3-Hydroxypropionic acid

HCID 68152CAS 503-66-2

기본 정보

표준 SMILES
O=C(O)CCO
InChIKey
ALRHLSYJTWAHJZ-UHFFFAOYSA-N
분자식
C3H6O3
평균 분자량
90.08 g/mol
단동위원소 질량
90.03169405

개요

3-hydroxypropionic acid is a 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group. It has a role as an Escherichia coli metabolite and a human metabolite. It is an omega-hydroxy-short-chain fatty acid and a 3-hydroxy monocarboxylic acid. It is functionally related to a propionic acid. It is a conjugate acid of a 3-hydroxypropionate.

이름 및 식별자

우선 이름
3-Hydroxypropionic acid
IUPAC
3-hydroxypropanoic acid
영어명
3-Hydroxypropionic acid
분자식
C3H6O3
분자량
90.08

이름 및 동의어

3-Hydroxypropionic acid503-66-23-Hydroxypropanoic acidHydracrylic acidbeta-Hydroxypropionic acidhydroxypropionic acidEthylene lactic acidbeta-Lactic acid3-HydroxypropanoateC4ZF6XLD2Xbeta-hydroxypropionateCHEBI:33404
이름 더 보기
beta-lacticacid.beta.-Lacticacid2-deoxy-glycericaciRARECHEM AL BO 01932-deoxy-Glycericacid
DTXSID50198305RefChem:94392DTXCID40120796207-974-8Propanoic acid, 3-hydroxy-3-HYDROXY-PROPANOIC ACIDEthylenelacticacidGlyceric acid, 2-deoxy-

데이터베이스 식별자

CAS
503-66-2
PubChem CID
68152
DTXSID
DTXSID50198305
ChEMBL
CHEMBL1205969
ChEBI
CHEBI:33404
UNII
C4ZF6XLD2X
EC Number
207-974-8
Nikkaji
J6.213H

물성

구조 계산 물성

XLogP
-1
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
6

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesDielectric constant
Melting Point< 25 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
16.8 °C · 16.8°C (estimate)
끓는 점
212 °C · 212°C (rough estimate)
밀도
1.066 g/mL · 1.066 g/mL at 25 °C
굴절률
1.4489 · 1.4489
인화점
110 ° · >110°
저장 조건
2 · 2-8°C

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 6.7% (3 of 45) of reports.

Danger

H302 (88.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (88.9%)

독성 정보

Health Effects · 1건

Chronically high levels of hydroxypropionic acid are associated with at least 5 inborn errors of metabolism including: Biotinidase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria, Methylmalonic, Aciduria Due to Cobalamin-Related Disorders and Propionic acidemia.

Toxicity Summary · 1건

3-hydroxypropionic acid (3HP) toxicity is mediated by 3-hydroxypropionic aldehyde (reuterin). 3HP toxicity is also proposed to be related to inhibition of the chorismate and threonine super-pathways. Generally, the toxicity mechanism of 3HP is not understood at the molecular level. (A15450)

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

안전 데이터

wgk
WGK 1
HS 번호
29181990
risk_code
36/37/38-41-37/38-22
hazard_code
Xi,Xn
safety_code
26-36/37/39-39
기존화학 물질
KE-20869

화학 및 산업

약리 정보

Cellular LocationsCytoplasm
Metabolite PathwaysMalonic Aciduria

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

개요3-Hydroxypropionic acid (3-HP) is considered as a potential building block either for organic synthesis or high performance polymers.It is a 3-carbon carboxylic acid, structural isomer of lactic acid, which naturally exists in some thermophilic archaea and bacteria. This organic compound has been pointed out by the US Department of Energy as a promising biomass derivate, which could potentially be used for the production of high added-value chemicals like1,3-propanediol, acrylic acid, acrylamide, and bioplastics. Being 3-HP a commercially valuable, important platform chemical, researches have been conducted about its production on commercial scale, mainly from renewable sources. The biological production of 3-HP from glycerol and glucose, both based on microbial fermentation, are among the main routes studied. More specifically, research activities have been devoted to goals such as identifying novel biochemical pathways, metabolic engineering of microbial strains for the production of 3-HP, and improvements of cultivation techniques to increase 3-HP production titers. Despite intense research efforts, there are still important bottlenecks for cost efficient, large scale biological production of 3-Hydroxypropionic Acid.

용도A three carbon non-chiral compound, 3-Hydroxypropionic acid can be used as a building block for industrial chemicals.

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]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

추가 설명

정의ChEBI: A 3-hydroxy monocarboxylic acid that is propionic acid in which one of the hydrogens attached to the terminal carbon is replaced by a hydroxy group.

관련 반응

37건

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