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2,3:4,6-bis-hexahydroxydiphenyl-l-galloyl-beta-glucose

Family: Plantae - Combretaceae
Kingdom: Plantae
Class: Tannin
- Subclass: Tannin

Canonical Smiles	O=C(c1cc(O)c(c(c1)O)O)C[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@H]2[C@H]1OC(=O)c1cc(O)c(c(c1c1c(C(=O)O2)cc(c(c1O)O)O)O)O)cc(O)c(c3O)O)O)O
InChI	InChI=1S/C42H30O25/c43-14(9-1-15(44)27(50)16(45)2-9)7-21-36-38(67-42(62)13-6-20(49)31(54)35(58)26(13)25-12(40(60)65-36)5-19(48)30(53)34(25)57)37-22(64-21)8-63-39(59)10-3-17(46)28(51)32(55)23(10)24-11(41(61)66-37)4-18(47)29(52)33(24)56/h1-6,21-22,36-38,44-58H,7-8H2/t21-,22+,36-,37+,38+/m0/s1
InChIKey	QXHMPIGPMUUTTM-BWMOGTIPSA-N
Formula	C₄₂H₃₀O₂₅
HBA	25
HBD	15
MW	934.68
Rotatable Bonds	3
TPSA	434.95
LogP	2.11
Number Rings	8
Number Aromatic Rings	5
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.17
Exact Mass	934.11
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Terminalia arjuna	Combretaceae	Plantae	172200

Showing of synonyms

Kandil FE, Nassar MI (1998). A tannin anti-cancer promotor from Terminalia arjuna. Phytochemistry,1998,47(8),1567-1568. [View] [PubMed]

Pubchem: 162817370

Nmrshiftdb2: 60033233

No compound-protein relationship available.

SMILES: c1cccc(c1c23)C(=O)OC4C(OC(=O)c2cccc3)C(CC(=O)c5ccccc5)OC6C4OC(=O)c7c(cccc7)c8c(C(=O)OC6)cccc8

Level: 1

Mol. Weight: 934.68 g/mol

SMILES: c1cccc(c1c23)C(=O)OC4C(OC(=O)c2cccc3)C5C(OC4)COC(=O)c6c(cccc6)c7c(C(=O)O5)cccc7

Level: 0

Mol. Weight: 934.68 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 934.68 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.44
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 5697.87
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 745603.81

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.34
Plasma Protein Binding: 24.21
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 11.66
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -17330.46
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.21
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -1353223863.6
Rat (Acute): 2.69
Rat (Chronic Oral): 5.54
Fathead Minnow: 1708169.22
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 152188141.24
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -77.16
Log(P): 0.6
Log S: -6.78
Log(Vapor Pressure): -5011514.67
Melting Point: 475.83
pKa Acid: -36485.03
pKa Basic: -254.31

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9413
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9413
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9087
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9087
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8787
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8787
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8768
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8768
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.8743
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.8743
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8718
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8718
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8700
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8700
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8643
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8643
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8598
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8598
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8585
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8585
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8573
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8573
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8569
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8569
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.8565
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	4	0.8565
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8551
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8551
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8536
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8536
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8526
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8526
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8471
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8471
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8464
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8464
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.8368
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.8368
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8286
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8286
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8235
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8235
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8152
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8152
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8091
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8091
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7775
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7775
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7774
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7774
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7702
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7702
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7699
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7699
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7693
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7693
Uridine phosphorylase	Q9KT71	Q9KT71_VIBCH	Vibrio cholerae serotype O1	4	0.7625
Uridine phosphorylase	Q9KT71	Q9KT71_VIBCH	Vibrio cholerae serotype O1	4	0.7625
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7564
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7564
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7526
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7526
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7525
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7525
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7464
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.7464
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7391
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7391
NADPH-dependent 7-cyano-7-deazaguanine reductase	Q9KTK0	QUEF_VIBCH	Vibrio cholerae serotype O1	3	0.7388
NADPH-dependent 7-cyano-7-deazaguanine reductase	Q9KTK0	QUEF_VIBCH	Vibrio cholerae serotype O1	3	0.7388
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7386
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7386
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	4	0.7321
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7321
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	4	0.7321
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7321
Uracil-DNA glycosylase	P20536	UNG_VACCC	Vaccinia virus	4	0.7310
Uracil-DNA glycosylase	P20536	UNG_VACCC	Vaccinia virus	4	0.7310
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7293
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7293
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7254
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7254
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7250
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7250
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7239
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7239
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7213
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7213
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7184
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7184
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7162
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7162
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7155
Single-strand selective monofunctional uracil DNA glycosylase	Q9YGN6	SMUG1_XENLA	Xenopus laevis	4	0.7155
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7130
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7130
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7130
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7130
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7103
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7103
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7081
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7081
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7080
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7080
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7073
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7073
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7061
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7061
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7053
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7053
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7004
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7004

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