Basic information
- CAS
146-14-5- Standard SMILES
Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(CC(O)C(O)C(O)COP(=O)(O)OP(=O)(O)OCC3OC(n4cnc5c(N)ncnc54)C(O)C3O)c2cc1C- InChIKey
VWWQXMAJTJZDQX-UHFFFAOYSA-N- Molecular formula
- C27H33N9O15P2
- Average molar mass
- 785.5 g/mol
- Monoisotopic mass
- 785.15713538
Overview
See also: Flavin Adenine Dinucleotide (annotation moved to); Flavitan (annotation moved to).
Names & identifiers
- Preferred name
- Cerapp_13213
- IUPAC
- [[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] hydrogen phosphate
- English name
- Flavin adenine dinucleotide
- Molecular formula
- C27H33N9O15P2
- Molecular weight
- 785.55
Names & synonyms
RefChem:1081350CERAPP_13213DTXCID00197166DTXSID70859284Flamitajin BFlavinatFlanin FNSC112207Flaziren (free acid)Adenine-riboflavine dinucleotideC27H33N9O15P21H-Purin-6-amine, flavin dinucleotide
Show more names
DISODIUM FLAVINE ADENINE DINUCLEOTIDEFademinflavitanFlavininWakadeninNSC 112207FAD PowderFlavine Adenine5'-ester with adenosine
1H-Purin-6-amine, flavine dinucleotideFAD; NSC 112207Riboflavin 5'-adenosineAdenine-flavindinucleotideFlavineadenosine diphosphateflavin adenine dinu-cleotideCHEMBL3580425SCHEMBL16466795
Database identifiers
- CAS
146-14-5- PubChem CID
- 703
- ChEMBL
CHEMBL3580425
Properties
Computed structural properties
- XLogP
- -5
- Topological polar surface area
- 356 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 20
- Rotatable bonds
- 13
- Heavy atoms
- 53
- Formal charge
- 0
- Complexity
- 1,560
Physicochemical properties
- Density
- 2.08 · 2.08±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- Methanol (Slightly, Heated), Water (Slightly)
- pka
- 1.13 · 1.13±0.50(Predicted)
- form
- powder
- color
- orange
- ex/em
- 441 nm; · λex 441 nm; λem 530 nm
- Merck
- 4091 · 4091
- Stability
- Stable. Incompatible with strong oxidizing agents.
- Cosmetics Ingredients Functions
- VISCOSITY CONTROLLING
- InChIKey
- VWWQXMAJTJZDQX-ZGGJIJKNNA-N
- CAS DataBase Reference
- 146 · 146-14-5
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 44 YTI8KK · ZC44YTI8KK
- EPA Substance Registry System
- 5 · Riboflavin 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with adenosine (146-14-5)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8-10-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AU7470000
- hs_code
- 29349990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P280-P302+P352-P362+P364
Chemistry & industry
Applications
DescriptionFlavin adenine dinucleotide (FAD) is a cofactor for cytochrome-b5 reductase, the enzyme that maintains hemoglobin in its functional reduced state, and for glutathione reductase. This enzyme also protects erythrocytes from oxidative damage. FAD is a redox cofactor of several essential reactions in metabolism. This cofactor exists in two redox states, with FAD and FADH2 being the oxidized and reduced forms, respectively. FAD is formed of a riboflavin moiety (vitamin B2) coupled to a phosphate group of an ADP molecule. The reaction starts with the conversion of riboflavin into flavin mononucleotide catalyzed by riboflavin kinase. Flavin mononucleotide is subsequently transformed into FAD by adding an AMP moiety from ATP catalyzed by FAD-synthase. Therefore, FAD availability is tightly dependent on vitamin B2 and energy metabolism[1].
UsesLabelled Flavine Adenine xidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase
UsesThe prosthetic group of certain flavoproteins including D-amino acid oxidase, glucose oxidase, glycine oxidase, fumaric hydrogenase, histaminase, and xanthine oxidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
曼顿生物科技（深圳）有限公司+86-75589664337 +86-15112661142 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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