4-Hydroxyphenylpyruvic 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	83605235-2bae-4459-831c-d30addfc20ab
Taxonomy	Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
IUPAC Name	3-(4-hydroxyphenyl)-2-oxopropanoic acid
SMILES (Canonical)	C1=CC(=CC=C1CC(=O)C(=O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1CC(=O)C(=O)O)O
InChI	InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
InChI Key	KKADPXVIOXHVKN-UHFFFAOYSA-N
Popularity	624 references in papers

Physical and Chemical Properties

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Molecular Formula	C₉H₈O₄
Molecular Weight	180.16 g/mol
Exact Mass	180.04225873 g/mol
Topological Polar Surface Area (TPSA)	74.60 Å²
XlogP	0.90
Atomic LogP (AlogP)	0.59
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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156-39-8

3-(4-Hydroxyphenyl)-2-oxopropanoic acid

Testacid

p-Hydroxyphenylpyruvic acid

4-hydroxyphenylpyruvate

3-(4-Hydroxyphenyl)pyruvic acid

Testacide

(P-HYDROXYPHENYL)PYRUVIC ACID

3-(p-Hydroxyphenyl)pyruvic acid

(4-hydroxyphenyl)pyruvic acid

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	+	0.9428	94.28%
Caco-2	+	0.6420	64.20%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8913	89.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9102	91.02%
P-glycoprotein inhibitior	-	0.9934	99.34%
P-glycoprotein substrate	-	0.9763	97.63%
CYP3A4 substrate	-	0.7373	73.73%
CYP2C9 substrate	+	0.5940	59.40%
CYP2D6 substrate	-	0.8186	81.86%
CYP3A4 inhibition	-	0.9650	96.50%
CYP2C9 inhibition	-	0.9768	97.68%
CYP2C19 inhibition	-	0.9761	97.61%
CYP2D6 inhibition	-	0.9701	97.01%
CYP1A2 inhibition	-	0.9836	98.36%
CYP2C8 inhibition	-	0.6809	68.09%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7551	75.51%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.7083	70.83%
Eye irritation	+	0.9938	99.38%
Skin irritation	+	0.6770	67.70%
Skin corrosion	-	0.8081	80.81%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8755	87.55%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.4930	49.30%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6612	66.12%
Acute Oral Toxicity (c)	III	0.6007	60.07%
Estrogen receptor binding	-	0.8908	89.08%
Androgen receptor binding	-	0.5403	54.03%
Thyroid receptor binding	-	0.7096	70.96%
Glucocorticoid receptor binding	-	0.7231	72.31%
Aromatase binding	-	0.8493	84.93%
PPAR gamma	-	0.5589	55.89%
Honey bee toxicity	-	0.9725	97.25%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8260	82.60%

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
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.83%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.58%	95.56%

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.

Agave americana

Aristolochia gigantea

Citrus limon

Clematis parviloba

Delphinium pentagynum

Erythrina crista-galli