[(2S)-2,3-dihydroxypropyl] (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Details

• Internal ID: bf2b1179-2c87-4f31-aa3d-abff3228537c
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: [(2S)-2,3-dihydroxypropyl] (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• SMILES (Canonical): C1=CC(=C(C=C1CC(C(=O)OCC(CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C[C@H](C(=O)OC[C@H](CO)O)O)O)O
• InChI: InChI=1S/C12H16O7/c13-5-8(14)6-19-12(18)11(17)4-7-1-2-9(15)10(16)3-7/h1-3,8,11,13-17H,4-6H2/t8-,11+/m0/s1
• InChI Key: ZVIQIPQKRVKNLN-GZMMTYOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₇
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.08960285 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8874	88.74%
Caco-2	-	0.8399	83.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8540	85.40%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7557	75.57%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9466	94.66%
CYP3A4 substrate	-	0.5803	58.03%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8022	80.22%
CYP3A4 inhibition	-	0.9463	94.63%
CYP2C9 inhibition	-	0.9621	96.21%
CYP2C19 inhibition	-	0.9480	94.80%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.5957	59.57%
CYP2C8 inhibition	-	0.8496	84.96%
CYP inhibitory promiscuity	-	0.9714	97.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7124	71.24%
Eye corrosion	-	0.9928	99.28%
Eye irritation	+	0.7759	77.59%
Skin irritation	-	0.7035	70.35%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7190	71.90%
Micronuclear	-	0.7251	72.51%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.5465	54.65%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8460	84.60%
Acute Oral Toxicity (c)	III	0.6811	68.11%
Estrogen receptor binding	+	0.5493	54.93%
Androgen receptor binding	+	0.6066	60.66%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	-	0.6419	64.19%
PPAR gamma	-	0.6206	62.06%
Honey bee toxicity	-	0.8272	82.72%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7950	79.50%
Fish aquatic toxicity	+	0.8115	81.15%

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	96.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.65%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.84%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.74%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.25%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.16%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.67%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.49%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.14%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.13%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.07%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.06%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039765
• LOTUS: LTS0219363
• wikiData: Q105384325