6-Galloylglucose

Details

• Internal ID: 2ec44048-4454-41d7-84bf-8f75d74205e7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Heptoses
• IUPAC Name: (2R,3S,4S,5S)-2,3,4,5,6-pentahydroxy-7-oxo-7-(3,4,5-trihydroxyphenyl)heptanal
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)C(C(C(C(C(C=O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)C([C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O
• InChI: InChI=1S/C13H16O10/c14-3-7(17)10(20)12(22)13(23)11(21)8(18)4-1-5(15)9(19)6(16)2-4/h1-3,7,10-13,15-17,19-23H/t7-,10+,11?,12-,13+/m0/s1
• InChI Key: NFGQPAQBOQKAOR-ZEKXRDCQSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₁₀
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.07434670 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.01
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• CHEBI:192289
• (2R,3S,4S,5S)-2,3,4,5,6-pentahydroxy-7-oxo-7-(3,4,5-trihydroxyphenyl)heptanal

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8677	86.77%
Caco-2	-	0.9078	90.78%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6986	69.86%
OATP2B1 inhibitior	-	0.7039	70.39%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9710	97.10%
P-glycoprotein inhibitior	-	0.9487	94.87%
P-glycoprotein substrate	-	0.9244	92.44%
CYP3A4 substrate	-	0.6467	64.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7887	78.87%
CYP3A4 inhibition	-	0.7868	78.68%
CYP2C9 inhibition	-	0.8406	84.06%
CYP2C19 inhibition	-	0.9640	96.40%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.7681	76.81%
CYP2C8 inhibition	-	0.8162	81.62%
CYP inhibitory promiscuity	-	0.9230	92.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.8247	82.47%
Eye irritation	-	0.6340	63.40%
Skin irritation	+	0.8307	83.07%
Skin corrosion	+	0.5528	55.28%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7349	73.49%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5425	54.25%
skin sensitisation	+	0.8694	86.94%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7990	79.90%
Acute Oral Toxicity (c)	III	0.7917	79.17%
Estrogen receptor binding	-	0.6920	69.20%
Androgen receptor binding	+	0.6195	61.95%
Thyroid receptor binding	-	0.5650	56.50%
Glucocorticoid receptor binding	+	0.5786	57.86%
Aromatase binding	-	0.6886	68.86%
PPAR gamma	-	0.6025	60.25%
Honey bee toxicity	-	0.9371	93.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9098	90.98%

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	97.87%	91.11%
CHEMBL3194	P02766	Transthyretin	89.43%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.26%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.79%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.70%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.19%	98.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.15%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.73%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.96%	89.34%
CHEMBL4208	P20618	Proteasome component C5	81.42%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 129633581
• LOTUS: LTS0247162
• wikiData: Q105178468