Grundinformationen
- 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- Summenformel
- C27H33N9O15P2
- Durchschnittliche Molmasse
- 785,5 g/mol
- Monoisotopische Masse
- 785,15713538
Überblick
See also: Flavin Adenine Dinucleotide (annotation moved to); Flavitan (annotation moved to).
Namen und Bezeichner
- Bevorzugter 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
- Lokaler Name
- Flavin-adenin-dinucleotid
- Englischer Name
- Flavin adenine dinucleotide
- Summenformel
- C27H33N9O15P2
- Molmasse
- 785.55
Namen und Synonyme
RefChem:1081350CERAPP_13213DTXCID00197166DTXSID70859284Flamitajin BFlavinatFlanin FNSC112207Flaziren (free acid)Adenine-riboflavine dinucleotideC27H33N9O15P21H-Purin-6-amine, flavin dinucleotide
Weitere Namen anzeigen
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
Datenbank-Bezeichner
- CAS
146-14-5- PubChem CID
- 703
- ChEMBL
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -5
- Polarare Oberfläche (TPSA)
- 356 Ų
- H-Brücken-Donoren
- 9
- H-Brücken-Akzeptoren
- 20
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 53
- Formalladung
- 0
- Komplexität
- 1.560
Physikochemische Eigenschaften
- Dichte
- 2.08 · 2.08±0.1 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- Löslichkeit
- Methanol (Slightly, Heated), Water (Slightly)
- pka
- 1.13 · 1.13±0.50(Predicted)
- Aggregatzustand
- powder
- Farbe
- orange
- Merck
- 4091 · 4091
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Kosmetik-Inhaltsstoffe Funktionen
- VISCOSITY CONTROLLING
- InChIKey
- VWWQXMAJTJZDQX-ZGGJIJKNNA-N
- CAS Datenbank
- 146 · 146-14-5
- EPA chemische Informationen
- 5 · Riboflavin 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with adenosine (146-14-5)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 8-10-21
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29349990
- RTECS-Nr.
- AU7470000
- safety_code
- 24/25
Chemie und Industrie
Anwendungen
BeschreibungFlavin 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].
VerwendenLabelled Flavine Adenine xidase. Riboflavin kinase tumor necrosis factor receptor 1 NADPH oxidase
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