(E)-3-[4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid

Details

• Internal ID: b5cb40c6-46e5-4df9-9cd8-5b0b050570d8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: (E)-3-[4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]prop-2-enoic acid
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C=CC(=O)O)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)/C=C/C(=O)O)OC)O)C
• InChI: InChI=1S/C15H18O4/c1-10(2)4-6-12-8-11(5-7-14(16)17)9-13(19-3)15(12)18/h4-5,7-9,18H,6H2,1-3H3,(H,16,17)/b7-5+
• InChI Key: MJLUADXFRZZZPX-FNORWQNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 3
• 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	+	0.9925	99.25%
Caco-2	+	0.6746	67.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7937	79.37%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4496	44.96%
P-glycoprotein inhibitior	-	0.9307	93.07%
P-glycoprotein substrate	-	0.8194	81.94%
CYP3A4 substrate	-	0.5649	56.49%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	+	0.5847	58.47%
CYP2C19 inhibition	+	0.6491	64.91%
CYP2D6 inhibition	-	0.7580	75.80%
CYP1A2 inhibition	-	0.5938	59.38%
CYP2C8 inhibition	+	0.5419	54.19%
CYP inhibitory promiscuity	-	0.5362	53.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7254	72.54%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9647	96.47%
Eye irritation	+	0.9228	92.28%
Skin irritation	-	0.6610	66.10%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6026	60.26%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6541	65.41%
skin sensitisation	-	0.6619	66.19%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7063	70.63%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.5960	59.60%
Thyroid receptor binding	-	0.5225	52.25%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	-	0.5781	57.81%
PPAR gamma	+	0.7219	72.19%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9930	99.30%

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	98.31%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.48%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.05%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	88.58%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.58%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.02%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.43%	98.95%
CHEMBL3194	P02766	Transthyretin	83.19%	90.71%
CHEMBL1255126	O15151	Protein Mdm4	82.14%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.93%	94.45%

Plants that contains it

• Baccharis linearis

Cross-Links

• PubChem: 10015564
• LOTUS: LTS0148420
• wikiData: Q105165491