[(2R,3S,4S,5R,6R)-6-[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: e5e70ad8-bf8b-42a6-a7da-f41f8a13c337
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C23H28O14/c1-34-14-6-9(2-3-11(14)25)17(28)15(7-24)36-23-21(32)20(31)19(30)16(37-23)8-35-22(33)10-4-12(26)18(29)13(27)5-10/h2-6,15-17,19-21,23-32H,7-8H2,1H3/t15-,16+,17-,19+,20-,21+,23+/m0/s1
• InChI Key: DXNXRMGZXFPQSX-RRMYLWIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₄
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.14790556 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7675	76.75%
Caco-2	-	0.9018	90.18%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6603	66.03%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.7378	73.78%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6934	69.34%
P-glycoprotein inhibitior	-	0.6286	62.86%
P-glycoprotein substrate	-	0.6778	67.78%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.9052	90.52%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.9085	90.85%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8963	89.63%
CYP2C8 inhibition	+	0.5665	56.65%
CYP inhibitory promiscuity	-	0.7122	71.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7058	70.58%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.8513	85.13%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7755	77.55%
Micronuclear	+	0.5333	53.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9042	90.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9788	97.88%
Acute Oral Toxicity (c)	III	0.7628	76.28%
Estrogen receptor binding	+	0.7287	72.87%
Androgen receptor binding	+	0.5642	56.42%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.5917	59.17%
Aromatase binding	-	0.5498	54.98%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8569	85.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.3781	37.81%

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	99.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.62%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	92.05%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.71%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.47%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.67%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.40%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.52%	94.73%
CHEMBL3194	P02766	Transthyretin	87.24%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.99%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.78%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.96%	83.00%
CHEMBL4208	P20618	Proteasome component C5	84.74%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.50%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.84%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.83%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.35%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.14%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%

Plants that contains it

• Quercus mongolica

Cross-Links

• PubChem: 162857681
• LOTUS: LTS0002315
• wikiData: Q105378967