4-[(2R,3R)-3-carboxy-2-hydroxybutoxy]benzoic acid

Details

• Internal ID: 71cfa253-e10a-475d-9ba9-b404376eb8aa
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acids
• IUPAC Name: 4-[(2R,3R)-3-carboxy-2-hydroxybutoxy]benzoic acid
• InChI: InChI=1S/C12H14O6/c1-7(11(14)15)10(13)6-18-9-4-2-8(3-5-9)12(16)17/h2-5,7,10,13H,6H2,1H3,(H,14,15)(H,16,17)/t7-,10+/m1/s1
• InChI Key: ZWLHAEAWGFIHEL-XCBNKYQSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₆
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.07903816 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8787	87.87%
Caco-2	+	0.5895	58.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8225	82.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9589	95.89%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8077	80.77%
P-glycoprotein inhibitior	-	0.9752	97.52%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	-	0.6551	65.51%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.9243	92.43%
CYP2C8 inhibition	-	0.8538	85.38%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8132	81.32%
Carcinogenicity (trinary)	Non-required	0.7701	77.01%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.5283	52.83%
Skin irritation	-	0.6599	65.99%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8046	80.46%
Micronuclear	-	0.6352	63.52%
Hepatotoxicity	-	0.5849	58.49%
skin sensitisation	-	0.7991	79.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6364	63.64%
Acute Oral Toxicity (c)	III	0.7708	77.08%
Estrogen receptor binding	+	0.5945	59.45%
Androgen receptor binding	-	0.5895	58.95%
Thyroid receptor binding	-	0.6903	69.03%
Glucocorticoid receptor binding	-	0.5834	58.34%
Aromatase binding	-	0.5463	54.63%
PPAR gamma	-	0.5728	57.28%
Honey bee toxicity	-	0.9779	97.79%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9250	92.50%
Fish aquatic toxicity	+	0.8231	82.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4208	P20618	Proteasome component C5	95.24%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.01%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.41%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	88.90%	94.97%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.42%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.53%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.25%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.73%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.59%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.68%	89.34%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.16%	81.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.76%	83.82%
CHEMBL1907	P15144	Aminopeptidase N	81.60%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	80.88%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162909481
• LOTUS: LTS0276229
• wikiData: Q105385012