1,6-digalloylglucose - Compound Card

1,6-digalloylglucose

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1,6-digalloylglucose

Structure
Zoomed Structure
  • Family: Plantae - Myrtaceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Gallotannin
Canonical Smiles O=C(C([C@H]([C@H]([C@@H]([C@H](C(=O)C(=O)c1cc(O)c(c(c1)O)O)O)O)O)O)O)c1cc(O)c(c(c1)O)O
InChI InChI=1S/C20H20O14/c21-7-1-5(2-8(22)13(7)27)11(25)15(29)17(31)19(33)20(34)18(32)16(30)12(26)6-3-9(23)14(28)10(24)4-6/h1-4,15,17-24,27-29,31-34H/t15?,17-,18+,19-,20-/m1/s1
InChIKey UXQTVVCSQYDWQX-CUCSMPGESA-N
Formula C20H20O14
HBA 14
HBD 11
MW 484.37
Rotatable Bonds 9
TPSA 273.74
LogP -2.64
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 484.09
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Syzygium cumini Myrtaceae Plantae —

Showing of synonyms

  • Eldin Elhawary S.S, Elmotyam A.K.E, et al. (2022). Cytotoxic and anti-diabetic potential, metabolic profiling and insilico studies of Syzygium cumini (L.) Skeels belonging to family Myrtaceae. Natural product research,2022, 36(4), 1026-1030. [View] [PubMed]
Pubchem: 118431216

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)C(=O)CCCCCC(=O)c2ccccc2

Level: 1

Mol. Weight: 484.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 484.37 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
-6.780
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2.53

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.190
Plasma Protein Binding
42.83
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
Non-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
Non-Inhibitor

Excretion

Clearance
9.420
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.930
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.220
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.030
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-75.200
Rat (Acute)
2.180
Rat (Chronic Oral)
4.170
Fathead Minnow
3.310
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
739.390
Hydration Free Energy
-7.940
Log(D) at pH=7.4
-2.970
Log(P)
-1.56
Log S
-3.08
Log(Vapor Pressure)
-17.3
Melting Point
207.05
pKa Acid
4.53
pKa Basic
13.29
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9135
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9121
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9106
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9080
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9048
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9040
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8675
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8596
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8591
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8568
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8566
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.8546
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8536
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8475
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.8455
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8450
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8415
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8412
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8394
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8387
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8380
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.8365
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8322
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8290
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8267
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8227
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8207
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8185
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8185
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8165
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8153
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8140
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8136
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8117
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8087
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8069
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8010
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 3 0.7999
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7985
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7963
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7914
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7913
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 4 0.7774
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7760
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7699
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7697
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 4 0.7694
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7679
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7637
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7628
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7601
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7566
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7560
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7552
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7515
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 4 0.7482
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 5 0.7475
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7440
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 4 0.7428
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7419
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7416
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7413
Catechol O-methyltransferase P21964 COMT_HUMAN Homo sapiens 3 0.7406
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7402
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7388
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7375
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7374
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7350
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7342
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7334
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7312
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7308
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7274
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7270
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7262
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7242
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7234
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7228
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7223
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7216
Ribosomal RNA small subunit methyltransferase NEP1 Q06287 NEP1_YEAST Saccharomyces cerevisiae 4 0.7214
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7214
Tryptophan--tRNA ligase Q9PIB4 SYW_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 4 0.7209
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7185
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7184
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7172
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.7168
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7161
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7148
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7137
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 4 0.7134
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7131
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7121
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7121
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7120
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.7100
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7074
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7054
Bifunctional adenosylcobalamin biosynthesis protein CobU Q05599 COBU_SALTY Salmonella typhimurium 5 0.7052
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7047
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7033
Purine phosphoribosyltransferase (GpT-2) Q97W22 Q97W22_SACS2 Saccharolobus solfataricus 5 0.7028
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 5 0.7026
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7024
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7021
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7020
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7017
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7017
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7006
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7002
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7002
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7001

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