CAS 618-27-9 L-Proline, 4-hydroxy-, cis- (HCID 69248)

개요

4-hydroxy-L-proline is the L-stereoisomer of 4-hydroxyproline. It is a 4-hydroxyproline, a non-proteinogenic L-alpha-amino acid and a L-proline derivative. It is a conjugate acid of a 4-hydroxy-L-prolinate. It is an enantiomer of a 4-hydroxy-D-proline. It is a tautomer of a 4-hydroxy-L-proline zwitterion.

이름 및 식별자

우선 이름: L-Proline, 4-hydroxy-, cis-
IUPAC: (2S)-4-hydroxypyrrolidine-2-carboxylic acid
영어명: cis-4-Hydroxy-L-proline
분자식: C5H9NO3
분자량: 131.13

이름 및 동의어

L-Proline, 4-hydroxy-, cis-RefChem:797378L-Proline, 4-hydroxy-, cis-(9CI)(2S)-4-hydroxypyrrolidine-2-carboxylic acid4-Hydroxy-L-proline1599456-27-5Proline, 4-hydroxy-The (R)-4-hydroxy L-isomer has been assumedunless otherwise specified or implied in the original document and is indexed at L-Proline,4-hydroxy-,(4R)- [51-35-4]. When synthetichydroxyproline has been clearly indicated in theoriginal document,the 4-hydroxyL-Allohydroxyprolineallo-L-Hydroxyproline4-Hydroxy-proline4hydroxy-l-proline

이름 더 보기

(2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACIDH-CIS-HYP-OHCIS-4-HYDROXYPROLINECIS-HYP-OHCIS-HYDROXYPROLINEcis-Hydroxy-L-proline(4S)-4-hydroxypyrrolidine-2-carboxylic acidCHYPcis Lcis-L-Hyp-OH

(2S)-4-hydroxy-2-pyrrolidinecarboxylic acidcis-4-hydroxy-l-pro4-Hydroxy-(L)-prolineSCHEMBL211844-Hydroxy-L-proline, (Z)-SCHEMBL1302842SCHEMBL1662290L-Proline, allo-hydroxy-, cis

데이터베이스 식별자

CAS: 618-27-9、6912-67-0
PubChem CID: 69248
ChEBI: CHEBI:18240
Nikkaji: J94.857H

물성

구조 계산 물성

XLogP: -3.3
극성 표면적: 69.6 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 4
회전 가능 결합 수: 1
무거운 원자 수: 9
형식 전하: 0
복잡도: 125

물리화학적 성질

녹는점: 257 °C · 257 °C (dec.) (lit.)
끓는 점: 242.42 °C · 242.42°C (rough estimate)
밀도: 1.3121 · 1.3121 (rough estimate)
굴절률: -59 ° · -59 ° (C=2, H2O)
저장 조건: Keep in dark place,Sealed in dry,Room Temperature
용해도: 쉽게 용해됨
물리적 상태: 가루
산도 계수 (pKa): 2.14 · 2.14±0.40(Predicted)
색상: 흰색에서 베이지색
수용성: 녹는
Merck: 14 · 14,4840
BRN: 81440 · 81440
주요 응용: 펩타이드 합성
InChI: 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
InChIKey: PMMYEEVYMWASQN-IMJSIDKUSA-N
SMILES: O[C@@H]1CN[C@@H](C1)C(O)=O
EPA: 4 · L-Proline, 4-hydroxy-, (4S)- (618-27-9)

화학적 성질

White to beige powder

안전 및 규제

유해성 정보

Regulatory InformationChemical: L-Proline, 4-hydroxy-, cis-

Other Safety InformationIMAP assessments - L-Proline, 4-hydroxy-, cis-: Environment tier I assessment

안전 데이터

wgk: 3
tsca: TSCA listed
HS 번호: 29339900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-36/37/39-27-26
F 고인화성물질: 10
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

응용 분야 · 1건

용도cis-4-Hydroxy-L-proline (CHP) is a proline analog that inhibits collagen synthesis and has been used as an anticancer compound. CHP blocked myotube formation and expression of sarcomeric myosin heavy chain in C2C12 murine skeletal muscle cells. CHP inhibited proliferation of murine Panc02 pancreatic carcinoma cell line3 and rat pancreatic carcinoma cell line DSL6A. cis-4-Hydroxy-L-proline and other hydrosyl-L-prolines are important intermediates for chiral synthesis of potential drugs.