PCIDB

KNApSAcK Metabolite C00001076

Metabolite

KNApSAcK Entry

id C00001076
Name Nobiletin / 3',4',5,6,7,8-Hexamethoxyflavone
CAS RN 478-01-3
Standard InChI InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3
Standard InChI (Main Layer) InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3

Cluster

Phytochemical cluster No. 15
KCF-S cluster No. 8

Link

ChEMBL

By standard InChI CHEMBL76447
By standard InChI Main Layer CHEMBL76447

KEGG

By LinkDB C10112

CTD

By CAS RN C008661

Human Protein / Gene in interaction

22 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
O94956 Solute carrier organic anion transporter family member 2B1 Unclassified protein CHEMBL76447 CHEMBL2076048 (1) CHEMBL2076049 (1)
0 / 0
Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 Enzyme CHEMBL76447 CHEMBL1794585 (1)
0 / 0
P47989 Xanthine dehydrogenase/oxidase Oxidoreductase CHEMBL76447 CHEMBL1023248 (1)
1 / 1
P08183 Multidrug resistance protein 1 drug CHEMBL76447 CHEMBL2077289 (1) CHEMBL2077300 (1)
CHEMBL2077305 (1) CHEMBL2076240 (1)
1 / 0
Q9NR56 Muscleblind-like protein 1 Unclassified protein CHEMBL76447 CHEMBL1614166 (1)
1 / 0
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL76447 CHEMBL1614458 (2)
0 / 0
Q92830 Histone acetyltransferase KAT2A Enzyme CHEMBL76447 CHEMBL1738606 (1)
0 / 0
O75496 Geminin Unclassified protein CHEMBL76447 CHEMBL2114843 (1) CHEMBL2114780 (1)
0 / 0
P43220 Glucagon-like peptide 1 receptor Glucagon-like peptide receptor CHEMBL76447 CHEMBL2114788 (1) CHEMBL2114931 (1)
0 / 0
P37231 Peroxisome proliferator-activated receptor gamma NR1C3 CHEMBL76447 CHEMBL1030212 (1)
5 / 3
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL76447 CHEMBL1614521 (1) CHEMBL1613808 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL76447 CHEMBL1613910 (1)
3 / 3
Q9UNQ0 ATP-binding cassette sub-family G member 2 ATP binding cassette CHEMBL76447 CHEMBL1687393 (1) CHEMBL1687394 (1)
2 / 0
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL76447 CHEMBL1614038 (1)
2 / 2
Q96QE3 ATPase family AAA domain-containing protein 5 Unclassified protein CHEMBL76447 CHEMBL1738588 (1)
0 / 0
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL76447 CHEMBL1614108 (1) CHEMBL1613886 (1)
0 / 1
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL76447 CHEMBL1614421 (1)
4 / 3
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL76447 CHEMBL1613914 (3)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL76447 CHEMBL1738442 (1)
0 / 0
O00255 Menin Unclassified protein CHEMBL76447 CHEMBL1614257 (2)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL76447 CHEMBL1614257 (2)
1 / 3
Q13148 TAR DNA-binding protein 43 Unclassified protein CHEMBL76447 CHEMBL2354287 (1)
1 / 1

CTD interaction (9)

compound gene gene name gene description interaction interaction type form reference
pmid
C008661 972 CD74
DHLAG
HLADG
II
Ia-GAMMA
CD74 molecule, major histocompatibility complex, class II invariant chain nobiletin results in decreased expression of CD74 mRNA decreases expression
mRNA 18818744
C008661 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) CYP1A1 protein results in increased metabolism of nobiletin increases metabolic processing
protein 22743247
C008661 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) nobiletin inhibits the reaction [DDT results in increased expression of CYP1A1 mRNA] decreases reaction
/ increases expression
mRNA 20865247
C008661 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) nobiletin inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] decreases reaction
/ increases expression
mRNA 20865247
C008661 1543 CYP1A1
AHH
AHRR
CP11
CYP1
P1-450
P450-C
P450DX
cytochrome P450, family 1, subfamily A, polypeptide 1 (EC:1.14.14.1) nobiletin results in increased expression of CYP1A1 protein increases expression
protein 22743247
C008661 1544 CYP1A2
CP12
P3-450
P450(PA)
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) CYP1A2 protein results in increased metabolism of nobiletin increases metabolic processing
protein 22743247
C008661 1545 CYP1B1
CP1B
CYPIB1
GLC3A
P4501B1
cytochrome P450, family 1, subfamily B, polypeptide 1 (EC:1.14.14.1) nobiletin results in increased expression of CYP1B1 mRNA increases expression
mRNA 22743247
C008661 4316 MMP7
MMP-7
MPSL1
PUMP-1
matrix metallopeptidase 7 (matrilysin, uterine) (EC:3.4.24.23) nobiletin results in decreased expression of MMP7 mRNA decreases expression
mRNA 15725655
C008661 4316 MMP7
MMP-7
MPSL1
PUMP-1
matrix metallopeptidase 7 (matrilysin, uterine) (EC:3.4.24.23) nobiletin results in decreased expression of MMP7 protein decreases expression
protein 15725655

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (23)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#612069 Amyotrophic lateral sclerosis 10, with or without frontotemporal dementia; als10 Q13148
#614490 Blood group, junior system; jr Q9UNQ0
%606641 Body mass index; bmi P37231
#609338 Carotid intimal medial thickness 1 P37231
#119900 Digital clubbing, isolated congenital P15428
#600274 Frontotemporal dementia; ftd P10636
#137800 Glioma susceptibility 1; glm1 P37231
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#145000 Hyperparathyroidism 1; hrpt1 O00255
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#612244 Inflammatory bowel disease 13; ibd13 P08183
#604367 Lipodystrophy, familial partial, type 3; fpld3 P37231
#300705 Mental retardation, x-linked 17; mrx17 Q99714
#300220 Mental retardation, x-linked, syndromic 10; mrxs10 Q99714
#131100 Multiple endocrine neoplasia, type i; men1 O00255
#160900 Myotonic dystrophy 1; dm1 Q9NR56
#601665 Obesity P37231
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#601104 Supranuclear palsy, progressive, 1; psnp1 P10636
#138900 Uric acid concentration, serum, quantitative trait locus 1; uaqtl1 Q9UNQ0
#278300 Xanthinuria, type i P47989

KEGG DISEASE (20)

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)
H00036 Osteosarcoma P08684 (marker)
H00058 Amyotrophic lateral sclerosis (ALS) P10636 (related)
Q13148 (related)
H00077 Progressive supranuclear palsy (PSP) P10636 (related)
H00078 Frontotemporal lobar degeneration (FTLD) P10636 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H00032 Thyroid cancer P37231 (related)
H00409 Type II diabetes mellitus P37231 (related)
H00420 Familial partial lipodystrophy (FPL) P37231 (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)
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)

Diseases related to CTD interactions

2 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D003110 C008661 Colonic Neoplasms therapeutic
19914226
D011230 C008661 Precancerous Conditions therapeutic
19914226