3-Hydroxyphenylacetic acid

Details

• Internal ID: 62982c41-3c41-421d-9430-3ca78b450de0
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-4-unsubstituted benzenoids
• IUPAC Name: 2-(3-hydroxyphenyl)acetic acid
• SMILES (Canonical): C1=CC(=CC(=C1)O)CC(=O)O
• SMILES (Isomeric): C1=CC(=CC(=C1)O)CC(=O)O
• InChI: InChI=1S/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
• InChI Key: FVMDYYGIDFPZAX-UHFFFAOYSA-N
• Popularity: 356 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 621-37-4
• 2-(3-hydroxyphenyl)acetic acid
• (3-Hydroxyphenyl)acetic acid
• 3-Hydroxybenzeneacetic acid
• (m-Hydroxyphenyl)acetic acid
• Benzeneacetic acid, 3-hydroxy-
• M-HYDROXYPHENYLACETIC ACID
• 3-Hydroxyphenylacetate
• Acetic acid, (m-hydroxyphenyl)-
• Metahydroxy phenylacetic acid
• (3-Hydroxy-phenyl)-acetic acid
• MFCD00004337
• K59Z6Z8REF
• CHEMBL190035
• CHEBI:17445
• NSC-14360
• m-hydroxyphenylacetate
• 3-Hydroxyphenylaceticacid
• 3HP
• EINECS 210-684-4
• NSC 14360
• UNII-K59Z6Z8REF
• 3pce
• 3-hydroxy-benzeneacetate
• bmse000339
• 3-hydroxy phenylacetic acid
• 3-hydroxy-phenylacetic acid
• 3-hydroxyphenyl acetic acid
• (3-hydroxy-phenyl)-acetate
• 3-hydroxy-benzeneacetic acid
• (3-hydroxy)phenylacetic acid
• 3-hydroxy phenyl acetic acid
• 3-hydroxy-phenyl acetic acid
• 3-Hydroxy-phenyl-acetic acid
• SCHEMBL337470
• Acetic acid, 3-hydroxyphenyl-
• HMDB00440
• 2-(3-hydroxyphenyl)-acetic acid
• DTXSID90211148
• 3'-HYDROXYPHENYLACETIC ACID
• NSC14360
• 3-Hydroxyphenylacetic acid, >=99%
• AB3840
• BDBM50168283
• s3364
• AKOS005259462
• CS-W001083
• HY-W001083
• PS-3166
• Benzeneacetic acid, 3-hydroxy- (9CI)
• Acetic acid, (m-hydroxyphenyl)- (8CI)
• AC-23554
• BP-30187
• PD098600
• SY013505
• A8594
• AM20061198
• FT-0615854
• H0356
• EN300-54805
• C05593
• AE-562/43460507
• W-105043
• Q10395566
• Z816000338
• 2-(3-hydroxyphenyl)acetic acid;3-Hydroxyphenylacetic acid
• 91827D95-20B5-4654-B5F1-90598A532D49
• InChI=1/C8H8O3/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.8981	89.81%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9052	90.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9572	95.72%
P-glycoprotein inhibitior	-	0.9907	99.07%
P-glycoprotein substrate	-	0.9425	94.25%
CYP3A4 substrate	-	0.7321	73.21%
CYP2C9 substrate	+	0.8019	80.19%
CYP2D6 substrate	-	0.8141	81.41%
CYP3A4 inhibition	-	0.9229	92.29%
CYP2C9 inhibition	-	0.9763	97.63%
CYP2C19 inhibition	-	0.9452	94.52%
CYP2D6 inhibition	-	0.9641	96.41%
CYP1A2 inhibition	-	0.9750	97.50%
CYP2C8 inhibition	-	0.7475	74.75%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7118	71.18%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.7872	78.72%
Eye irritation	+	0.9972	99.72%
Skin irritation	+	0.8622	86.22%
Skin corrosion	-	0.5894	58.94%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8534	85.34%
Micronuclear	-	0.5664	56.64%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.7420	74.20%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8107	81.07%
Acute Oral Toxicity (c)	III	0.7410	74.10%
Estrogen receptor binding	-	0.9150	91.50%
Androgen receptor binding	-	0.7794	77.94%
Thyroid receptor binding	-	0.8464	84.64%
Glucocorticoid receptor binding	-	0.6614	66.14%
Aromatase binding	-	0.8130	81.30%
PPAR gamma	-	0.5125	51.25%
Honey bee toxicity	-	0.9757	97.57%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.6682	66.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.70%	86.33%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	87.66%	88.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.01%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.07%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.27%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.33%	95.50%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 12122
• LOTUS: LTS0083216
• wikiData: Q10395566