beta-D-Glucopyranose, cyclic-3,6-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 4-(4-hydrogen-2-(3-carboxy-3,4-dihydro-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4-yl)-2-butenedioate)-1-(3,4,5-trihydroxybenzoate)

Details

• Internal ID: e0370e08-d578-4d10-a420-97ea4e64fef8
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 4-[(Z)-1-carboxy-3-[[6,7,8,11,12,13,22-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl]oxy]-3-oxoprop-1-en-2-yl]-5,6,7-trihydroxy-1-methylidene-3,4-dihydroisochromene-3-carboxylic acid
• SMILES (Canonical): C=C1C2=CC(=C(C(=C2C(C(O1)C(=O)O)C(=CC(=O)O)C(=O)OC3C4COC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)OC3C(C(O4)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C=C1C2=CC(=C(C(=C2C(C(O1)C(=O)O)/C(=C/C(=O)O)/C(=O)OC3C4COC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)OC3C(C(O4)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C42H32O27/c1-9-11-4-17(45)27(51)30(54)22(11)25(35(65-9)37(58)59)14(7-21(48)49)41(63)67-34-20-8-64-39(61)12-5-18(46)28(52)31(55)23(12)24-13(6-19(47)29(53)32(24)56)40(62)68-36(34)33(57)42(66-20)69-38(60)10-2-15(43)26(50)16(44)3-10/h2-7,20,25,33-36,42-47,50-57H,1,8H2,(H,48,49)(H,58,59)/b14-7-
• InChI Key: FLUSVKPFFDWGGE-AUWJEWJLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₃₂O₂₇
• Molecular Weight: 968.70 g/mol
• Exact Mass: 968.11309574 g/mol
• Topological Polar Surface Area (TPSA): 461.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 7

Synonyms

• beta-D-Glucopyranose, cyclic-3,6-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 4-(4-hydrogen-2-(3-carboxy-3,4-dihydro-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4-yl)-2-butenedioate)-1-(3,4,5-trihydroxybenzoate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8038	80.38%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5987	59.87%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.7672	76.72%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7457	74.57%
P-glycoprotein inhibitior	+	0.7243	72.43%
P-glycoprotein substrate	+	0.6166	61.66%
CYP3A4 substrate	+	0.7053	70.53%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.6132	61.32%
CYP2C9 inhibition	-	0.6079	60.79%
CYP2C19 inhibition	-	0.5234	52.34%
CYP2D6 inhibition	-	0.8854	88.54%
CYP1A2 inhibition	-	0.7711	77.11%
CYP2C8 inhibition	+	0.7910	79.10%
CYP inhibitory promiscuity	-	0.6913	69.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7163	71.63%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8874	88.74%
Skin irritation	-	0.7513	75.13%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5172	51.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.6976	69.76%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.6485	64.85%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9465	94.65%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.7375	73.75%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	-	0.4873	48.73%
Aromatase binding	+	0.5249	52.49%
PPAR gamma	+	0.7118	71.18%
Honey bee toxicity	-	0.6910	69.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.78%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.68%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.71%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.63%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.92%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.86%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.25%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.25%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.19%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.01%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.82%	91.19%
CHEMBL3194	P02766	Transthyretin	86.54%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.00%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.46%	91.71%
CHEMBL5255	O00206	Toll-like receptor 4	85.42%	92.50%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.80%	95.64%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.64%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.82%	85.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.68%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.16%	95.50%
CHEMBL4530	P00488	Coagulation factor XIII	82.80%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.70%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.53%	97.36%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.66%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.17%	93.03%

Plants that contains it

• Pyrola calliantha
• Pyrola rotundifolia

Cross-Links

• PubChem: 6475760
• NPASS: NPC41304