PCIDB

KNApSAcK Metabolite C00001552

Metabolite

KNApSAcK Entry

id C00001552
Name Riboflavin
CAS RN 83-88-5
Standard InChI InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1
Standard InChI (Main Layer) InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)

Cluster

Phytochemical cluster
KCF-S cluster No. 2559

Link

ChEMBL

By standard InChI CHEMBL1534
By standard InChI Main Layer CHEMBL1534 CHEMBL511565 CHEMBL1397833

KEGG

By LinkDB C00255

CTD

By CAS RN D012256

Species

Summary

Plant class

class name count

Family

family name count

List (1)

* NCBI
KNApSAcK organism *ID *family *plant class *kingdom

Human Protein / Gene in interaction

41 ChEMBL Protein in interactions

accession description class description compound assay ID (# of activities) # of diseases
(OMIM / KEGG)
P10635 Cytochrome P450 2D6 Cytochrome P450 2D6 CHEMBL1397833 CHEMBL1614110 (2) CHEMBL1741321 (1)
1 / 0
P01375 Tumor necrosis factor Secreted protein CHEMBL1534 CHEMBL2114889 (1)
3 / 6
P04062 Glucosylceramidase Enzyme CHEMBL511565 CHEMBL1613818 (1)
6 / 4
P29466 Caspase-1 C14 CHEMBL1534 CHEMBL511565 CHEMBL1397833 CHEMBL1614158 (4)
0 / 0
Q99895 Chymotrypsin-C S1A CHEMBL1534 CHEMBL660318 (1)
0 / 2
Q03181 Peroxisome proliferator-activated receptor delta NR1C2 CHEMBL1534 CHEMBL1794524 (1) CHEMBL1794552 (1)
0 / 0
O75604 Ubiquitin carboxyl-terminal hydrolase 2 Enzyme CHEMBL511565 CHEMBL1397833 CHEMBL1614331 (2)
0 / 0
P02545 Prelamin-A/C Unclassified protein CHEMBL511565 CHEMBL1614544 (1)
11 / 10
P10828 Thyroid hormone receptor beta NR1A2 CHEMBL1534 CHEMBL1794561 (1)
3 / 1
P19793 Retinoic acid receptor RXR-alpha NR2B1 CHEMBL1534 CHEMBL1794371 (1) CHEMBL1794471 (1)
0 / 0
P11712 Cytochrome P450 2C9 Cytochrome P450 2C9 CHEMBL1397833 CHEMBL1741325 (1)
0 / 1
P11473 Vitamin D3 receptor NR1I1 CHEMBL1534 CHEMBL511565 CHEMBL1794311 (1) CHEMBL1794376 (1)
CHEMBL1794339 (1)
2 / 3
P00352 Retinal dehydrogenase 1 Enzyme CHEMBL1534 CHEMBL1397833 CHEMBL1614458 (2)
0 / 0
P68871 Hemoglobin subunit beta Secreted protein CHEMBL511565 CHEMBL1614204 (1)
4 / 4
Q92830 Histone acetyltransferase KAT2A Enzyme CHEMBL1397833 CHEMBL1738606 (1)
0 / 0
P42858 Huntingtin Unclassified protein CHEMBL511565 CHEMBL1613918 (1)
1 / 1
P38398 Breast cancer type 1 susceptibility protein Enzyme CHEMBL1534 CHEMBL511565 CHEMBL1397833 CHEMBL1613817 (3)
4 / 2
Q9HC16 DNA dC->dU-editing enzyme APOBEC-3G Enzyme CHEMBL511565 CHEMBL1794342 (1)
0 / 0
O94782 Ubiquitin carboxyl-terminal hydrolase 1 Enzyme CHEMBL511565 CHEMBL1397833 CHEMBL1794467 (2)
0 / 0
P37231 Peroxisome proliferator-activated receptor gamma NR1C3 CHEMBL1534 CHEMBL1794510 (1)
5 / 3
Q96RI1 Bile acid receptor NR1H4 CHEMBL1534 CHEMBL1794415 (1) CHEMBL1794437 (1)
0 / 0
P28482 Mitogen-activated protein kinase 1 Erk CHEMBL1534 CHEMBL1613808 (1)
0 / 0
P05177 Cytochrome P450 1A2 Cytochrome P450 1A2 CHEMBL1397833 CHEMBL1741322 (1)
0 / 0
Q99714 3-hydroxyacyl-CoA dehydrogenase type-2 Enzyme CHEMBL1534 CHEMBL511565 CHEMBL1397833 CHEMBL1613910 (3)
3 / 3
P22234 Multifunctional protein ADE2 Enzyme CHEMBL511565 CHEMBL976253 (1)
0 / 0
P15428 15-hydroxyprostaglandin dehydrogenase [NAD(+)] Enzyme CHEMBL1534 CHEMBL1614038 (1)
2 / 2
P19838 Nuclear factor NF-kappa-B p105 subunit Transcription Factor CHEMBL1534 CHEMBL2114853 (1)
0 / 0
P16050 Arachidonate 15-lipoxygenase Enzyme CHEMBL1534 CHEMBL1614240 (1)
0 / 0
P55210 Caspase-7 C14 CHEMBL1534 CHEMBL511565 CHEMBL1397833 CHEMBL1613779 (4)
0 / 0
P33261 Cytochrome P450 2C19 Cytochrome P450 2C19 CHEMBL1397833 CHEMBL1613777 (2) CHEMBL1741323 (1)
1 / 1
P08684 Cytochrome P450 3A4 Cytochrome P450 3A4 CHEMBL1534 CHEMBL1397833 CHEMBL1614108 (1) CHEMBL1613886 (1)
CHEMBL1741324 (1)
0 / 1
P27695 DNA-(apurinic or apyrimidinic site) lyase Enzyme CHEMBL511565 CHEMBL1614211 (1)
0 / 0
P10636 Microtubule-associated protein tau Unclassified protein CHEMBL511565 CHEMBL1614421 (3)
4 / 3
Q16236 Nuclear factor erythroid 2-related factor 2 Unclassified protein CHEMBL1534 CHEMBL2114890 (1)
0 / 0
P10275 Androgen receptor NR3C4 CHEMBL1534 CHEMBL924812 (1) CHEMBL1794560 (1)
3 / 4
B2RXH2 Lysine-specific demethylase 4E Enzyme CHEMBL511565 CHEMBL1397833 CHEMBL1613914 (3)
0 / 0
P46063 ATP-dependent DNA helicase Q1 Enzyme CHEMBL1534 CHEMBL511565 CHEMBL1613829 (4) CHEMBL1613928 (1)
0 / 0
Q96KQ7 Histone-lysine N-methyltransferase EHMT2 Enzyme CHEMBL1397833 CHEMBL1738442 (1)
0 / 0
Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 Enzyme CHEMBL1534 CHEMBL1614364 (1)
1 / 1
O00255 Menin Unclassified protein CHEMBL511565 CHEMBL1397833 CHEMBL1614531 (4)
2 / 5
Q03164 Histone-lysine N-methyltransferase 2A Enzyme CHEMBL511565 CHEMBL1397833 CHEMBL1614531 (4)
1 / 3

CTD interaction (20)

compound gene gene name gene description interaction interaction type form reference
pmid
D012256 259266 ASPM
ASP
Calmbp1
MCPH5
asp (abnormal spindle) homolog, microcephaly associated (Drosophila) Riboflavin affects the expression of ASPM affects expression
20848206
D012256 581 BAX
BCL2L4
BCL2-associated X protein Riboflavin results in increased expression of BAX protein increases expression
protein 12654180
D012256 596 BCL2
Bcl-2
PPP1R50
B-cell CLL/lymphoma 2 Riboflavin results in decreased expression of BCL2 protein decreases expression
protein 12654180
D012256 332 BIRC5
API4
EPR-1
baculoviral IAP repeat containing 5 Riboflavin affects the expression of BIRC5 affects expression
20848206
D012256 891 CCNB1
CCNB
cyclin B1 Riboflavin affects the expression of CCNB1 affects expression
20848206
D012256 1401 CRP
PTX1
C-reactive protein, pentraxin-related [Folic Acid co-treated with Riboflavin co-treated with Vitamin B 6 co-treated with Vitamin B 12] results in decreased expression of CRP protein affects cotreatment
/ decreases expression
protein 16517955
D012256 1401 CRP
PTX1
C-reactive protein, pentraxin-related [Vitamin E co-treated with Ascorbic Acid co-treated with Folic Acid co-treated with Riboflavin co-treated with Vitamin B 6 co-treated with Vitamin B 12] results in decreased expression of CRP protein affects cotreatment
/ decreases expression
protein 16517955
D012256 1649 DDIT3
CEBPZ
CHOP
CHOP-10
CHOP10
GADD153
DNA-damage-inducible transcript 3 Riboflavin affects the expression of DDIT3 affects expression
16109485
D012256 2936 GSR
glutathione reductase (EC:1.8.1.7) Riboflavin affects the expression of GSR affects expression
16109485
D012256 3553 IL1B
IL-1
IL1-BETA
IL1F2
interleukin 1, beta [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of IL1B protein] affects cotreatment
/ decreases expression
/ increases reaction
protein 17516992
D012256 3569 IL6
BSF2
HGF
HSF
IFNB2
IL-6
interleukin 6 (interferon, beta 2) [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of IL6 protein] affects cotreatment
/ decreases expression
/ increases reaction
protein 17516992
D012256 3576 IL8
CXCL8
GCP-1
GCP1
LECT
LUCT
LYNAP
MDNCF
MONAP
NAF
NAP-1
NAP1
interleukin 8 [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of IL8 protein] affects cotreatment
/ decreases expression
/ increases reaction
protein 17516992
D012256 9493 KIF23
CHO1
KNSL5
MKLP-1
MKLP1
kinesin family member 23 Riboflavin affects the expression of KIF23 affects expression
20848206
D012256 4524 MTHFR
methylenetetrahydrofolate reductase (NAD(P)H) (EC:1.5.1.20) MTHFR gene polymorphism affects the susceptibility to Riboflavin affects response to substance
gene 17303386
D012256 4609 MYC
MRTL
MYCC
bHLHe39
c-Myc
v-myc avian myelocytomatosis viral oncogene homolog Riboflavin results in increased expression of MYC protein increases expression
protein 12654180
D012256 142 PARP1
ADPRT
ADPRT_1
ADPRT1
ARTD1
PARP
PARP-1
PPOL
pADPRT-1
poly (ADP-ribose) polymerase 1 (EC:2.4.2.30) [Niacin co-treated with Ubiquinone co-treated with Riboflavin] results in increased expression of PARP1 protein affects cotreatment
/ increases expression
protein 18377693
D012256 5325 PLAGL1
LOT1
ZAC
ZAC1
pleiomorphic adenoma gene-like 1 Riboflavin affects the expression of PLAGL1 affects expression
16109485
D012256 10891 PPARGC1A
LEM6
PGC-1(alpha)
PGC-1v
PGC1
PGC1A
PPARGC1
peroxisome proliferator-activated receptor gamma, coactivator 1 alpha Riboflavin results in increased expression of PPARGC1A mRNA increases expression
mRNA 23056435
D012256 7124 TNF
DIF
TNF-alpha
TNFA
TNFSF2
tumor necrosis factor [Ubiquinone co-treated with Niacin co-treated with Riboflavin] promotes the reaction [Tamoxifen results in decreased expression of TNF protein] affects cotreatment
/ decreases expression
/ increases reaction
protein 17516992
D012256 7157 TP53
BCC7
LFS1
P53
TRP53
tumor protein p53 Riboflavin results in increased expression of TP53 protein increases expression
protein 12654180

Related Disease

Diseases related to proteins in ChEMBL interactions

OMIM (57)

OMIM preferred title UniProt
#300438 17-beta-hydroxysteroid dehydrogenase x deficiency Q99714
#300068 Androgen insensitivity syndrome; ais P10275
#312300 Androgen insensitivity, partial; pais P10275
#613985 Beta-thalassemia P68871
#603902 Beta-thalassemia, dominant inclusion body type P68871
%606641 Body mass index; bmi P37231
#114480 Breast cancer P38398
#604370 Breast-ovarian cancer, familial, susceptibility to, 1; brovca1 P38398
#115200 Cardiomyopathy, dilated, 1a; cmd1a P02545
#212112 Cardiomyopathy, dilated, with hypergonadotropic hypogonadism P02545
#609338 Carotid intimal medial thickness 1 P37231
#605588 Charcot-marie-tooth disease, axonal, type 2b1; cmt2b1 P02545
#119900 Digital clubbing, isolated congenital P15428
#609535 Drug metabolism, poor, cyp2c19-related P33261
#608902 Drug metabolism, poor, cyp2d6-related P10635
#181350 Emery-dreifuss muscular dystrophy 2, autosomal dominant; edmd2 P02545
#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
#137800 Glioma susceptibility 1; glm1 P37231
#605130 Hairy elbows, short stature, facial dysmorphism, and developmental delay Q03164
#610140 Heart-hand syndrome, slovenian type P02545
#140700 Heinz body anemias P68871
#610424 Hepatitis b virus, susceptibility to P01375
#143100 Huntington disease; hd P42858
#176670 Hutchinson-gilford progeria syndrome; hgps P02545
#145000 Hyperparathyroidism 1; hrpt1 O00255
#259100 Hypertrophic osteoarthropathy, primary, autosomal recessive, 1; phoar1 P15428
#151660 Lipodystrophy, familial partial, type 2; fpld2 P02545
#604367 Lipodystrophy, familial partial, type 3; fpld3 P37231
#611162 Malaria, susceptibility to P01375
#248370 Mandibuloacral dysplasia with type a lipodystrophy; mada P02545
#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
#613205 Muscular dystrophy, congenital, lmna-related P02545
#159001 Muscular dystrophy, limb-girdle, type 1b; lgmd1b P02545
#607948 Mycobacterium tuberculosis, susceptibility to P11473
#601665 Obesity P37231
#167000 Ovarian cancer P38398
#614320 Pancreatic cancer, susceptibility to, 4; pnca4 P38398
#168600 Parkinson disease, late-onset; pd P04062
#260540 Parkinson-dementia syndrome P10636
#172700 Pick disease of brain P10636
#607507 Psoriatic arthritis, susceptibility to P01375
#275210 Restrictive dermopathy, lethal P02545
#603903 Sickle cell anemia P68871
#313200 Spinal and bulbar muscular atrophy, x-linked 1; smax1 P10275
#607250 Spinocerebellar ataxia, autosomal recessive, with axonal neuropathy; scan1 Q9NUW8
#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
#277440 Vitamin d-dependent rickets, type 2a; vddr2a P11473

KEGG DISEASE (56)

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)
H00079 Asthma P01375 (related)
H00080 Systemic lupus erythematosus P01375 (related)
P01375 (marker)
H00083 Allograft rejection P01375 (related)
H00084 Graft-versus-host disease P01375 (related)
P01375 (marker)
H00264 Charcot-Marie-Tooth disease (CMT) P02545 (related)
H00294 Dilated cardiomyopathy (DCM) P02545 (related)
H00420 Familial partial lipodystrophy (FPL) P02545 (related)
P37231 (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)
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)
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)
H00249 Thyroid hormone resistance syndrome P10828 (related)
H00342 Tuberculosis P11473 (related)
H00784 Localized autosomal recessive hypotrichosis P11473 (related)
H01143 Vitamin D-dependent rickets P11473 (related)
H01205 Coumarin resistance P11712 (related)
H00457 Primary hypertrophic osteoarthropathy (PHO) P15428 (related)
H01246 Isolated congenital nail clubbing (ICNC) P15428 (related)
H01171 Poor drug metabolism (PM) P33261 (related)
H00032 Thyroid cancer P37231 (related)
H00409 Type II diabetes mellitus P37231 (related)
H00027 Ovarian cancer P38398 (related)
H00031 Breast cancer P38398 (related)
H00059 Huntington's disease (HD) P42858 (related)
H00228 Thalassemia P68871 (related)
H00229 Sickle cell anemia (SCA) P68871 (related)
H00020 Colorectal cancer P68871 (marker)
H00022 Bladder cancer P68871 (marker)
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)
H00932 Tropical calcific pancreatitis Q99895 (related)
H00933 Hereditary pancreatitis Q99895 (related)
H00063 Spinocerebellar ataxia (SCA) Q9NUW8 (related)

Diseases related to CTD interactions

13 disease from interactions of metabolites

MeSH disease OMIM compound disease name evidence type reference
pmid
D001943 D012256 Breast Neoplasms therapeutic
15766922
17268082
D002386 D012256 Cataract therapeutic
11438049
D015362 D012256 Child Nutrition Disorders therapeutic
16153327
D015179 D012256 Colorectal Neoplasms therapeutic
18708408
D006261 D012256 Headache therapeutic
1564483
D006951 D012256 Hyperlipoproteinemias therapeutic
17425952
D015228 D012256 Hypertriglyceridemia therapeutic
17425952
17668211
D008881 D012256 Migraine Disorders therapeutic
18803445
D009369 D012256 Neoplasms therapeutic
6061664
D019954 D012256 Neurobehavioral Manifestations therapeutic
1564483
D010523 D012256 Peripheral Nervous System Diseases marker/mechanism
6287825
D012871 D012256 Skin Diseases therapeutic
18709164
D020521 D012256 Stroke therapeutic
16517955