2,3-Dihydroxypropyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 17666f2b-cb14-49b0-97be-6936882af6f0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: 2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC(CO)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OCC(CO)O
• InChI: InChI=1S/C10H12O7/c11-3-6(12)4-17-10(16)5-1-7(13)9(15)8(14)2-5/h1-2,6,11-15H,3-4H2
• InChI Key: PDEQYQCQYAQJPN-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₇
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.05830272 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.69
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• 2,3-dihydroxypropyl 3,4,5-trihydroxybenzoate
• 87087-60-3
• glycerol gallate
• SCHEMBL1392652
• CHEBI:168599
• DTXSID901239764
• (+)-2,3-Dihydroxypropyl 3,4,5-trihydroxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8472	84.72%
Caco-2	-	0.9207	92.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7121	71.21%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8164	81.64%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9655	96.55%
P-glycoprotein inhibitior	-	0.9733	97.33%
P-glycoprotein substrate	-	0.9544	95.44%
CYP3A4 substrate	-	0.6413	64.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8213	82.13%
CYP3A4 inhibition	-	0.9526	95.26%
CYP2C9 inhibition	-	0.9730	97.30%
CYP2C19 inhibition	-	0.9726	97.26%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.7642	76.42%
CYP2C8 inhibition	-	0.8604	86.04%
CYP inhibitory promiscuity	-	0.9664	96.64%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9926	99.26%
Eye irritation	+	0.8891	88.91%
Skin irritation	-	0.6240	62.40%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7713	77.13%
Micronuclear	-	0.5911	59.11%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	+	0.6467	64.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9169	91.69%
Acute Oral Toxicity (c)	III	0.6660	66.60%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.6440	64.40%
Thyroid receptor binding	-	0.6515	65.15%
Glucocorticoid receptor binding	+	0.5923	59.23%
Aromatase binding	-	0.5075	50.75%
PPAR gamma	+	0.5206	52.06%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8150	81.50%
Fish aquatic toxicity	+	0.6459	64.59%

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	96.66%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.68%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.07%	96.09%
CHEMBL3194	P02766	Transthyretin	88.43%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.83%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.70%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.47%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.77%	83.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.84%	96.00%

Plants that contains it

• Mallotus japonicus
• Pelargonium reniforme
• Phyllanthus emblica
• Rheum officinale
• Rheum palmatum
• Rheum tanguticum
• Terminalia chebula

Cross-Links

• PubChem: 5317465
• NPASS: NPC161420
• LOTUS: LTS0222449
• wikiData: Q104396302