[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2R)-1-hydroxy-3-(3-methoxy-4-methylphenyl)propan-2-yl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: af4f2b65-f2bd-4b30-a42c-90b142893e4b
• 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)-3,4,5-trihydroxy-6-[(2R)-1-hydroxy-3-(3-methoxy-4-methylphenyl)propan-2-yl]oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1=C(C=C(C=C1)CC(CO)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)OC
• SMILES (Isomeric): CC1=C(C=C(C=C1)C[C@H](CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)OC
• InChI: InChI=1S/C24H30O12/c1-11-3-4-12(6-17(11)33-2)5-14(9-25)35-24-22(31)21(30)20(29)18(36-24)10-34-23(32)13-7-15(26)19(28)16(27)8-13/h3-4,6-8,14,18,20-22,24-31H,5,9-10H2,1-2H3/t14-,18-,20-,21+,22-,24-/m1/s1
• InChI Key: VSNRNACUXLHMRS-DIBJXRCVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₂
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.17372639 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7666	76.66%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6670	66.70%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.7751	77.51%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6294	62.94%
P-glycoprotein inhibitior	-	0.5586	55.86%
P-glycoprotein substrate	-	0.6673	66.73%
CYP3A4 substrate	+	0.6450	64.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.8916	89.16%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.7707	77.07%
CYP inhibitory promiscuity	-	0.7197	71.97%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7441	74.41%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.8648	86.48%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7339	73.39%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9682	96.82%
Acute Oral Toxicity (c)	III	0.7812	78.12%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	+	0.5539	55.39%
Thyroid receptor binding	+	0.5683	56.83%
Glucocorticoid receptor binding	+	0.6533	65.33%
Aromatase binding	-	0.5191	51.91%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8593	85.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6724	67.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.16%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.48%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.94%	95.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.75%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.41%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.92%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	87.93%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.28%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.89%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.81%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.17%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.35%	92.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.94%	83.00%
CHEMBL1255126	O15151	Protein Mdm4	83.32%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.20%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.38%	89.00%

Plants that contains it

• Pimenta dioica

Cross-Links

• PubChem: 162984324
• LOTUS: LTS0147300
• wikiData: Q105292388