PCIDB

KNApSAcK Metabolite C00009077

Metabolite

KNApSAcK Entry

id C00009077
Name Procyanidin B2 / Epicathechin-(4beta->8)-epicathechin
CAS RN 29106-49-8
Standard InChI InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
Standard InChI (Main Layer) InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2

Cluster

Phytochemical cluster No. 19
KCF-S cluster No. 16

Link

ChEMBL

By standard InChI CHEMBL38714
By standard InChI Main Layer CHEMBL38714 CHEMBL81753 CHEMBL504937 CHEMBL501490 CHEMBL447373 CHEMBL1253314 CHEMBL1590914

KEGG

By LinkDB C17639

CTD

By CAS RN C479580

Species

Summary

Plant class

class name count
rosids 11
asterids 5
Magnoliophyta 5
eudicotyledons 2
Euphyllophyta 1

Family (Top 10)

family name count
Rosaceae 5
Lauraceae 5
Ericaceae 2
Polygonaceae 2
Fabaceae 2
Hippocastanaceae 1
Oxalidaceae 1
Theaceae 1
Adoxaceae 1
Davalliaceae 1

List (24)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Aesculus hippocastanum 43364 Hippocastanaceae rosids Viridiplantae
Arachis hypogaea 3818 Fabaceae rosids Viridiplantae
Averrhoa carambola L. 21563 Oxalidaceae rosids Viridiplantae
Camellia sinensis 4442 Theaceae asterids Viridiplantae
Cinnamomum cassia Blume. 13428 Lauraceae Magnoliophyta Viridiplantae
Cinnamomum obtusifolium Nees. 13428 Lauraceae Magnoliophyta Viridiplantae
Cinnamomum spp. 13428 Lauraceae Magnoliophyta Viridiplantae
Coleogyne ramosissima Torr. 401069 Rosaceae rosids Viridiplantae
Cotoneaster spp. 36607 Rosaceae rosids Viridiplantae
Crataegus spp. 23159 Rosaceae rosids Viridiplantae
Davallia mariesii 29639 Davalliaceae Euphyllophyta Viridiplantae
Ecdysanthera utilis 4056 Apocynaceae asterids Viridiplantae
Eriobotrya japonica 32224 Rosaceae rosids Viridiplantae
Fagopyrum esculentum 3617 Polygonaceae eudicotyledons Viridiplantae
Fagopyrum homotropicum 85475 Polygonaceae eudicotyledons Viridiplantae
Laurus nobilis 85223 Lauraceae Magnoliophyta Viridiplantae
Malus spp. 3749 Rosaceae rosids Viridiplantae
Persea gratissima 3435 Lauraceae Magnoliophyta Viridiplantae
Saraca asoca 1073321 Fabaceae rosids Viridiplantae
Theobroma cacao 3641 Malvaceae rosids Viridiplantae
Vaccinium macrocarpon 13750 Ericaceae asterids Viridiplantae
Vaccinium myritillus 13749 Ericaceae asterids Viridiplantae
Viburnum burkwoodii 4204 Adoxaceae asterids Viridiplantae
Vitis vinifera 29760 Vitaceae rosids Viridiplantae

Human Protein / Gene in interaction

20 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL1590914 CHEMBL1741321 (1)
1 / 0
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL1590914 CHEMBL1741325 (1)
0 / 1
P18433 Receptor-type tyrosine-protein phosphatase alpha Receptor tyrosine-protein phosphatase CHEMBL1253314 CHEMBL1252117 (1) CHEMBL1252118 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL1590914 CHEMBL1741322 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL1590914 CHEMBL1614227 (1)
3 / 3
P23467 Receptor-type tyrosine-protein phosphatase beta Receptor tyrosine-protein phosphatase CHEMBL1253314 CHEMBL1252119 (1)
0 / 0
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL1590914 CHEMBL1614240 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL1590914 CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL1590914 CHEMBL1741324 (1)
0 / 1
Q05513 Protein kinase C zeta type Iota CHEMBL81753 CHEMBL769344 (1)
0 / 0
Q04759 Protein kinase C theta type Delta CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 1
Q02156 Protein kinase C epsilon type Eta CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 0
O94806 Serine/threonine-protein kinase D3 Pkd CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 0
P17252 Protein kinase C alpha type Alpha CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 0
Q05655 Protein kinase C delta type Delta CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 0
P05129 Protein kinase C gamma type Alpha CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
1 / 1
P05771 Protein kinase C beta type Alpha CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 0
P24723 Protein kinase C eta type Eta CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
1 / 0
P41743 Protein kinase C iota type Iota CHEMBL81753 CHEMBL769344 (1)
0 / 0
Q15139 Serine/threonine-protein kinase D1 Pkd CHEMBL81753 CHEMBL769344 (1) CHEMBL768505 (1)
0 / 0

CTD interaction (20)

compound gene gene name gene description interaction interaction type form reference
pmid
C479580 207 AKT1
AKT
CWS6
PKB
PKB-ALPHA
PRKBA
RAC
RAC-ALPHA
v-akt murine thymoma viral oncogene homolog 1 (EC:2.7.11.1) procyanidin B2 results in increased phosphorylation of AKT1 protein increases phosphorylation
protein 21945981
C479580 581 BAX
BCL2L4
BCL2-associated X protein procyanidin B2 inhibits the reaction [MFGE8 protein results in increased expression of BAX protein] decreases reaction
/ increases expression
protein 21505870
C479580 581 BAX
BCL2L4
BCL2-associated X protein procyanidin B2 results in decreased expression of BAX protein decreases expression
protein 21505870
C479580 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) procyanidin B2 inhibits the reaction [MFGE8 protein results in increased expression of CASP3 protein modified form] decreases reaction
/ increases expression
protein 21505870
C479580 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) procyanidin B2 results in decreased expression of CASP3 protein modified form decreases expression
protein 21505870
C479580 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) procyanidin B2 inhibits the reaction [MFGE8 protein results in increased activity of CASP9 protein] decreases reaction
/ increases activity
protein 21505870
C479580 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) procyanidin B2 results in decreased activity of CASP9 protein decreases activity
protein 21505870
C479580 54205 CYCS
CYC
HCS
THC4
cytochrome c, somatic procyanidin B2 affects the localization of CYCS protein affects localization
protein 21505870
C479580 54205 CYCS
CYC
HCS
THC4
cytochrome c, somatic procyanidin B2 inhibits the reaction [MFGE8 protein affects the localization of CYCS protein] affects localization
/ decreases reaction
protein 21505870
C479580 2932 GSK3B
glycogen synthase kinase 3 beta (EC:2.7.11.1 2.7.11.26) procyanidin B2 inhibits the reaction [MFGE8 protein results in decreased expression of GSK3B protein modified form] decreases expression
/ decreases reaction
protein 21505870
C479580 2932 GSK3B
glycogen synthase kinase 3 beta (EC:2.7.11.1 2.7.11.26) procyanidin B2 results in increased expression of GSK3B protein modified form increases expression
protein 21505870
C479580 5594 MAPK1
ERK
ERK2
ERT1
MAPK2
P42MAPK
PRKM1
PRKM2
p38
p40
p41
p41mapk
mitogen-activated protein kinase 1 (EC:2.7.11.24) procyanidin B2 results in increased phosphorylation of MAPK1 protein increases phosphorylation
protein 21945981
C479580 5595 MAPK3
ERK-1
ERK1
ERT2
HS44KDAP
HUMKER1A
P44ERK1
P44MAPK
PRKM3
p44-ERK1
p44-MAPK
mitogen-activated protein kinase 3 (EC:2.7.11.24) procyanidin B2 results in increased phosphorylation of MAPK3 protein increases phosphorylation
protein 21945981
C479580 4240 MFGE8
BA46
EDIL1
HMFG
HsT19888
MFG-E8
MFGM
OAcGD3S
SED1
SPAG10
hP47
milk fat globule-EGF factor 8 protein procyanidin B2 affects the susceptibility to MFGE8 protein affects response to substance
protein 21505870
C479580 4240 MFGE8
BA46
EDIL1
HMFG
HsT19888
MFG-E8
MFGM
OAcGD3S
SED1
SPAG10
hP47
milk fat globule-EGF factor 8 protein procyanidin B2 inhibits the reaction [MFGE8 protein affects the localization of CYCS protein] affects localization
/ decreases reaction
protein 21505870
C479580 4240 MFGE8
BA46
EDIL1
HMFG
HsT19888
MFG-E8
MFGM
OAcGD3S
SED1
SPAG10
hP47
milk fat globule-EGF factor 8 protein procyanidin B2 inhibits the reaction [MFGE8 protein results in decreased expression of GSK3B protein modified form] decreases expression
/ decreases reaction
protein 21505870
C479580 4240 MFGE8
BA46
EDIL1
HMFG
HsT19888
MFG-E8
MFGM
OAcGD3S
SED1
SPAG10
hP47
milk fat globule-EGF factor 8 protein procyanidin B2 inhibits the reaction [MFGE8 protein results in increased activity of CASP9 protein] decreases reaction
/ increases activity
protein 21505870
C479580 4240 MFGE8
BA46
EDIL1
HMFG
HsT19888
MFG-E8
MFGM
OAcGD3S
SED1
SPAG10
hP47
milk fat globule-EGF factor 8 protein procyanidin B2 inhibits the reaction [MFGE8 protein results in increased expression of BAX protein] decreases reaction
/ increases expression
protein 21505870
C479580 4240 MFGE8
BA46
EDIL1
HMFG
HsT19888
MFG-E8
MFGM
OAcGD3S
SED1
SPAG10
hP47
milk fat globule-EGF factor 8 protein procyanidin B2 inhibits the reaction [MFGE8 protein results in increased expression of CASP3 protein modified form] decreases reaction
/ increases expression
protein 21505870
C479580 7153 TOP2A
TOP2
TP2A
topoisomerase (DNA) II alpha 170kDa (EC:5.99.1.3) procyanidin B2 results in decreased activity of TOP2A protein decreases activity
protein 16536579

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (7)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#605361 Spinocerebellar ataxia 14; sca14 P05129
#601367 Stroke, ischemic P24723

KEGG DISEASE (8)

KEGG disease name UniProt
H00063 Spinocerebellar ataxia (SCA) P05129 (related)
H00036 Osteosarcoma P08684 (marker)
H01205 Coumarin resistance P11712 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00408 Type I diabetes mellitus Q04759 (related)
H00480 Non-syndromic X-linked mental retardation Q99714 (related)
H00658 Syndromic X-linked mental retardation Q99714 (related)
H00925 2-Methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency Q99714 (related)