Isoferulic Acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	67a4b19a-54d5-40ca-9b4a-b8ea19578c5f
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
IUPAC Name	(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
InChI Key	QURCVMIEKCOAJU-HWKANZROSA-N
Popularity	214 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₀H₁₀O₄
Molecular Weight	194.18 g/mol
Exact Mass	194.05790880 g/mol
Topological Polar Surface Area (TPSA)	66.80 Å²
XlogP	1.50
Atomic LogP (AlogP)	1.50
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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3-Hydroxy-4-methoxycinnamic acid

537-73-5

Hesperetic acid

(2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid

XSQ2K2G7MC

(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid

3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid

CHEBI:27794

NSC-51987

DTXSID80862148

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	+	0.8727	87.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8333	83.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.9790	97.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7494	74.94%
P-glycoprotein inhibitior	-	0.9872	98.72%
P-glycoprotein substrate	-	0.9602	96.02%
CYP3A4 substrate	-	0.6508	65.08%
CYP2C9 substrate	-	0.6110	61.10%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.9240	92.40%
CYP2C9 inhibition	-	0.5793	57.93%
CYP2C19 inhibition	-	0.6276	62.76%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.7513	75.13%
CYP2C8 inhibition	+	0.5925	59.25%
CYP inhibitory promiscuity	-	0.7745	77.45%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7197	71.97%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	+	0.4644	46.44%
Eye irritation	+	0.9935	99.35%
Skin irritation	+	0.7268	72.68%
Skin corrosion	-	0.8967	89.67%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7614	76.14%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7706	77.06%
Respiratory toxicity	-	0.9000	90.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7333	73.33%
Acute Oral Toxicity (c)	IV	0.6265	62.65%
Estrogen receptor binding	-	0.6369	63.69%
Androgen receptor binding	+	0.6244	62.44%
Thyroid receptor binding	-	0.7321	73.21%
Glucocorticoid receptor binding	-	0.8046	80.46%
Aromatase binding	-	0.7376	73.76%
PPAR gamma	-	0.6057	60.57%
Honey bee toxicity	-	0.9538	95.38%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.92%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.67%	96.00%
CHEMBL3194	P02766	Transthyretin	94.21%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.66%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.94%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.32%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.72%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.68%	98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.