(3R)-3-(2,3-dihydroxyphenoxy)butanoic acid

Details

• Internal ID: 718784df-f737-4f1d-8ed8-7e5f96b39ce2
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (3R)-3-(2,3-dihydroxyphenoxy)butanoic acid
• SMILES (Canonical): CC(CC(=O)O)OC1=CC=CC(=C1O)O
• SMILES (Isomeric): C[C@H](CC(=O)O)OC1=CC=CC(=C1O)O
• InChI: InChI=1S/C10H12O5/c1-6(5-9(12)13)15-8-4-2-3-7(11)10(8)14/h2-4,6,11,14H,5H2,1H3,(H,12,13)/t6-/m1/s1
• InChI Key: RDKUKASDVXOIBR-ZCFIWIBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 4
• 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	+	0.9635	96.35%
Caco-2	-	0.6929	69.29%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8471	84.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8951	89.51%
P-glycoprotein inhibitior	-	0.9855	98.55%
P-glycoprotein substrate	-	0.8699	86.99%
CYP3A4 substrate	-	0.6004	60.04%
CYP2C9 substrate	+	0.5572	55.72%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.9618	96.18%
CYP2C9 inhibition	-	0.9569	95.69%
CYP2C19 inhibition	-	0.9424	94.24%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.7813	78.13%
CYP2C8 inhibition	-	0.9176	91.76%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9227	92.27%
Eye irritation	+	0.8425	84.25%
Skin irritation	+	0.5204	52.04%
Skin corrosion	-	0.8579	85.79%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8856	88.56%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	+	0.7427	74.27%
skin sensitisation	+	0.6302	63.02%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6251	62.51%
Acute Oral Toxicity (c)	III	0.7495	74.95%
Estrogen receptor binding	-	0.8404	84.04%
Androgen receptor binding	-	0.5535	55.35%
Thyroid receptor binding	-	0.7475	74.75%
Glucocorticoid receptor binding	-	0.6977	69.77%
Aromatase binding	-	0.9062	90.62%
PPAR gamma	-	0.6328	63.28%
Honey bee toxicity	-	0.9729	97.29%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7905	79.05%
Fish aquatic toxicity	+	0.9322	93.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.52%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.25%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.85%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.65%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.36%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.74%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.72%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.09%	93.56%

Plants that contains it

• Erica arborea

Cross-Links

• PubChem: 163025388
• LOTUS: LTS0115174
• wikiData: Q105234301