2-O-Galloyl-D-galacto-hexaric acid 1-methyl ester

Details

• Internal ID: f8003839-bc55-4ba7-8e45-7efa99f1f894
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
• IUPAC Name: (2S,3R,4S,5R)-2,3,4-trihydroxy-6-methoxy-6-oxo-5-(3,4,5-trihydroxybenzoyl)oxyhexanoic acid
• SMILES (Canonical): COC(=O)C(C(C(C(C(=O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• SMILES (Isomeric): COC(=O)[C@@H]([C@H]([C@H]([C@@H](C(=O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
• InChI: InChI=1S/C14H16O12/c1-25-14(24)11(9(19)8(18)10(20)12(21)22)26-13(23)4-2-5(15)7(17)6(16)3-4/h2-3,8-11,15-20H,1H3,(H,21,22)/t8-,9+,10+,11-/m1/s1
• InChI Key: XDMSDABSDRMKOO-VPOLOUISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₁₂
• Molecular Weight: 376.27 g/mol
• Exact Mass: 376.06417594 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.33
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 2-O-Galloyl-D-galacto-hexaric acid 1-methyl ester

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8203	82.03%
Caco-2	-	0.8360	83.60%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7693	76.93%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9340	93.40%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.8807	88.07%
CYP3A4 substrate	-	0.5190	51.90%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8574	85.74%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.8799	87.99%
CYP2C19 inhibition	-	0.9590	95.90%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9051	90.51%
CYP2C8 inhibition	+	0.4852	48.52%
CYP inhibitory promiscuity	-	0.9618	96.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7648	76.48%
Carcinogenicity (trinary)	Non-required	0.7200	72.00%
Eye corrosion	-	0.8801	88.01%
Eye irritation	-	0.8361	83.61%
Skin irritation	+	0.6015	60.15%
Skin corrosion	-	0.7075	70.75%
Ames mutagenesis	-	0.7178	71.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6545	65.45%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5417	54.17%
skin sensitisation	-	0.7307	73.07%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7938	79.38%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.5882	58.82%
Androgen receptor binding	+	0.5765	57.65%
Thyroid receptor binding	-	0.5645	56.45%
Glucocorticoid receptor binding	+	0.5494	54.94%
Aromatase binding	-	0.7254	72.54%
PPAR gamma	-	0.7827	78.27%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6356	63.56%
Fish aquatic toxicity	+	0.9122	91.22%

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	96.74%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.60%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.00%	86.33%
CHEMBL3194	P02766	Transthyretin	85.59%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.70%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.75%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.41%	94.42%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.35%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	81.16%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.98%	99.15%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 44632502
• NPASS: NPC280436
• LOTUS: LTS0127056
• wikiData: Q105325909