3-(2-Hydroxyphenyl)lactic acid

Details

• Internal ID: e5c034c0-e49b-4c6c-94e8-c9a4cf62f6fc
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: (2S)-2-hydroxy-3-(2-hydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC=C(C(=C1)CC(C(=O)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C[C@@H](C(=O)O)O)O
• InChI: InChI=1S/C9H10O4/c10-7-4-2-1-3-6(7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)/t8-/m0/s1
• InChI Key: HXQBZGMVGIDZAJ-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17 g/mol
• Exact Mass: 182.05790880 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• SCHEMBL18341946

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9583	95.83%
Caco-2	-	0.6446	64.46%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8372	83.72%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9747	97.47%
P-glycoprotein inhibitior	-	0.9931	99.31%
P-glycoprotein substrate	-	0.9785	97.85%
CYP3A4 substrate	-	0.7484	74.84%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	-	0.9668	96.68%
CYP2C9 inhibition	-	0.9902	99.02%
CYP2C19 inhibition	-	0.9877	98.77%
CYP2D6 inhibition	-	0.9722	97.22%
CYP1A2 inhibition	-	0.9761	97.61%
CYP2C8 inhibition	-	0.9519	95.19%
CYP inhibitory promiscuity	-	0.9820	98.20%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.8623	86.23%
Eye irritation	+	0.9191	91.91%
Skin irritation	+	0.7888	78.88%
Skin corrosion	-	0.8191	81.91%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7883	78.83%
Micronuclear	+	0.7177	71.77%
Hepatotoxicity	+	0.5240	52.40%
skin sensitisation	+	0.8863	88.63%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.6880	68.80%
Estrogen receptor binding	-	0.9112	91.12%
Androgen receptor binding	-	0.6117	61.17%
Thyroid receptor binding	-	0.7959	79.59%
Glucocorticoid receptor binding	+	0.5829	58.29%
Aromatase binding	-	0.7553	75.53%
PPAR gamma	-	0.5868	58.68%
Honey bee toxicity	-	0.9496	94.96%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8667	86.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.21%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.23%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.10%	99.15%

Plants that contains it

• Prunus cerasus

Cross-Links

• PubChem: 10013144
• NPASS: NPC286694
• LOTUS: LTS0048869
• wikiData: Q105035110