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Flavin adenine dinucleotide

CAT: 0926-NF182245-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0926-NF182245-01Size:25 mg
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CAS Number
146-14-5
Synonyms
FAD; Riboflavin 5'-adenosine
Smiles
CC1=CC2=C (C=C1C) N (C3=NC (=O) NC (=O) C3=N2) CC (C (C (COP (=O) (O) OP (=O) (O) OCC4C (C (C (O4) N5C=NC6=C (N=CN=C65) N) O) O) O) O) O
Molecular Formula
C27H33N9O15P2
Molecular Weight
785.5 g/mol
Controlled
No

Chemical Information

Flavin Adenine Dinucleotide

FAD is a flavin adenine dinucleotide in which the substituent at position 10 of the flavin nucleus is a 5'-adenosyldiphosphoribityl group. It has a role as a cofactor, a prosthetic group, a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is a vitamin B2 and a flavin adenine dinucleotide. It is a conjugate acid of a FAD(3-).

CAS Number146-14-5
PubChem CID643975
IUPAC Name[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] hydrogen phosphate
Molecular FormulaC27H33N9O15P2
Molecular Weight785.5
XLogP-5
Topological Polar Surface Area356
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count20
Rotatable Bond Count13
Heavy Atom Count53
Formal Charge0
Complexity1560
SMILES
CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)O
InChI
InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1
InChIKey
VWWQXMAJTJZDQX-UYBVJOGSSA-N
Chemical Structure
2D Structure
2D structure of Flavin Adenine Dinucleotide
CAS: 146-14-5
CID: 643975
Formula: C27H33N9O15P2
MW: 785.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight785.5
XLogP3-5
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count20
Rotatable Bond Count13
Exact Mass785.15713538
Monoisotopic Mass785.15713538
Topological Polar Surface Area356 Ų
Heavy Atom Count53
Formal Charge0
Complexity1560
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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T65172-01Flavin adenine dinucleotide
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abx165724-01Flavin Adenine Dinucleotide (OVA)
HY-B1654R-01Flavin adenine dinucleotide (Standard)
546941Flavin Adenine Dinucleotide (FITC)
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T5067-01Flavin adenine dinucleotide disodium salt
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