[(2R,3S,4S,5R,6R)-6-[(3S)-1,7-bis(3,4-dihydroxyphenyl)-5-oxoheptan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: 04f0d6c1-822c-42a0-b2df-38aa9384d850
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[(3S)-1,7-bis(3,4-dihydroxyphenyl)-5-oxoheptan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-3-methoxybenzoate
• InChI: InChI=1S/C33H38O14/c1-44-27-14-19(6-11-24(27)37)32(43)45-16-28-29(40)30(41)31(42)33(47-28)46-21(8-3-18-5-10-23(36)26(39)13-18)15-20(34)7-2-17-4-9-22(35)25(38)12-17/h4-6,9-14,21,28-31,33,35-42H,2-3,7-8,15-16H2,1H3/t21-,28+,29+,30-,31+,33+/m0/s1
• InChI Key: CKFILZQQPAFMDJ-WDKLGUPCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₄
• Molecular Weight: 658.60 g/mol
• Exact Mass: 658.22615588 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7498	74.98%
Caco-2	-	0.8936	89.36%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8691	86.91%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8282	82.82%
P-glycoprotein inhibitior	+	0.7102	71.02%
P-glycoprotein substrate	-	0.5102	51.02%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.8357	83.57%
CYP2C9 inhibition	-	0.6560	65.60%
CYP2C19 inhibition	-	0.6181	61.81%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.6066	60.66%
CYP2C8 inhibition	+	0.8221	82.21%
CYP inhibitory promiscuity	-	0.8977	89.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7677	76.77%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.8571	85.71%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6902	69.02%
Micronuclear	-	0.6941	69.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.9348	93.48%
Acute Oral Toxicity (c)	III	0.7482	74.82%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.6415	64.15%
Thyroid receptor binding	-	0.5268	52.68%
Glucocorticoid receptor binding	+	0.6113	61.13%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6715	67.15%
Honey bee toxicity	-	0.7541	75.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5666	56.66%
Fish aquatic toxicity	+	0.9370	93.70%

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	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.51%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.40%	99.17%
CHEMBL2535	P11166	Glucose transporter	93.36%	98.75%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.56%	85.31%
CHEMBL3194	P02766	Transthyretin	89.95%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.82%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.43%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.18%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.72%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.56%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.91%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.90%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.89%	94.00%
CHEMBL4208	P20618	Proteasome component C5	82.83%	90.00%
CHEMBL220	P22303	Acetylcholinesterase	82.56%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.39%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.89%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.59%	82.50%

Plants that contains it

• Alnus rubra

Cross-Links

• PubChem: 10699511
• LOTUS: LTS0146240
• wikiData: Q105102726