1,2-diol
• InChI: InChI=1S/C16H16O3/c1-19-16-13(10-11-14(17)15(16)18)9-5-8-12-6-3-2-4-7-12/h2-7,9-11,17-18H,8H2,1H3
• InChI Key: FJBSNFVKUCFJSB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.7275	72.75%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.8014	80.14%
OATP1B3 inhibitior	+	0.9788	97.88%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6308	63.08%
P-glycoprotein inhibitior	-	0.8526	85.26%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	-	0.5933	59.33%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	+	0.3619	36.19%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	+	0.5601	56.01%
CYP2C19 inhibition	+	0.7109	71.09%
CYP2D6 inhibition	-	0.8457	84.57%
CYP1A2 inhibition	+	0.8721	87.21%
CYP2C8 inhibition	+	0.5274	52.74%
CYP inhibitory promiscuity	+	0.8073	80.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7594	75.94%
Carcinogenicity (trinary)	Non-required	0.5168	51.68%
Eye corrosion	-	0.9434	94.34%
Eye irritation	+	0.8206	82.06%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.7270	72.70%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4408	44.08%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.5267	52.67%
skin sensitisation	+	0.5703	57.03%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.8781	87.81%
Acute Oral Toxicity (c)	III	0.6995	69.95%
Estrogen receptor binding	+	0.8891	88.91%
Androgen receptor binding	+	0.6063	60.63%
Thyroid receptor binding	+	0.5916	59.16%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.8064	80.64%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.26%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.81%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.46%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.69%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	85.95%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.03%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.34%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	83.60%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.52%	99.15%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.37%	94.08%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 163025154
• LOTUS: LTS0097453
• wikiData: Q104995974