PCIDB

KNApSAcK Metabolite C00004533

Metabolite

KNApSAcK Entry

id C00004533
Name Galangin / Norizalpinin / 3,5,7-Trihydroxyflavone / 3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one
CAS RN 548-83-4
Standard InChI InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H
Standard InChI (Main Layer) InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H

Cluster

Phytochemical cluster No. 15
KCF-S cluster No. 76

Link

ChEMBL

By standard InChI CHEMBL309490
By standard InChI Main Layer CHEMBL309490

KEGG

By LinkDB C10044

CTD

By CAS RN C037032

Species

Summary

Plant class

class name count
asterids 10
rosids 7
eudicotyledons 1
Euphyllophyta 1
Liliopsida 1

Family

family name count
Asteraceae 8
Nothofagaceae 3
Fabaceae 2
Woodsiaceae 1
Grossulariaceae 1
Datiscaceae 1
Zingiberaceae 1
Escalloniaceae 1
Salicaceae 1
Boraginaceae 1

List (20)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom
Alpinia officinarum 199623 Zingiberaceae Liliopsida Viridiplantae
Baccharis viminea 41487 Asteraceae asterids Viridiplantae
Cassinia quinquefaria 125672 Asteraceae asterids Viridiplantae
Datisca cannabina 34296 Datiscaceae rosids Viridiplantae
Escallonia spp. 23075 Escalloniaceae asterids Viridiplantae
Flourensia cernua 191157 Asteraceae asterids Viridiplantae
Glycyrrhiza glabra 49827 Fabaceae rosids Viridiplantae
Gnaphalium microcephalum 59428 Asteraceae asterids Viridiplantae
Helichrysum aureonitens 1244806 Asteraceae asterids Viridiplantae
Helichrysum aureum 112357 Asteraceae asterids Viridiplantae
Heliotropium filifolium 454096 Boraginaceae asterids Viridiplantae
Heterothalamus psiadioides 382001 Asteraceae asterids Viridiplantae
Millettia racemosa 53625 Fabaceae rosids Viridiplantae
Nothofagus alessandri 28931 Nothofagaceae rosids Viridiplantae
Nothofagus antarctica 28933 Nothofagaceae rosids Viridiplantae
Nothofagus spp. 26779 Nothofagaceae rosids Viridiplantae
Odixia spp. 125739 Asteraceae asterids Viridiplantae
Populus nigra 3691 Salicaceae rosids Viridiplantae
Ribes viscosissimum 175237 Grossulariaceae eudicotyledons Viridiplantae
Woodsia scopulina 29610 Woodsiaceae Euphyllophyta Viridiplantae

Human Protein / Gene in interaction

35 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL309490 CHEMBL1614110 (1)
1 / 0
P22310 UDP-glucuronosyltransferase 1-4 Enzyme CHEMBL309490 CHEMBL1908081 (1) CHEMBL1908082 (1)
3 / 0
O75795 UDP-glucuronosyltransferase 2B17 Enzyme CHEMBL309490 CHEMBL1743337 (1)
1 / 0
P33765 Adenosine receptor A3 Adenosine receptor CHEMBL309490 CHEMBL638578 (1) CHEMBL641515 (1)
CHEMBL649050 (1)
0 / 0
P47989 Xanthine dehydrogenase/oxidase Oxidoreductase CHEMBL309490 CHEMBL1023248 (1)
1 / 1
P04798 Cytochrome P450 1A1 Cytochrome P450 1A1 CHEMBL309490 CHEMBL1225717 (1)
0 / 0
P08183 Multidrug resistance protein 1 drug CHEMBL309490 CHEMBL1827948 (1) CHEMBL2075833 (1)
1 / 0
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL309490 CHEMBL1614027 (1)
0 / 1
P11388 DNA topoisomerase 2-alpha Isomerase CHEMBL309490 CHEMBL1014691 (1)
0 / 0
P29274 Adenosine receptor A2a Adenosine receptor CHEMBL309490 CHEMBL644658 (1) CHEMBL644659 (1)
CHEMBL644660 (1)
0 / 0
P36888 Receptor-type tyrosine-protein kinase FLT3 Pdgfr CHEMBL309490 CHEMBL2342404 (1)
1 / 1
P84022 Mothers against decapentaplegic homolog 3 Unclassified protein CHEMBL309490 CHEMBL1794584 (1)
2 / 0
O75496 Geminin Unclassified protein CHEMBL309490 CHEMBL2114843 (1)
0 / 0
O60656 UDP-glucuronosyltransferase 1-9 Enzyme CHEMBL309490 CHEMBL1908086 (1)
0 / 0
P38398 Breast cancer type 1 susceptibility protein Enzyme CHEMBL309490 CHEMBL2114807 (1)
4 / 2
P54855 UDP-glucuronosyltransferase 2B15 Enzyme CHEMBL309490 CHEMBL1908090 (1)
0 / 0
P04150 Glucocorticoid receptor NR3C1 CHEMBL309490 CHEMBL1052488 (1) CHEMBL1052489 (1)
0 / 1
P11511 Cytochrome P450 19A1 Cytochrome P450 19A1 CHEMBL309490 CHEMBL987972 (1)
2 / 2
Q16678 Cytochrome P450 1B1 Cytochrome P450 1B1 CHEMBL309490 CHEMBL1225718 (1)
4 / 4
P06276 Cholinesterase Hydrolase CHEMBL309490 CHEMBL1045780 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL309490 CHEMBL1225716 (1)
0 / 0
Q96QE3 ATPase family AAA domain-containing protein 5 Unclassified protein CHEMBL309490 CHEMBL1738588 (1)
0 / 0
P22303 Acetylcholinesterase Hydrolase CHEMBL309490 CHEMBL1045781 (1)
1 / 0
Q02880 DNA topoisomerase 2-beta Isomerase CHEMBL309490 CHEMBL880106 (1)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL309490 CHEMBL1613777 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL309490 CHEMBL1614108 (1) CHEMBL1613886 (1)
0 / 1
Q9UNA4 DNA polymerase iota Enzyme CHEMBL309490 CHEMBL1794483 (1)
0 / 0
P22309 UDP-glucuronosyltransferase 1-1 Enzyme CHEMBL309490 CHEMBL1908080 (2)
5 / 1
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL309490 CHEMBL1614421 (1) CHEMBL1614502 (1)
4 / 3
P19224 UDP-glucuronosyltransferase 1-6 Enzyme CHEMBL309490 CHEMBL1908083 (1)
0 / 0
P10275 Androgen receptor NR3C4 CHEMBL309490 CHEMBL1052486 (1)
3 / 4
P06239 Tyrosine-protein kinase Lck Src CHEMBL309490 CHEMBL941407 (1)
0 / 1
O00255 Menin Unclassified protein CHEMBL309490 CHEMBL1614257 (1) CHEMBL1614531 (1)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL309490 CHEMBL1614257 (1) CHEMBL1614531 (1)
1 / 3
O94925 Glutaminase kidney isoform, mitochondrial Enzyme CHEMBL309490 CHEMBL2114738 (1)
0 / 0

CTD interaction (24)

compound gene gene name gene description interaction interaction type form reference
pmid
C037032 4363 ABCC1
ABC29
ABCC
GS-X
MRP
MRP1
ATP-binding cassette, sub-family C (CFTR/MRP), member 1 galangin results in decreased activity of ABCC1 protein decreases activity
protein 15670588
C037032 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) galangin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] decreases reaction
/ increases expression
mRNA 17090139
C037032 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) galangin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 protein] decreases reaction
/ increases expression
protein 17090139
C037032 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) galangin results in decreased activity of CYP1A1 protein decreases activity
protein 21053930
C037032 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) galangin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A2 mRNA] decreases reaction
/ increases expression
mRNA 17090139
C037032 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) galangin results in decreased activity of CYP1A2 protein decreases activity
protein 20806393
21053930
C037032 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) galangin binds to and results in decreased activity of CYP1B1 protein affects binding
/ decreases activity
protein 21053930
C037032 1559 CYP2C9
CPC9
CYP2C
CYP2C10
CYPIIC9
P450IIC9
cytochrome P450, family 2, subfamily C, polypeptide 9 (EC:1.14.13.48 1.14.13.49 1.14.13.80) galangin inhibits the reaction [CYP2C9 protein results in increased hydroxylation of Flurbiprofen] decreases reaction
/ increases hydroxylation
protein 21053930
C037032 1576 CYP3A4
CP33
CP34
CYP3A
CYP3A3
CYPIIIA3
CYPIIIA4
HLP
NF-25
P450C3
P450PCN1
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) galangin inhibits the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 4-hydroxymidazolam] decreases reaction
/ increases chemical synthesis
/ increases oxidation
protein 21053930
C037032 1576 CYP3A4
CP33
CP34
CYP3A
CYP3A3
CYPIIIA3
CYPIIIA4
HLP
NF-25
P450C3
P450PCN1
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) galangin promotes the reaction [[CYP3A4 protein results in increased oxidation of Midazolam] which results in increased chemical synthesis of 1-hydroxymethylmidazolam] increases chemical synthesis
/ increases oxidation
/ increases reaction
protein 21053930
C037032 1576 CYP3A4
CP33
CP34
CYP3A
CYP3A3
CYPIIIA3
CYPIIIA4
HLP
NF-25
P450C3
P450PCN1
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) galangin results in decreased activity of CYP3A4 protein decreases activity
protein 21053930
C037032 2034 EPAS1
ECYT4
HIF2A
HLF
MOP2
PASD2
bHLHe73
endothelial PAS domain protein 1 ferrous sulfate inhibits the reaction [galangin results in increased expression of EPAS1 protein] decreases reaction
/ increases expression
protein 17973296
C037032 2034 EPAS1
ECYT4
HIF2A
HLF
MOP2
PASD2
bHLHe73
endothelial PAS domain protein 1 galangin results in increased expression of EPAS1 protein increases expression
protein 17973296
C037032 2034 EPAS1
ECYT4
HIF2A
HLF
MOP2
PASD2
bHLHe73
endothelial PAS domain protein 1 Iron inhibits the reaction [galangin results in increased expression of EPAS1 protein] decreases reaction
/ increases expression
protein 17973296
C037032 2950 GSTP1
DFN7
FAEES3
GST3
GSTP
PI
glutathione S-transferase pi 1 (EC:2.5.1.18) galangin results in decreased activity of GSTP1 protein decreases activity
protein 15041478
C037032 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) ferrous sulfate inhibits the reaction [galangin results in increased expression of HIF1A protein] decreases reaction
/ increases expression
protein 17973296
C037032 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) galangin results in increased expression of HIF1A protein increases expression
protein 17973296
C037032 3091 HIF1A
HIF-1A
HIF-1alpha
HIF1
HIF1-ALPHA
MOP1
PASD8
bHLHe78
hypoxia inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) Iron inhibits the reaction [galangin results in increased expression of HIF1A protein] decreases reaction
/ increases expression
protein 17973296
C037032 54658 UGT1A1
BILIQTL1
GNT1
HUG-BR1
UDPGT
UDPGT_1-1
UGT1
UGT1A
UDP glucuronosyltransferase 1 family, polypeptide A1 (EC:2.4.1.17) UGT1A1 protein results in increased glucuronidation of galangin increases glucuronidation
protein 14557274
C037032 54575 UGT1A10
UDPGT
UGT-1J
UGT1-10
UGT1.10
UGT1J
UDP glucuronosyltransferase 1 family, polypeptide A10 (EC:2.4.1.17) UGT1A10 protein results in increased glucuronidation of galangin increases glucuronidation
protein 14557274
C037032 54577 UGT1A7
UDPGT
UDPGT_1-7
UGT-1G
UGT1-07
UGT1.7
UGT1G
UDP glucuronosyltransferase 1 family, polypeptide A7 (EC:2.4.1.17) UGT1A7 protein results in increased glucuronidation of galangin increases glucuronidation
protein 14557274
C037032 54576 UGT1A8
UDPGT
UDPGT_1-8
UGT-1H
UGT1-08
UGT1.8
UGT1A8S
UGT1H
UDP glucuronosyltransferase 1 family, polypeptide A8 (EC:2.4.1.17) UGT1A8 protein results in increased glucuronidation of galangin increases glucuronidation
protein 14557274
C037032 54600 UGT1A9
HLUGP4
LUGP4
UDPGT
UDPGT_1-9
UGT-1I
UGT1-09
UGT1-9
UGT1.9
UGT1AI
UGT1I
UDP glucuronosyltransferase 1 family, polypeptide A9 (EC:2.4.1.17) UGT1A9 protein results in increased glucuronidation of galangin increases glucuronidation
protein 14557274
C037032 7366 UGT2B15
HLUG4
UDPGT_2B8
UDPGT2B15
UDPGTH3
UGT2B8
UDP glucuronosyltransferase 2 family, polypeptide B15 (EC:2.4.1.17) UGT2B15 protein results in increased metabolism of galangin increases metabolic processing
protein 7835232

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (34)

OMIM preferred title UniProt
#300068 Androgen insensitivity syndrome; ais P10275
#312300 Androgen insensitivity, partial; pais P10275
#613546 Aromatase deficiency P11511
#139300 Aromatase excess syndrome; aexs P11511
#601816 Bilirubin, serum level of, quantitative trait locus 1; biliqtl1 P22309
#612560 Bone mineral density quantitative trait locus 12; bmnd12 O75795
#114480 Breast cancer P38398
#604370 Breast-ovarian cancer, familial, susceptibility to, 1; brovca1 P38398
#114500 Colorectal cancer; crc P84022
#218800 Crigler-najjar syndrome, type i P22309
P22310
#606785 Crigler-najjar syndrome, type ii P22309
P22310
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#600274 Frontotemporal dementia; ftd P10636
#143500 Gilbert syndrome P22309
P22310
#137750 Glaucoma 1, open angle, a; glc1a Q16678
#231300 Glaucoma 3, primary congenital, a; glc3a Q16678
#137760 Glaucoma, primary open angle; poag Q16678
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#237900 Hyperbilirubinemia, transient familial neonatal; hblrtfn P22309
#145000 Hyperparathyroidism 1; hrpt1 O00255
#612244 Inflammatory bowel disease 13; ibd13 P08183
#601626 Leukemia, acute myeloid; aml P36888
#613795 Loeys-dietz syndrome, type 3; lds3 P84022
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#167000 Ovarian cancer P38398
#614320 Pancreatic cancer, susceptibility to, 4; pnca4 P38398
#260540 Parkinson-dementia syndrome P10636
#604229 Peters anomaly Q16678
#172700 Pick disease of brain P10636
#313200 Spinal and bulbar muscular atrophy, x-linked 1; smax1 P10275
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#278300 Xanthinuria, type i P47989
#112100 Yt blood group antigen P22303

KEGG DISEASE (29)

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)
H00599 46,XX disorders of sex development (Disorders related to androgen excess) P04150 (related)
P11511 (related)
H00093 Combined immunodeficiencies (CIDs) P06239 (related)
H00036 Osteosarcoma P08684 (marker)
H00024 Prostate cancer P10275 (related)
H00062 Spinal and bulbar muscular atrophy (SBMA) P10275 (related)
H00608 46,XY disorders of sex development (Disorders in androgen synthesis or action) P10275 (related)
H00609 46,XY disorders of sex development (Other) P10275 (related)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H00794 Aromatase excess syndrome P11511 (related)
H01205 Coumarin resistance P11712 (related)
H00208 Hyperbilirubinemia P22309 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00003 Acute myeloid leukemia (AML) P36888 (related)
H00027 Ovarian cancer P38398 (related)
H00031 Breast cancer P38398 (related)
H00192 Xanthinuria P47989 (related)
H00001 Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) Q03164 (related)
Q03164 (marker)
H00002 Acute lymphoblastic leukemia (ALL) (precursor T lymphoblastic leukemia) Q03164 (related)
H00612 Primary open angle glaucoma Q16678 (related)
H01075 Peters anomaly Q16678 (related)
H01159 Anterior segment dysgenesis (ASD) Q16678 (related)
H01203 Primary congenital glaucoma (PCG) Q16678 (related)

Diseases related to CTD interactions

4 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D006943 C037032 Hyperglycemia therapeutic
21708140
D006946 C037032 Hyperinsulinism therapeutic
21708140
D015228 C037032 Hypertriglyceridemia therapeutic
21708140
D007333 C037032 Insulin Resistance therapeutic
21708140