(-)-5-카페오일퀴닉산
Chlorogenic Acid
기본 정보
- CAS
202650-88-2- 표준 SMILES
O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](O)[C@H]1O- InChIKey
CWVRJTMFETXNAD-JUHZACGLSA-N- 분자식
- C16H18O9
- 평균 분자량
- 354.31 g/mol
- 단동위원소 질량
- 354.09508215
개요
Chlorogenic acid is a cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 3-hydroxy group of quinic acid. It is an intermediate metabolite in the biosynthesis of lignin. It has a role as a plant metabolite and a food component. It is a tannin and a cinnamate ester. It is functionally related to a trans-caffeic acid and a (-)-quinic acid. It is a conjugate acid of a chlorogenate.
이름 및 식별자
- 우선 이름
- Chlorogenic Acid
- IUPAC
- (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
- 현지명
- (-)-5-카페오일퀴닉산
- 영어명
- (-)-5-Caffeoyl quinic acid
- 분자식
- C16H18O9
- 분자량
- 354.31
이름 및 동의어
CHLOROGENIC ACID327-97-9Heriguard3-Caffeoylquinic acid3-(3,4-Dihydroxycinnamoyl)quinic acidCaffeoyl quinic acidCP chlorogenic acid5-CQA5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid(+)-Chlorogenic acidNSC-407296trans-5-O-Caffeoylquinic acid
이름 더 보기
(-)-5-카페오일퀴닉산trans-Chlorogenic acid(-)-5-Caffeoyl quinic acid1,4α,5α-Trihydroxy-3β-(3,4-dihydroxy-trans-cinnamoyloxy)cyclohexane-1β-carboxylic acid1,4α,5α-Trihydroxy-3β-[(E)-3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexane-1β-carboxylic acid(1S)-1β,3β,4β-Trihydroxy-5α-[(E)-3-(3,4-dihydroxyphenyl)acryloyloxy]cyclohexane-1-carboxylic acid(E)-3-(3,4-Dihydroxyphenyl)acrylic acid [(1R)-2α,3α,5-trihydroxy-5β-carboxycyclohexane-1β-yl] ester(1S)-5α-[[(E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1β,3β,4β-trihydroxycyclohexanecarboxylic acidCyclohexanecarboxylic acid, 3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
물성
구조 계산 물성
- XLogP
- -0.4
- 극성 표면적
- 165 Ų
- 수소 결합 공여자 수
- 6
- 수소 결합 수용자 수
- 9
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 25
- 형식 전하
- 0
- 복잡도
- 534
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
Solubility40 mg/mL at 25 °C
Melting Point205 - 209 °C
Physical DescriptionSolid
Collision Cross Section185.1 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
물리화학적 성질
- 끓는 점
- 665 · 665.0±55.0 °C(Predicted)
- 밀도
- 1.65 · 1.65±0.1 g/cm3(Predicted)
- 산도 계수 (pKa)
- 3.9 · 3.90±0.50(Predicted)
- InChIKey
- CWVRJTMFETXNAD-JUHZACGLSA-N
- SMILES
- [C@]1(O)(C(O)=O)C[C@@H](O)[C@@H](O)[C@H](OC(=O)/C=C/C2=CC=C(O)C(O)=C2)C1
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 31.2% (5 of 16) of reports.
Warning
H315 (68.8%): Causes skin irritation [Warning Skin corrosion/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 16 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: Cyclohexanecarboxylic acid, 3-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
Cyclohexanecarboxylic acid, 3-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-1,4,5-trihydroxy-, (1S,3R,4R,5R)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (68.8%)
안전 데이터
- 신호 어
- Warning
- 유해·위험 문구
- 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H302
화학 및 산업
약리 정보
Tissue LocationsBladder
Cellular LocationsCytoplasm
상·하류 제품 정보
하류 제품
관련 반응
2건
화합물 노트
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