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리보플라빈

리보플라빈
리보플라빈 구조식 이미지
카스 번호:
83-88-5
한글명:
리보플라빈
동의어(한글):
(-)-리보플라빈;7,8-디메틸-10-리비틸이소알록사진;락토플라빈;리보플라빈;리비프카;베플라빈;비타민G;비타산B2;플라박신;비타민B2;비타민B2;7,8-디메틸-10-(D-리보-2,3,4,5-테트라하이드록시펜틸);비타민B2(리보플라빈)
상품명:
Riboflavin
동의어(영문):
Hyre;Q 14;E 101;avine;VIT B2;RibofL;Flaxain;VB2、vb2;RIBIPCA;Ribosyn
CBNumber:
CB4383318
분자식:
C17H20N4O6
포뮬러 무게:
376.36
MOL 파일:
83-88-5.mol

리보플라빈 속성

녹는점
290 °C (dec.)(lit.)
알파
-135 º (c=5, 0.05 M NaOH)
끓는 점
504.93°C (rough estimate)
밀도
1.2112 (rough estimate)
굴절률
-135 ° (C=0.5, JP Method)
인화점
9℃
저장 조건
2-8°C
용해도
Very slightly soluble in water, practically insoluble in ethanol (96 per cent). Solutions deteriorate on exposure to light, especially in the presence of alkali. It shows polymorphism (5.9).
물리적 상태
Powder
산도 계수 (pKa)
1.7(at 25℃)
색상
Yellow to orange
수소이온지수(pH)
5.5-7.2 (0.07g/l, H2O, 20°C)
냄새
Slight odour
pH 범위
6
수용성
0.07 g/L (20 ºC)
감도
Light Sensitive
Merck
14,8200
BRN
97825
안정성
Stable, but light-sensitive. Incompatible with strong oxidizing agents, reducing agents, bases, calcium, metallic salts. May be moisture sensitive.
InChIKey
AUNGANRZJHBGPY-SCRDCRAPSA-N
CAS 데이터베이스
83-88-5(CAS DataBase Reference)
NIST
Riboflavine(83-88-5)
EPA
Riboflavin (83-88-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,T
위험 카페고리 넘버 11-23/24/25-39/23/24/25
안전지침서 24/25-45-36/37-16
유엔번호(UN No.) UN1230 - class 3 - PG 2 - Methanol, solution
WGK 독일 1
RTECS 번호 VJ1400000
F 고인화성물질 8-10-21
TSCA Yes
HS 번호 29362300
유해 물질 데이터 83-88-5(Hazardous Substances Data)
독성 LD50 in rats (g/kg): >10 orally, 5.0 s.c., 0.56 i.p. (Unna, Greslin)
기존화학 물질 KE-11845
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H370 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴(노출되어도 특정 표적장기 독성을 일으키지 않는다는 결정적인 노출경로가 있다면 노출경로를 기재) 특정 표적장기 독성 - 1회 노출 구분 1 위험 P260, P264, P270, P307+P311, P321,P405, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P311 의료기관(의사)의 진찰을 받으시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
NFPA 704
0
1 0

리보플라빈 MSDS


Riboflavin

리보플라빈 C화학적 특성, 용도, 생산

물성

리보플라빈, 일컬어 비타민 B2는와 먼저 G로 알려져 있는 비타민이고, 인간과 다른 동물에 있는 유지 건강에 있는 핵심 역활을 가진 쉽게 흡수한 착색한 미량 영양소입니다. 비타민 B2는 다양한 세포질 과정을 위해 요구됩니다. 그것은 에너지 물질 대사에 있는, 그리고 지방, 키톤체, 탄수화물 및 단백질의 물질 대사를 위한 핵심 역활을 합니다.

용도

리보플라빈 (비타민 B2)는 병 후에 나이 든 유아, 임신부, 모유로 기르는 어머니, 환자 및을 위한 자양물로 정상적인 생존에 있는 유기체를 위한 근본적인 필요성입니다.
그것은 carbonhydrate, 단백질 및 지방의 물질 대사에, 포함하고, 참가하고, 풍미 단백질의 중요한 구성, 수소의 옮기는 효소 체계입니다. 임상 연습에서는, 그것은 perleche, 설염, ophthalmitis, 결막염, seborrhea, 적당한 효력을 가진 음낭 염증에 적용 가능합니다, 음식과 급식 기업에서, 그것 음식과 급식 첨가물로 널리 이용되고 증명해 달라고 합니다 정결하것을.

개요

A water-soluble B fraction was found in the 1920s to contain a yellow, fluorescent growth factor called riboflavin in England and vitamin G in the United States. In the early 1930s, several groups found the coenzyme forms of riboflavin 50-phosphate (flavin mononucleotide) and the further conjugate with adenylic acid (flavin adenine dinucleotide).

화학적 성질

VITAMIN B2 (Riboflavin). Some earlier designations for this substance included vitamin G, lactoflavin, hepatoflavin, ovoflavin, verdoflavin. The chemical name is 6,7-dimethyl-9-d-l’ribityl isolloxazine. Riboflavin is a complex pigment with a green fluorescence.

화학적 성질

Yellow to orange/yellow crystalline powd

물리적 성질

Riboflavin is moderately soluble in water (10–13 mg/dl) and ethanol but insoluble in ether, chloroform, and acetone. It is soluble but unstable under alkaline conditions.
The catalytic functions of riboflavin are carried out primarily at positions N-1, N-5, and C-4 of the isoalloxazine nucleus. In addition, the methyl group at C-8 participates in covalent bonding with enzyme proteins. The flavin coenzymes are highly versatile redox cofactors because they can participate in either one- or two electron redox reactions
Riboflavin antagonists include analogs of the isoalloxazine ring (e.g., diethylri boflavin, dichlororiboflavin) and the ribityl side chain (e.g., d-araboflavin, d-galactoflavin, 7-ethylriboflavin).

Originator

Hyflavin ,Endo,US,1948

용도

Vitamin B2 (riboflavin) is produced by yeast from glucose, urea, and mineral salts in an aerobic fermentation.

용도

Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, leafy vegetables. Richest natural source is yeast. Minute amounts present in all plant and animal cells. Vitamin (enzyme cofactor).

용도

Vitamin B2; Vitamin cofactor; LD50(rat) 560 mg/kg ip

용도

riboflavin (Vitamin B2) is used in skin care preparations as an emollient. It can be found in sun care products as a suntan enhancer. Medicinally, it is used for the treatment of skin lesions.

용도

Riboflavin is the water-soluble vitamin b2 required for healthy skin and the building and maintaining of body tissues. it is a yellow to orange-yellow crystalline powder. it acts as a coenzyme and carrier of hydrogen. it is stable to heat but may dissolve and be lost in cooking water. it is relatively stable to storage. sources include leafy vegetables, cheese, eggs, and milk.

정의

ChEBI: D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vege ables, but the richest natural source is yeast. The free form occurs only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide.

Manufacturing Process

100 g of riboflavin and 3 of potassium carbonate are suspended in 500 cc of the aqueous formaldehyde solution and the mixture is stirred at 30°C for 8 hours. At the end of this period, 5 cc of glacial acetic acid and 1 liter of methanol are added, with stirring. The solution is freed from undissolved material by filtration and the clear solution is poured slowly at about 20°C to 22°C with vigorous stirring into 8 liters of anhydrous acetone. The resultant precipitate is filtered off, washed repeatedly with anhydrous acetone and with ether, and then dried at room temperature and with vacuum. The resultant dried powder is dissolved in hot water at 95°C to give an aqueous solution of 20% by weight. This solution is kept in the dark at room temperature for 3 to 4 weeks, after which time a large amount of material crystallizes out of the solution. This crystallized material is removed by filtration and recrystallized from hot water. A small amount of dark red insoluble material is filtered from the hot solution. This recrystallization step is repeated four times. The resultant end product is monomethylol riboflavin, which crystallized in small orange clusters. It has a melting point of 232°C to 234°C with decomposition, and it becomes dark when heated above 225°C.

상표명

Flavaxin (Sterling Winthrop).

Therapeutic Function

Enzyme cofactor vitamin source

일반 설명

The conflicting results were eventually found to be due,in part, to deficiencies in study animals not just of vitamin B2,but also vitamin B3 (niacin), the cause of human forms of pellagra,and/or vitamin B6 (pyridoxine), another cause of dermatitis.Likewise, treatments with vitamin B2 were inconsistentbecause the early sources of this vitamin contained otherB vitamins. Vitamin B2 was eventually isolated from eggwhites in 1933 and produced synthetically in 1935. Thename riboflavine was officially accepted in 1960; althoughthe term was in common use before then. In 1966, IUPACchanged it to riboflavin, which is in common use today.Riboflavin is synthesized by all green plants and by mostbacteria and fungi. Therefore, riboflavin is found, at least insmall amounts, in most foods. Foods that are naturally highin riboflavin include milk and other dairy products, meat,eggs, fatty fish, and dark green vegetables.
Chemically, riboflavin is an N-glycoside of flavin, alsoknown as lumichrome, and the sugar, ribitol .Flavin is derived from the Latin word flavus for “yellow”because of the yellow color of its crystals and yellow fluorescenceunder UV light. Riboflavin is heat stable but easilydegraded by light. Its systematic names are 7,8-dimethyl-10-ribitylisoalloxazine and 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazine.

Clinical Use

Severe riboflavin deficiency is known as ariboflavinosis, andtreatment or prevention of this condition is the only provenuse of riboflavin. Ariboflavinosis is most commonly associatedwith multiple vitamin deficiency as a result of alcoholismin developed countries. Because of the large numberof enzymes requiring riboflavin as a coenzyme, deficienciescan lead to a wide range of abnormalities. In adults seborrheicdermatitis, photophobia, peripheral neuropathy, anemia, andoropharyngeal changes including angular stomatitis, glossitis,and cheilosis, are often the first signs of riboflavin deficiency.In children, cessation of growth can also occur. As the deficiencyprogresses, more severe pathologies develop untildeath ensues. Riboflavin deficiency may also produce teratogeniceffects and alter iron handling leading to anemia.

Safety Profile

Poison by intravenous route. Moderately toxic by intraperitoneal and subcutaneous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

환경귀착

Physicochemical Properties
Riboflavin has the appearance of a yellow to orange amorphous solid and imparts an orange color to the B vitamin tablets. Riboflavin has a melting point of 290°C, a density of 1.65, and a refractive index of 135°. The pKa is 9.888 and log P is 0.095. Riboflavin has solubility in water of 0.1 g l-1.
Exposure Routes and Pathways
The route of exposure is oral. Dietary sources of riboflavin and its coenzymes include broccoli, spinach, asparagus, enriched flour, yeast, eggs, milk, cheese, mackerel, trout, poultry, liver, and kidneys.
Toxicokinetics
Riboflavin, which is only moderately water soluble, is absorbed from the gastrointestinal tract but is limited to about 27 mg at any one time from an oral dose given to an adult. Hence, mega doses would not be expected to increase significantly the total amount absorbed. It is hepatically metabolized, protein bound, and widely distributed to tissue; however, little is stored in the liver, spleen, heart, and kidneys. Riboflavin is excreted renally as metabolites, which have been oxidatively cleaved in the ribityl side chain and converted to hydroxymethyls in the ring methyl functions. Riboflavin in excess of daily body needs is excreted unchanged in the urine. Riboflavin exhibits biphasic pharmacokinetics with initial and terminal half-lives of 1.4 and 14 h, respectively.

Properties and Applications

yellow

Purification Methods

It crystallises from H2O as a yellow-orange powder in three different forms with differing amounts of H2O. It melts if placed in an oil bath at 250o, but decomposes at 280o if heated at a rate of 5o/minute. It is also purified by crystallisation from 2M acetic acid, then extracted with CHCl3 to remove lumichrome impurity. [Smith & Metzler J Am Chem Soc 85 3285 1963.] Its solubility in H2O is 1g in 3-15L depending on the crystal structure. Its solubility in EtOH at 25o is 4.5mg in 100mL. Store it in the dark because it is decomposed to lumichrome by UV light. [Pearson The Vitamins vol V pp1-96 1967 and vol VII pp 1-96 1972, Gy.gy and Pearson eds, Academic Press, Beilstein 26 IV 2542.]

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