Metabolite

KNApSAcK Entry

id C00000983
Name Naringin
CAS RN 10236-47-2
Standard InChI InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10?,16-,18?,20-,21+,22-,23-,24?,25?,26-,27+/m0/s1
Standard InChI (Main Layer) InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3

Cluster

Phytochemical cluster No. 14
KCF-S cluster No. 48

Link

ChEMBL

By standard InChI
By standard InChI Main Layer CHEMBL451532 CHEMBL451512 CHEMBL1742953 CHEMBL1970019

KEGG

By LinkDB C09789

CTD

By CAS RN C005274

Human Protein / Gene in interaction

18 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P22310 UDP-glucuronosyltransferase 1-4 Enzyme CHEMBL451512 CHEMBL1908082 (1)
3 / 0
P18031 Tyrosine-protein phosphatase non-receptor type 1 Tyr CHEMBL451512 CHEMBL972808 (1)
0 / 0
Q9Y6L6 Solute carrier organic anion transporter family member 1B1 Electrochemical transporter CHEMBL451512 CHEMBL2169429 (1)
1 / 0
O94956 Solute carrier organic anion transporter family member 2B1 Unclassified protein CHEMBL451512 CHEMBL2076048 (1) CHEMBL2076049 (1)
CHEMBL2169431 (1)
0 / 0
P08183 Multidrug resistance protein 1 drug CHEMBL451512 CHEMBL2078579 (1)
1 / 0
O75496 Geminin Unclassified protein CHEMBL451512 CHEMBL2114780 (1)
0 / 0
P46721 Solute carrier organic anion transporter family member 1A2 Unclassified protein CHEMBL451512 CHEMBL1743169 (1)
0 / 0
P54855 UDP-glucuronosyltransferase 2B15 Enzyme CHEMBL451512 CHEMBL1908090 (1)
0 / 0
P11308 Transcriptional regulator ERG Unclassified protein CHEMBL451512 CHEMBL2114924 (1)
1 / 2
P83916 Chromobox protein homolog 1 Unclassified protein CHEMBL451532 CHEMBL1794401 (1)
0 / 0
Q9NPD5 Solute carrier organic anion transporter family member 1B3 Electrochemical transporter CHEMBL451512 CHEMBL2169430 (1)
1 / 0
P11511 Cytochrome P450 19A1 Cytochrome P450 19A1 CHEMBL451512 CHEMBL958771 (1)
2 / 2
P61088 Ubiquitin-conjugating enzyme E2 N Enzyme CHEMBL451532 CHEMBL451512 CHEMBL1738485 (2) CHEMBL1738239 (2)
0 / 0
P22309 UDP-glucuronosyltransferase 1-1 Enzyme CHEMBL451512 CHEMBL1908080 (1)
5 / 1
Q9Y251 Heparanase Enzyme CHEMBL451512 CHEMBL2349718 (1) CHEMBL2349719 (1)
CHEMBL2349720 (1)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL451532 CHEMBL1738442 (1)
0 / 0
O75874 Isocitrate dehydrogenase [NADP] cytoplasmic Enzyme CHEMBL451512 CHEMBL2354311 (1)
1 / 0
Q13148 TAR DNA-binding protein 43 Unclassified protein CHEMBL451532 CHEMBL2354287 (1)
1 / 1

CTD interaction (13)

compound gene gene name gene description interaction interaction type form reference
pmid
C005274 581 BAX
BCL2L4
BCL2-associated X protein naringin results in increased expression of BAX mRNA increases expression
mRNA 22847135
C005274 836 CASP3
CPP32
CPP32B
SCA-1
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) naringin results in increased expression of CASP3 mRNA increases expression
mRNA 22847135
C005274 842 CASP9
APAF-3
APAF3
ICE-LAP6
MCH6
PPP1R56
caspase 9, apoptosis-related cysteine peptidase (EC:3.4.22.62) naringin results in increased expression of CASP9 mRNA increases expression
mRNA 22847135
C005274 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) naringin results in decreased activity of CYP1A1 protein decreases activity
protein 21053930
C005274 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) naringin results in decreased activity of CYP1A2 protein decreases activity
protein 21053930
C005274 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) naringin binds to and results in decreased activity of CYP1B1 protein affects binding
/ decreases activity
protein 21053930
C005274 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) naringin inhibits the reaction [CYP2C9 protein results in increased hydroxylation of Flurbiprofen] decreases reaction
/ increases hydroxylation
protein 21053930
C005274 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) naringin inhibits the reaction [CYP3A4 protein affects the metabolism of Verapamil] affects metabolic processing
/ decreases reaction
protein 16013069
C005274 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) naringin results in decreased activity of CYP3A4 protein decreases activity
protein 16013069
21053930
C005274 8772 FADD
MORT1
Fas (TNFRSF6)-associated via death domain naringin results in increased expression of FADD mRNA increases expression
mRNA 22847135
C005274 355 FAS
ALPS1A
APO-1
APT1
CD95
FAS1
FASTM
TNFRSF6
Fas cell surface death receptor naringin results in increased expression of FAS mRNA increases expression
mRNA 22847135
C005274 3383 ICAM1
BB2
CD54
P3.58
intercellular adhesion molecule 1 naringin inhibits the reaction [Glucose results in increased expression of ICAM1] decreases reaction
/ increases expression
22074828
C005274 7157 TP53
BCC7
LFS1
P53
TRP53
tumor protein p53 naringin results in increased expression of TP53 mRNA increases expression
mRNA 22847135

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (12)

OMIM preferred title UniProt
#612069 Amyotrophic lateral sclerosis 10, with or without frontotemporal dementia; als10 Q13148
#613546 Aromatase deficiency P11511
#139300 Aromatase excess syndrome; aexs P11511
#601816 Bilirubin, serum level of, quantitative trait locus 1; biliqtl1 P22309
#218800 Crigler-najjar syndrome, type i P22309
P22310
#606785 Crigler-najjar syndrome, type ii P22309
P22310
#612219 Ewing sarcoma; es P11308
#143500 Gilbert syndrome P22309
P22310
#137800 Glioma susceptibility 1; glm1 O75874
#237450 Hyperbilirubinemia, rotor type; hblrr Q9NPD5
Q9Y6L6
#237900 Hyperbilirubinemia, transient familial neonatal; hblrtfn P22309
#612244 Inflammatory bowel disease 13; ibd13 P08183

KEGG DISEASE (6)

KEGG disease name UniProt
H00024 Prostate cancer P11308 (related)
H00035 Ewing's sarcoma P11308 (related)
H00599 46,XX disorders of sex development (Disorders related to androgen excess) P11511 (related)
H00794 Aromatase excess syndrome P11511 (related)
H00208 Hyperbilirubinemia P22309 (related)
H00058 Amyotrophic lateral sclerosis (ALS) Q13148 (related)

Diseases related to CTD interactions

4 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D058186 C005274 Acute Kidney Injury therapeutic
21600195
D056486 C005274 Drug-Induced Liver Injury therapeutic
20950607
D009203 C005274 Myocardial Infarction therapeutic
17084010
17188415
17289242
D002583 C005274 Uterine Cervical Neoplasms therapeutic
22847135