베타-하이드록시이소발레산

3-Hydroxyisovaleric acid

HCID 69362CAS 625-08-1

기본 정보

표준 SMILES
CC(C)(O)CC(=O)O
InChIKey
AXFYFNCPONWUHW-UHFFFAOYSA-N
분자식
C5H10O3
평균 분자량
118.13 g/mol
단동위원소 질량
118.06299418

이름 및 식별자

우선 이름
3-Hydroxyisovaleric acid
IUPAC
3-hydroxy-3-methylbutanoic acid
현지명
베타-하이드록시이소발레산
영어명
beta-Hydroxyisovaleric Acid
분자식
C5H10O3
분자량
118.13

이름 및 동의어

beta-Hydroxyisovaleric acid625-08-13-Hydroxy-3-methylbutanoic acid3-Hydroxyisovaleric acid3-Hydroxy-3-methylbutyric acid3-OH-isovaleric acid3-hydroxy-3-methyl-butanoic acid3-hydroxy-isovaleric acidHmb-d6beta-Hydroxy-methylbutyratebeta-hydroxy-beta-methylbutyric acidDTXSID20211535
이름 더 보기
베타-하이드록시이소발레산3-HYDROXY-3-METHYL BUTYRIC ACIDβ-Hydroxyisovaleric AcidRARECHEM AL BO 2324HYDROXY-METHYLBUTYRATE3-hydroxyisovalericaci?Hydroxyisovaleric acid
3F752311CDCHEBI:37084RefChem:911412beta hydroxy beta methylbutyratebeta-hydroxy beta-methylbutyrateDTXCID50134026626-699-8B-hydroxyisovaleric acid

데이터베이스 식별자

CAS
625-08-1
PubChem CID
69362
DTXSID
DTXSID20211535
ChEMBL
CHEMBL4303793
ChEBI
CHEBI:37084
UNII
3F752311CD
EC Number
626-699-8
Nikkaji
J100.466B

물성

구조 계산 물성

XLogP
-0.3
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
8

실험 및 물리화학적 성질

LogP6.300
Melting Point65 - 67 °C
Physical DescriptionSolid
Kovats Retention Index985.2

물리화학적 성질

녹는점
-80 °C · -80 °C (lit.)
끓는 점
88 °C/1 · 88 °C/1 mmHg (lit.)
밀도
0.938 g/mL · 0.938 g/mL at 25 °C (lit.)
굴절률
20 · n20/D 1.4415(lit.)
인화점
113 °C · 113 °C
저장 조건
Keep in dark place,Sealed in dry,Room Temperature

화학적 성질

colorless to light yellow liquid

안전 및 규제

GHS 분류

GHS Classification · 5건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%);Eye Irrit. 2 (100%);STOT SE 3 (97.9%)

독성 정보

Health Effects · 1건

Chronically high levels of 3-hydroxyisovaleric acid are associated with at least 4 inborn errors of metabolism including: 3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency, 3-Methylglutaconic Aciduria Type I, Biotinidase deficiency and Isovaleric Aciduria.

Toxicity Summary · 1건

3-Hydroxyisovaleric acid is a normal human metabolite excreted in the urine. Elevated levels of this compound are found in several disorders due to impairment of renal reclamation of biotin. Levels may also be increased from prolonged consumption of raw egg-whites.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
3
ridadr
UN 3334
HS 번호
29181990
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

화학 및 산업

약리 정보

Tissue LocationsFibroblasts;Placenta
Cellular LocationsCytoplasm

용도 및 제조

UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
응용 분야 · 2건

개요β-Hydroxy β-methylbutyric acid (HMB), or β-hydroxy β- methylbutyrate, is a metabolite of the essential amino acid leucine and is synthesized in the human body. It plays a part in protein synthesis and was discovered by Dr. Steven L. Nissen at Iowa State University. It has been used in scientific studies to purportedly increase muscle mass and decrease muscle breakdown. Nissen held the original patent on the metabolite as a nutritional supplement. It was discovered in pigs, and small quantities can also be found in grapefruit, alfalfa, and catfish. As a supplement it is usually sold as a calcium salt. Research published in the Journal of Applied Physiology has shown that HMB may have an effect on increasing muscle weight and strength. A review in Nutrition & Metabolism provides an in depth and objective analysis of HMB research. The same study lists as HMB' s proposed mechanisms of action the following: Increased sarcolemmal integrity via conversion to HMG-CoA Enhanced protein synthesis via the mTOR pathway Depression of protein degradation through inhibition of the ubiquitin pathway Three grams of Calcium beta-hydroxy-beta-methylbutyrate per day may help muscles combat protein breakdown, assist in muscle repair and support increased endurance. Studies suggest its benefits may be greater for the untrained. Also, well-controlled scientific studies have found increases in muscle mass and decreases in body fat in 70 year old men. It has helped patients with chronic obstructive pulmonary disease in hospital intensive care units, muscle wasting associated with HIV or AIDS and with cancer, and trauma victims with severe injuries. The human body produces about 0.2 - 0.4 grams per day. Standard doses in research studies have been 1.5 to 3.0 grams per day, usually divided into two doses.

용도β-Hydroxyisovaleric Acid is a metabolite of the essential amino acid Leucine and is synthesized in the human body. Studies suggest that β-Hydroxyisovaleric Acid may have an effect on increasing muscle weight and strength. The presence of elevated β-Hydroxyisovaleric Acid is a sensitive marker of biotin deficiency and may indicate the presence of a genetic disorder such as biotinidase deficiency or holocarboxylase synthetase deficiency.

상·하류 제품 정보

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]

추가 설명

정의ChEBI: A 3-hydroxy monocarboxylic acid that is isovaleric acid substituted at position 3 by a hydroxy group. Used as indicator of biotin deficiency.

관련 반응

37건

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