PCIDB

KNApSAcK Metabolite C00002933

Metabolite

KNApSAcK Entry

id C00002933
Name Pentagalloyl-beta-D-glucose / 1,2,3,4,6-Penta-O-galloyl-beta-D-glucose / (+)-1,2,3,4,6-Penta-O-galloyl-beta-D-glucose
CAS RN 14937-32-7
Standard InChI InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2/t27?,33-,34+,35?,41-/m1/s1
Standard InChI (Main Layer) InChI=1S/C41H32O26/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16/h1-10,27,33-35,41-56H,11H2

Cluster

Phytochemical cluster No. 81
KCF-S cluster No. 302

Link

ChEMBL

By standard InChI
By standard InChI Main Layer CHEMBL127911 CHEMBL262173 CHEMBL206710 CHEMBL207164 CHEMBL382408 CHEMBL377052 CHEMBL425946 CHEMBL383306 CHEMBL207014 CHEMBL1224764 CHEMBL1500249

KEGG

By LinkDB C04576

CTD

By CAS RN C013185

Human Protein / Gene in interaction

46 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P18031 Tyrosine-protein phosphatase non-receptor type 1 Tyr CHEMBL1224764 CHEMBL1228666 (2)
0 / 0
Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 Other cytosolic protein CHEMBL1500249 CHEMBL1614529 (1)
0 / 0
Q16637 Survival motor neuron protein Unclassified protein CHEMBL1500249 CHEMBL1613842 (1)
4 / 2
Q9UIF8 Bromodomain adjacent to zinc finger domain protein 2B Unclassified protein CHEMBL1500249 CHEMBL1738312 (1)
0 / 0
P06746 DNA polymerase beta Enzyme CHEMBL1500249 CHEMBL1614079 (1)
0 / 0
P04062 Glucosylceramidase Enzyme CHEMBL1500249 CHEMBL1613818 (1)
6 / 4
P10253 Lysosomal alpha-glucosidase Hydrolase CHEMBL1500249 CHEMBL1614076 (1)
1 / 1
Q06124 Tyrosine-protein phosphatase non-receptor type 11 Tyr CHEMBL1224764 CHEMBL1228670 (1)
4 / 2
O75604 Ubiquitin carboxyl-terminal hydrolase 2 Enzyme CHEMBL1500249 CHEMBL1614474 (1)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL1500249 CHEMBL1614544 (1)
11 / 10
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL1500249 CHEMBL1614554 (1)
3 / 1
P03951 Coagulation factor XI S1A CHEMBL382408 CHEMBL2320599 (1)
1 / 1
P10586 Receptor-type tyrosine-protein phosphatase F Receptor tyrosine-protein phosphatase CHEMBL1224764 CHEMBL1228669 (1)
0 / 0
P54132 Bloom syndrome protein Enzyme CHEMBL1500249 CHEMBL1614067 (1)
1 / 2
Q92830 Histone acetyltransferase KAT2A Enzyme CHEMBL1500249 CHEMBL1738606 (1)
0 / 0
P42858 Huntingtin Unclassified protein CHEMBL1500249 CHEMBL1613918 (1)
1 / 1
O75496 Geminin Unclassified protein CHEMBL1500249 CHEMBL2114780 (1)
0 / 0
P00742 Coagulation factor X S1A CHEMBL382408 CHEMBL1007649 (1) CHEMBL1007650 (1)
1 / 0
Q9Y468 Lethal(3)malignant brain tumor-like protein 1 Unclassified protein CHEMBL1500249 CHEMBL1614280 (1)
0 / 0
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL1500249 CHEMBL1614257 (1) CHEMBL1614410 (1)
CHEMBL1614531 (1)
1 / 3
P06213 Insulin receptor TK tyrosine-protein kinase INSR subfamily CHEMBL1224764 CHEMBL1228667 (1)
5 / 4
P18054 Arachidonate 12-lipoxygenase, 12S-type Enzyme CHEMBL1500249 CHEMBL1614252 (1)
2 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL1500249 CHEMBL1614521 (1)
0 / 0
P56817 Beta-secretase 1 A1A CHEMBL127911 CHEMBL653507 (1)
0 / 0
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL1500249 CHEMBL1614038 (1)
2 / 2
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL1500249 CHEMBL1614466 (1) CHEMBL1614211 (1)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL1500249 CHEMBL1614250 (1) CHEMBL1614421 (1)
CHEMBL1614502 (1)
4 / 3
P17706 Tyrosine-protein phosphatase non-receptor type 2 Tyr CHEMBL1224764 CHEMBL1228668 (1)
0 / 1
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL1500249 CHEMBL1613914 (1)
0 / 0
P46063 ATP-dependent DNA helicase Q1 Enzyme CHEMBL1500249 CHEMBL1613829 (1) CHEMBL1613928 (1)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL1500249 CHEMBL1738442 (1)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL1500249 CHEMBL1614364 (1)
1 / 1
O00255 Menin Unclassified protein CHEMBL1500249 CHEMBL1614257 (1) CHEMBL1614531 (1)
2 / 5
Q13951 Core-binding factor subunit beta Unclassified protein CHEMBL1500249 CHEMBL1738090 (1) CHEMBL1737904 (1)
0 / 1
Q01196 Runt-related transcription factor 1 Unclassified protein CHEMBL1500249 CHEMBL1738090 (1) CHEMBL1737904 (1)
1 / 6
Q05513 Protein kinase C zeta type Iota CHEMBL382408 CHEMBL769344 (1)
0 / 0
Q04759 Protein kinase C theta type Delta CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 1
Q02156 Protein kinase C epsilon type Eta CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 0
O94806 Serine/threonine-protein kinase D3 Pkd CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 0
P17252 Protein kinase C alpha type Alpha CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 0
Q05655 Protein kinase C delta type Delta CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 0
P05129 Protein kinase C gamma type Alpha CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
1 / 1
P05771 Protein kinase C beta type Alpha CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 0
P24723 Protein kinase C eta type Eta CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
1 / 0
P41743 Protein kinase C iota type Iota CHEMBL382408 CHEMBL769344 (1)
0 / 0
Q15139 Serine/threonine-protein kinase D1 Pkd CHEMBL382408 CHEMBL769344 (1) CHEMBL768504 (1)
0 / 0

CTD interaction (8)

compound gene gene name gene description interaction interaction type form reference
pmid
C013185 6347 CCL2
GDCF-2
HC11
HSMCR30
MCAF
MCP-1
MCP1
SCYA2
SMC-CF
chemokine (C-C motif) ligand 2 beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA] decreases reaction
/ increases expression
mRNA 16253226
C013185 3383 ICAM1
BB2
CD54
P3.58
intercellular adhesion molecule 1 beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA] decreases reaction
/ increases expression
mRNA 16253226
C013185 5970 RELA
NFKB3
p65
v-rel avian reticuloendotheliosis viral oncogene homolog A beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased localization of RELA protein] decreases reaction
/ increases localization
protein 16253226
C013185 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of CCL2 mRNA] decreases reaction
/ increases expression
protein 16253226
C013185 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA] decreases reaction
/ increases expression
protein 16253226
C013185 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA] decreases reaction
/ increases expression
protein 16253226
C013185 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased localization of RELA protein] decreases reaction
/ increases localization
protein 16253226
C013185 7412 VCAM1
CD106
INCAM-100
vascular cell adhesion molecule 1 beta-penta-O-galloyl-glucose inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA] decreases reaction
/ increases expression
mRNA 16253226

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (53)

OMIM preferred title UniProt
#210900 Bloom syndrome; blm P54132
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#114500 Colorectal cancer; crc P18054
#610549 Diabetes mellitus, insulin-resistant, with acanthosis nigricans P06213
#125853 Diabetes mellitus, noninsulin-dependent; niddm P06213
#119900 Digital clubbing, isolated congenital P15428
#246200 Donohue syndrome P06213
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#133239 Esophageal cancer P18054
#227600 Factor x deficiency P00742
#612416 Factor xi deficiency P03951
#600274 Frontotemporal dementia; ftd P10636
#608013 Gaucher disease, perinatal lethal P04062
#230800 Gaucher disease, type i P04062
#230900 Gaucher disease, type ii P04062
#231000 Gaucher disease, type iii P04062
#231005 Gaucher disease, type iiic P04062
#232300 Glycogen storage disease ii P10253
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#610140 Heart-hand syndrome, slovenian type P02545
#143100 Huntington disease; hd P42858
#176670 Hutchinson-gilford progeria syndrome; hgps P02545
#609968 Hyperinsulinemic hypoglycemia, familial, 5; hhf5 P06213
#145000 Hyperparathyroidism 1; hrpt1 O00255
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#607785 Juvenile myelomonocytic leukemia; jmml Q06124
#151100 Leopard syndrome 1 Q06124
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#248370 Mandibuloacral dysplasia with type a lipodystrophy; mada P02545
#156250 Metachondromatosis; metcds Q06124
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#613205 Muscular dystrophy, congenital, lmna-related P02545
#159001 Muscular dystrophy, limb-girdle, type 1b; lgmd1b P02545
#163950 Noonan syndrome 1; ns1 Q06124
#168600 Parkinson disease, late-onset; pd P04062
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#262190 Pineal hyperplasia, insulin-resistant diabetes mellitus, and somatic abnormalities P06213
#601399 Platelet disorder, familial, with associated myeloid malignancy Q01196
#275210 Restrictive dermopathy, lethal P02545
#253300 Spinal muscular atrophy, type i; sma1 Q16637
#253550 Spinal muscular atrophy, type ii; sma2 Q16637
#253400 Spinal muscular atrophy, type iii; sma3 Q16637
#271150 Spinal muscular atrophy, type iv; sma4 Q16637
#605361 Spinocerebellar ataxia 14; sca14 P05129
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8
#601367 Stroke, ischemic P24723
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#188570 Thyroid hormone resistance, generalized, autosomal dominant; grth P10828
#274300 Thyroid hormone resistance, generalized, autosomal recessive; grth P10828
#145650 Thyroid hormone resistance, selective pituitary; prth P10828

KEGG DISEASE (44)

KEGG disease name UniProt
H00033 Adrenal carcinoma O00255 (related)
H00034 Carcinoid O00255 (related)
H00045 Malignant islet cell carcinoma O00255 (related)
H00246 Primary hyperparathyroidism O00255 (related)
H01102 Pituitary adenomas O00255 (related)
H00264 Charcot-Marie-Tooth disease (CMT) P02545 (related)
H00294 Dilated cardiomyopathy (DCM) P02545 (related)
H00420 Familial partial lipodystrophy (FPL) P02545 (related)
H00563 Emery-Dreifuss muscular dystrophy P02545 (related)
H00590 Congenital muscular dystrophies (CMD/MDC) P02545 (related)
H00593 Limb-girdle muscular dystrophy (LGMD) P02545 (related)
H00601 Hutchinson-Gilford progeria syndrome P02545 (related)
H00663 Restrictive dermopathy P02545 (related)
H00665 Mandibuloacral dysplasia P02545 (related)
H01216 Left ventricular noncompaction (LVNC) P02545 (related)
H00938 Factor XI deficiency P03951 (related)
H00066 Lewy body dementia (LBD) P04062 (related)
H00126 Gaucher disease P04062 (related)
H00426 Defects in the degradation of ganglioside P04062 (related)
H00810 Progressive myoclonic epilepsy (PME) P04062 (related)
H00063 Spinocerebellar ataxia (SCA) P05129 (related)
Q9NUW8 (related)
H00719 Leprechaunism P06213 (related)
H00942 Rabson-Mendenhall syndrome P06213 (related)
H01228 Insulin-resistant diabetes mellitus with acanthosis nigricans (IRAN) P06213 (related)
H01267 Familial hyperinsulinemic hypoglycemia (HHF) P06213 (related)
H00069 Glycogen storage diseases (GSD) P10253 (related)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H00249 Thyroid hormone resistance syndrome P10828 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H00408 Type I diabetes mellitus P17706 (related)
Q04759 (related)
H00059 Huntington's disease (HD) P42858 (related)
H00094 DNA repair defects P54132 (related)
H00296 Defects in RecQ helicases P54132 (related)
H00001 Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) Q01196 (related)
Q01196 (marker)
Q03164 (related)
Q03164 (marker)
H00003 Acute myeloid leukemia (AML) Q01196 (related)
Q01196 (marker)
Q13951 (marker)
H00004 Chronic myeloid leukemia (CML) Q01196 (related)
H00978 Thrombocytopenia (THC) Q01196 (related)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (related)
H00523 Noonan syndrome and related disorders Q06124 (related)
H01018 Metachondromatosis Q06124 (related)
H00455 Spinal muscular atrophy (SMA) Q16637 (related)
Q16637 (related)