FAD (BioCAD00000010894)

blood feces erythrocyte liver placenta skeletal muscle microbial natural products

Metabolite Card

Formula: C27H33N9O15P2 (785.1571)
SMILES: CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2

Synonyms [en]

FAD; flavin adenine dinucleotide; adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphate]; ADENOSINE 5'-(TRIHYDROGEN PYROPHOSPHATE), 5'-5'-ESTER with RIBOFLAVINE; Riboflavin 5'-adenosine diphosphate; Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

FAD. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000010894). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Flavin adenine dinucleotide (FAD) is a redox-active coenzyme associated with various proteins, which is involved with several enzymatic reactions in metabolism. FAD, also known as adeflavin or flamitajin b, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. FAD is a drug which is used to treat eye diseases caused by vitamin b2 deficiency, such as keratitis and blepharitis. FAD exists in all living species, ranging from bacteria to humans. In humans, FAD is involved in the metabolic disorder called the medium chain acyl-coa dehydrogenase deficiency (mcad) pathway. Outside of the human body, FAD has been detected, but not quantified in several different foods, such as other bread, passion fruits, asparagus, kelps, and green bell peppers. It is a flavoprotein in which the substituent at position 10 of the flavin nucleus is a 5'-adenosyldiphosphoribityl group.

Cytoplasm Mitochondria Endoplasmic reticulum Peroxisome
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 146-14-5
  • CAS Registry Number: 84366-81-4
  • PubChem: 3318
  • PubChem: 643975
  • PubChem: 8964
  • ChEBI: ChEBI:16238
  • HMDB: HMDB0001248
  • KEGG: C00016
  • NCBI MeSH: Flavin-Adenine Dinucleotide
  • Wikipedia: Flavin_adenine_dinucleotide
  • DrugBank: DB03147
  • RefMet: RM0138943
  • MoNA: BAF_UVA_POS000907
  • MoNA: CCMSLIB00000577989
  • MoNA: CCMSLIB00005464521
  • MoNA: CCMSLIB00005720432
  • MoNA: CCMSLIB00005720732
  • MoNA: EMBL-MCF_spec121967
  • MoNA: EMBL_MCF_2_0_HRMS_Library000070
  • MoNA: EMBL_MCF_2_0_HRMS_Library000443
  • MoNA: EMBL_MCF_2_0_HRMS_Library000444
  • MoNA: FiehnHILIC001188
  • MoNA: HMDB0001248_ms_ms_1481
  • MoNA: HMDB0001248_ms_ms_1482
  • MoNA: HMDB0001248_ms_ms_1483
  • MoNA: KNA00221
  • MoNA: KNA00222
  • MoNA: KNA00223
  • MoNA: KNA00224
  • MoNA: KNA00248
  • MoNA: KNA00249
  • MoNA: KNA00250
  • MoNA: KNA00251
  • MoNA: KNA00612
  • MoNA: KNA00613
  • MoNA: KNA00614
  • MoNA: KNA00615
  • MoNA: KNA00644
  • MoNA: KNA00645
  • MoNA: KNA00646
  • MoNA: KNA00647
  • MoNA: MoNA024061
  • MoNA: MoNA024069
  • MoNA: MoNA034100
  • MoNA: MoNA034102
  • MoNA: MoNA034103
  • MoNA: MoNA036069
  • MoNA: MoNA036070
  • MoNA: MoNA036075
  • MoNA: MoNA038571
  • MoNA: MoNA_0006283
  • MoNA: MoNA_0006284
  • MoNA: MoNA_0006554
  • MoNA: MoNA_0006556
  • MoNA: MoNA_0006558
  • MoNA: MoNA_0006559
  • MoNA: MoNA_0006560
  • MoNA: MoNA_0007705
  • MoNA: MoNA_0007707
  • MoNA: MoNA_0007708
  • MoNA: MoNA_0007709
  • MoNA: MoNA_0007710
  • MoNA: MoNA_0007711
  • MoNA: MoNA_0008022
  • MoNA: MoNA_0008023
  • MoNA: MoNA_0008024
  • MoNA: MoNA_0008025
  • MoNA: MoNA_0008026
  • MoNA: MoNA_0008027
  • MoNA: MoNA_0008318
  • MoNA: MoNA_0008320
  • MoNA: MoNA_0008321
  • MoNA: MoNA_0008322
  • Metlin: METLIN_2302
  • Coconut NaturalProduct: CNP0254736.2
  • Coconut NaturalProduct: CNP0254736.3
  • Coconut NaturalProduct: CNP0515307.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00160 3.6.1.9 FAD nucleotidohydrolase
KEGG:R00161 2.7.7.2 ATP:FMN adenylyltransferase
KEGG:R00408 succinate:FAD oxidoreductase
KEGG:R00807 1.1.99.13 sucrose:(acceptor) 3-oxidoreductase
KEGG:R00848 1.1.5.3 sn-glycerol-3-phosphate:(acceptor) 2-oxidoreductase
KEGG:R01175 1.3.3.6 butanoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase
KEGG:R01257 1.1.5.4 (S)-malate:FAD oxidoreductase
KEGG:R01279 1.3.3.6 palmitoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase
KEGG:R01741 1.1.99.3 D-gluconate:(acceptor) 2-oxidoreductase
KEGG:R02205 1.5.99.3 L-pipecolate:(acceptor) 1,6-oxidoreductase
KEGG:R02487 1.3.8.6 glutaryl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase (decarboxylating)
KEGG:R02925 1.1.99.21 D-sorbitol:(acceptor) 1-oxidoreductase
KEGG:R02979 1.3.99.- C00836 + C00016<=>C01352 + C00319
KEGG:R03534 1.1.99.2 2-hydroxyglutarate:(acceptor) 2-oxidoreductase
KEGG:R03704 2.1.1.74 5,10-methylenetetrahydrofolate:tRNA-UpsiC (uracil-5-)-methyltransferase
KEGG:R03777 1.3.3.6 octanoyl-CoA:electron-transfer flavoprotein 2-oxidoreductase
KEGG:R03857 1.3.3.6 lauroyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase
KEGG:R03978 lithocholate:FAD oxidoreductase (7alpha-dehydroxylating)
KEGG:R03990 1.3.3.6 tetradecanoyl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase
KEGG:R04092 C02934 + C00016<=>C06121 + C01352
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Organism Source

Taxonomy Source

  1. Escherichia coli [ncbi taxid: 562]
  2. FOOD SAKE [ncbi taxid: ]

Pathway Synthetic

pathway id name
BioCyc:LEISH_VALDEG-PWY valine degradation I
BioCyc:TRYPANO_ILEUDEG-PWY isoleucine degradation I
BioCyc:TRYPANO_RIBOSYN2-PWY flavin biosynthesis I (bacteria and plants)
BioCyc:TRYPANO_FAO-PWY fatty acid β-oxidation I
BioCyc:TRYPANO_LEU-DEG2-PWY leucine degradation I
BioCyc:TRYPANO_VALDEG-PWY valine degradation I
BioCyc:TRYPANO_PWY-3941 β-alanine biosynthesis II
BioCyc:LEISH_PWY3IU-1054 fatty acid β-oxidation
PathBank:SMP0001985 Flavin Biosynthesis
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-OAU-2744343 Amino acid metabolism
Plant Reactome:R-CME-1119351 pyruvate dehydrogenase complex
Plant Reactome:R-TAE-1119351 pyruvate dehydrogenase complex
Plant Reactome:R-TAE-1119479 Valine degradation
Plant Reactome:R-FVE-2961031 Generation of precursor metabolites and energy
Plant Reactome:R-FVE-5655122 Amino acid biosynthesis
Plant Reactome:R-FVE-1119495 Citrulline biosynthesis
Plant Reactome:R-FVE-1119379 Flavin biosynthesis
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-2744343 Amino acid metabolism
View All Pathways