4-Hydroxy-4-(2-hydroxyphenyl)butanoic acid

Details

• Internal ID: cbbb0b0d-eba9-4c5d-9757-8bede60023fa
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-4-unsubstituted benzenoids
• IUPAC Name: 4-hydroxy-4-(2-hydroxyphenyl)butanoic acid
• SMILES (Canonical): C1=CC=C(C(=C1)C(CCC(=O)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)C(CCC(=O)O)O)O
• InChI: InChI=1S/C10H12O4/c11-8-4-2-1-3-7(8)9(12)5-6-10(13)14/h1-4,9,11-12H,5-6H2,(H,13,14)
• InChI Key: DHPGRNIALDCANN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8925	89.25%
Caco-2	-	0.6090	60.90%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8480	84.80%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9364	93.64%
P-glycoprotein inhibitior	-	0.9925	99.25%
P-glycoprotein substrate	-	0.9571	95.71%
CYP3A4 substrate	-	0.6476	64.76%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.7846	78.46%
CYP3A4 inhibition	-	0.7779	77.79%
CYP2C9 inhibition	-	0.8163	81.63%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8748	87.48%
CYP2C8 inhibition	-	0.9131	91.31%
CYP inhibitory promiscuity	-	0.9105	91.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8711	87.11%
Carcinogenicity (trinary)	Non-required	0.7615	76.15%
Eye corrosion	-	0.9687	96.87%
Eye irritation	+	0.9541	95.41%
Skin irritation	+	0.6244	62.44%
Skin corrosion	-	0.8638	86.38%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8704	87.04%
Micronuclear	-	0.5923	59.23%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	+	0.5664	56.64%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7606	76.06%
Acute Oral Toxicity (c)	III	0.7382	73.82%
Estrogen receptor binding	-	0.8626	86.26%
Androgen receptor binding	-	0.8300	83.00%
Thyroid receptor binding	-	0.8402	84.02%
Glucocorticoid receptor binding	-	0.6533	65.33%
Aromatase binding	-	0.8139	81.39%
PPAR gamma	+	0.5238	52.38%
Honey bee toxicity	-	0.9597	95.97%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.7484	74.84%

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	96.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.35%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.83%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.49%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.15%	94.08%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.29%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.56%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	84.10%	90.20%

Plants that contains it

• Engelhardia roxburghiana

Cross-Links

• PubChem: 118142355
• LOTUS: LTS0151242
• wikiData: Q104980682