기본 정보
- CAS
146-14-5- 표준 SMILES
Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)c2cc1C- InChIKey
VWWQXMAJTJZDQX-UYBVJOGSSA-N- 분자식
- C27H33N9O15P2
- 평균 분자량
- 785.5 g/mol
- 단동위원소 질량
- 785.15713538
개요
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-).
이름 및 식별자
- 우선 이름
- Flavin Adenine Dinucleotide
- IUPAC
- [[(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
- 영어명
- Flavin adenine dinucleotide
- 분자식
- C27H33N9O15P2
- 분자량
- 785.55
이름 및 동의어
flavin adenine dinucleotide146-14-5Flavin-adenine dinucleotideFlavine-adenine dinucleotideFlavine adenosine diphosphateAdenine-riboflavin dinucleotideRiboflavin 5'-adenosine diphosphateFlavin adenin dinucleotideFlavine adenine dinucleotideZC44YTI8KKCHEBI:16238NSC-112207
이름 더 보기
DISODIUM FLAVINE ADENINE DINUCLEOTIDEFademinflavitanflavinatFlavininWakadeninNSC 112207FAD PowderFlavine Adenine5'-ester with adenosine
ADENOSINE 5'-(TRIHYDROGEN PYROPHOSPHATE), 5'-5'-ESTER with RIBOFLAVINE[[(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 phosphateDTXSID4048307Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosineRiboflavin 5'-(trihydrogen diphosphate), P'->5'-ester with adenosineRiboflavin 5'-(trihydrogen diphosphate), P'-5'-ester with adenosineRIBOFLAVINE 5'-(TRIHYDROGEN DIPHOSPHATE) 5'->5'-ESTER WITH ADENOSINE(((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)((((2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo(g)pteridin-10-yl)-2,3,4-trihydroxypentyl)oxy))phosphinic acid
물성
구조 계산 물성
- XLogP
- -5
- 극성 표면적
- 356 Ų
- 수소 결합 공여자 수
- 9
- 수소 결합 수용자 수
- 20
- 회전 가능 결합 수
- 13
- 무거운 원자 수
- 53
- 형식 전하
- 0
- 복잡도
- 1,560
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
Solubility5 mg/mL
Physical DescriptionSolid
Collision Cross Section
259.22 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
247.3 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
250.3 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
249.2 Ų [M+H]+
물리화학적 성질
- 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.
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
유해성 정보
Regulatory InformationRiboflavin 5'-(trihydrogen diphosphate), P'â5'-ester with adenosine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
안전 데이터
- 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
화학 및 산업
약리 정보
Tissue LocationsErythrocyte
Cellular LocationsCytoplasm
Metabolite Pathways2-aminoadipic 2-oxoadipic aciduria
용도 및 제조
General Manufacturing InformationRiboflavin 5'-(trihydrogen diphosphate), P'.fwdarw.5'-ester with adenosine: ACTIVE
응용 분야
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.
공급사100 곳
北京华美互利生物化工
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