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

Details

• Internal ID: d8538ac3-e77e-49d3-95df-ac2c64d81ace
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: [(2S)-2,3-dihydroxypropyl] 2-(2,4-dihydroxyphenyl)acetate
• SMILES (Canonical): C1=CC(=C(C=C1O)O)CC(=O)OCC(CO)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)O)CC(=O)OC[C@H](CO)O
• InChI: InChI=1S/C11H14O6/c12-5-9(14)6-17-11(16)3-7-1-2-8(13)4-10(7)15/h1-2,4,9,12-15H,3,5-6H2/t9-/m0/s1
• InChI Key: LIXUGUUEUUHFRU-VIFPVBQESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8513	85.13%
Caco-2	-	0.6221	62.21%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7650	76.50%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8572	85.72%
P-glycoprotein inhibitior	-	0.9838	98.38%
P-glycoprotein substrate	-	0.9070	90.70%
CYP3A4 substrate	-	0.5930	59.30%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7977	79.77%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9615	96.15%
CYP2C19 inhibition	-	0.9478	94.78%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.7557	75.57%
CYP2C8 inhibition	-	0.7664	76.64%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7267	72.67%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.7799	77.99%
Skin irritation	-	0.6801	68.01%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6627	66.27%
Micronuclear	-	0.6385	63.85%
Hepatotoxicity	+	0.5554	55.54%
skin sensitisation	+	0.6226	62.26%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8832	88.32%
Acute Oral Toxicity (c)	III	0.7084	70.84%
Estrogen receptor binding	-	0.4755	47.55%
Androgen receptor binding	-	0.7332	73.32%
Thyroid receptor binding	-	0.6359	63.59%
Glucocorticoid receptor binding	+	0.5794	57.94%
Aromatase binding	-	0.5679	56.79%
PPAR gamma	+	0.6468	64.68%
Honey bee toxicity	-	0.8995	89.95%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8049	80.49%

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	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.29%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.79%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL3194	P02766	Transthyretin	85.44%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.14%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.74%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.72%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.87%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.32%	96.95%

Plants that contains it

• Nigella damascena

Cross-Links

• PubChem: 163029291
• LOTUS: LTS0225979
• wikiData: Q105152407