alpha-D-Glucopyranose, cyclic 4,6-(3-(5-(((2,3:4,6-bis-O-((4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-diyl)dicarbonyl)-beta-D-glucopyranosyl)oxy)carbonyl)-2,3-dihydroxyphenoxy)-4,4',5,5',6,6'hexahydroxy(1,1'-biphenyl)-2,2,3-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1-(3,4,5-trihydroxybenzoate), stereoisomer

Details

• Internal ID: 4cf321fc-c683-4423-af82-e8c8d68c4e5d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2-(6-carboxy-2,3,4-trihydroxyphenyl)-6-[5-[[(27E)-17-[[6,7,8,11,12,13,22-heptahydroxy-21-(hydroxymethyl)-3,16-dioxo-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-4,6,8,10,12,14-hexaen-19-yl]oxycarbonyl]-7,8,9,12,19,36,37,38,41,42,43-undecahydroxy-4,25,33,46-tetraoxo-3,14,21,26,29,32,47-heptaoxaoctacyclo[29.16.0.05,10.011,24.013,22.015,20.034,39.040,45]heptatetraconta-5,7,9,11,13(22),15,17,19,23,27,34,36,38,40,42,44-hexadecaen-30-yl]oxycarbonyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxybenzoic acid
• InChI: InChI=1S/C82H54O52/c83-14-36-67-64(109)70(132-80(121)23-12-31(90)53(98)59(104)43(23)41-21(78(119)130-67)10-29(88)51(96)57(41)102)82(129-36)134-74(115)17-4-32(91)65-34(6-17)127-66-35(126-65)13-24-44(61(66)106)39-19(8-27(86)49(94)55(39)100)76(117)124-15-37-68(131-79(120)22-11-30(89)52(97)58(103)42(22)40-20(77(118)128-37)9-28(87)50(95)56(40)101)81(123-2-1-122-75(24)116)133-73(114)16-3-25(84)47(92)33(5-16)125-69-46(72(112)113)45(60(105)62(107)63(69)108)38-18(71(110)111)7-26(85)48(93)54(38)99/h1-13,36-37,64,67-68,70,81-109H,14-15H2,(H,110,111)(H,112,113)/b2-1+
• InChI Key: NBUYFBLGWAUSQK-OWOJBTEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₂H₅₄O₅₂
• Molecular Weight: 1871.30 g/mol
• Exact Mass: 1870.1581119 g/mol
• Topological Polar Surface Area (TPSA): 877.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 50
• H-Bond Donor: 29
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5674	56.74%
Caco-2	-	0.8556	85.56%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5377	53.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7656	76.56%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9461	94.61%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6931	69.31%
CYP3A4 substrate	+	0.7120	71.20%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.8523	85.23%
CYP2C9 inhibition	-	0.8354	83.54%
CYP2C19 inhibition	-	0.8580	85.80%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	+	0.8621	86.21%
CYP inhibitory promiscuity	-	0.6458	64.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6777	67.77%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5524	55.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7426	74.26%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6828	68.28%
Acute Oral Toxicity (c)	III	0.4054	40.54%
Estrogen receptor binding	+	0.6816	68.16%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	+	0.6491	64.91%
Glucocorticoid receptor binding	+	0.6828	68.28%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.7646	76.46%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9274	92.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.14%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.76%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.07%	91.49%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.85%	96.21%
CHEMBL3194	P02766	Transthyretin	94.41%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.05%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.08%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.88%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.33%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.70%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.39%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.37%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.22%	89.34%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.07%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.80%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.75%	83.00%
CHEMBL2535	P11166	Glucose transporter	88.55%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.31%	95.78%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.95%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.57%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.35%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.21%	100.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.39%	96.37%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.38%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	83.27%	89.63%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.20%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.32%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.29%	87.67%
CHEMBL5255	O00206	Toll-like receptor 4	80.10%	92.50%

Plants that contains it

• Rubus chingii
• Rubus coreanus

Cross-Links

• PubChem: 16131123
• NPASS: NPC156744