기본 정보
- 표준 SMILES
O=C(O)/C=C/c1ccccc1- InChIKey
WBYWAXJHAXSJNI-VOTSOKGWSA-N- 분자식
- C9H8O2
- 평균 분자량
- 148.16 g/mol
- 단동위원소 질량
- 148.0524295
개요
Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of cinnamic acids and a member of styrenes. It is a conjugate acid of a cinnamate.
이름 및 식별자
- 우선 이름
- Cinnamic Acid
- IUPAC
- (E)-3-phenylprop-2-enoic acid
- 현지명
- 계피산
- 영어명
- trans-Cinnamic acid
- 분자식
- C9H8O2
- 분자량
- 148.16
이름 및 동의어
CINNAMIC ACID621-82-93-Phenylacrylic acidPhenylacrylic acidZimtsaeure(E)-3-phenylprop-2-enoic acid3-Phenylpropenoic acid3-phenylprop-2-enoic acidbeta-Phenylacrylic acidCinnamic acid, (E)-Cinnamylic acidBenzenepropenoic acid
이름 더 보기
T-신남산계피산신나믹애씨드3-PHENYL-2-PROPENOIC ACIDFEMA 2288(2E)-3-phenylprop-2-enoic acid(E)-Cinnamic acid(e)-2-propenoicaci(E)-3-Phenylacrylic acidTRANS-3-PHENYLACRYLIC ACIDtrans-Cinnamicacid 140-10-3
Benzylideneacetic acidFEMA No. 2288CINNAMIC ACIDUMCinnamic acid, trans-Kyselina skoricoveAcidum cinnamylicumU14A832J8DNSC-9189
데이터베이스 식별자
- CAS
140-10-3、621-82-9- PubChem CID
- 444539
- DTXSID
DTXSID5022489- ChEMBL
CHEMBL27246- ChEBI
CHEBI:27386- UNII
- U14A832J8D
- EC Number
- 205-398-1、210-708-3
- Nikkaji
- J2.024I、J2.087G
물성
구조 계산 물성
- XLogP
- 2.1
- 극성 표면적
- 37.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 155
실험 및 물리화학적 성질
Chemical Classes
Other Classes -> Organic Acids
Other Classes -> Organic Acids
SpringerMaterials PropertiesAngular frequency
Fragrances
Fragrance Ingredient (Cinnamic acid) -> IFRA transparency List
Fragrance Ingredient (trans-Cinnamic acid) -> IFRA transparency List
LogP2.13
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
0.546 mg/mL
insoluble in water; soluble in oils
slightly soluble (in ethanol)
Boiling Point
298.00 to 300.00 °C. @ 760.00 mm Hg
300 °C
Melting Point133 °C
Physical Description
Solid with a honey floral odor; [Merck Index] White crystalline solid; [Alfa Aesar MSDS]
White crystalline powder with a mild odor; [Alfa Aesar MSDS]
Solid
White crystalline scales, honey floral odour
Ionization Efficiency
Positive
1.18
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Dissociation Constants4.45
물리화학적 성질
- 녹는점
- 133 °C · 133 °C (lit.)
- 끓는 점
- 300 °C · 300 °C(lit.)
- 밀도
- 1.248 · 1.248
- 증기압
- 1.3 hPa · 1.3 hPa (128 °C)
- 굴절률
- 1.5049 · 1.5049 (estimate)
- 인화점
- 230 °F · >230 °F
- 저장 조건
- 2 · 2-8°C
- 용해도
- 0.4 g/L · 0.4g/L
- 산도 계수 (pKa)
- 4.44 · 4.44(at 25℃)
- 물리적 상태
- 결정성 분말
- 색상
- 흰색에서 거의 흰색
- Specific Gravity
- 0.91 · 0.91
- 냄새
- 희미한 냄새
- 수소이온지수(pH)
- 3 · 3-4 (0.4g/l, H2O, 20℃)
- 냄새 유형
- 발사믹
- 생물학적 소스
- synthetic
- 수용성
- 0.4 g/L · 0.4g/L(20℃)
- Merck
- 14 · 14,2299
- BRN
- 1905952 · 1905952
- Henry's Law Constant
- 2.8 · 2.8×1011 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
- 안정성
- 감광성
- 주요 응용
- 향료 및 향
- 화장품 원료 기능
- 향수피부 컨디셔닝
- InChI
- 1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
- InChIKey
- WBYWAXJHAXSJNI-VOTSOKGWSA-N
- SMILES
- OC(=O)\C=C\c1ccccc1
- LogP
- 2.13 · 2.130
- NIST
- Cinnamic acid(140-10-3)
- EPA
- (E)-Cinnamic acid (140-10-3)
화학적 성질
White to almost white crystalline powder. Insoluble in water, slightly soluble in hot water, easily soluble in benzene, acetone, ether, glacial acetic acid and other organic solvents.
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 97.8% (1644 of 1681) of all reports.
Not Classified
Aggregated GHS information provided per 1681 reports by companies from 7 notifications to the ECHA C&L Inventory.
This chemical does not meet GHS hazard criteria for 76.1% (284 of 373) of all reports.
Warning
H315 (15.5%): Causes skin irritation [Warning Skin corrosion/irritation]
유해성 정보
Regulatory Information
Chemical: 2-Propenoic acid, 3-phenyl-, (E)-
Chemical: 2-Propenoic acid, 3-phenyl-
Regulation (EC) No 1831/2003 (amended)
Status: Active Update: 06-02-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/23816
2-Propenoic acid, 3-phenyl-, (E)-: Does not have an individual approval but may be used under an appropriate group standard
Cinnamic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety Information
IMAP assessments - Cinnamic acid: Human health tier II assessment
IMAP assessments - Cinnamic acid: Human health tier II assessment
Hazards Summary
A mild skin irritant; Causes gastrointestinal changes in acute oral studies of rats; [RTECS] Safe when used as a flavoring agent in food; [JECFA] An eye irritant; [Alfa Aesar MSDS] See Hydrocinnamic acid.
A mild skin and strong eye irritant; [Alfa Aesar MSDS] See Hydrocinnamic acid.
Hazard Classes and Categories
Skin Irrit. 2 (15.5%)
Not Classified
독성 정보
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
안전 데이터
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- GD7850000
- 독성
- LD50 orally in Rabbit: 2500 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- HS 번호
- 29163900
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- 기존화학 물질
- KE-28423
- Hazard Classifications
- Eye Irrit. 2
- 스토리지 클래스
- 13 - Non Combustible Solids
화학 및 산업
약리 정보
Cellular LocationsMembrane
용도 및 제조
Uses
Occurs in storax, balsam of Peru, oil of cinnamon, and coca leaves (trans isomer); Used as a fragrance and flavoring agent; [Merck Index]
The trans- isomer is found in storax, balsam of Peru, oil of cinnamon, and coca leaves; Used as a fragrance and flavoring agent; [Merck Index] Used in perfumery and as an anthelmintic; [Alfa Aesar MSDS]
Household ProductsInformation on 1 consumer products that contain Cinnamic acid in the following categories is provided:
Use Classification
Fragrance Ingredients
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
2-Propenoic acid, 3-phenyl-, (2E)-: ACTIVE
2-Propenoic acid, 3-phenyl-: ACTIVE
응용 분야
용도trans-Cinnamic acid is used in flavors, synthetic indigo and pharmaceuticals. It is involved in the production of methyl, ethyl and benzyl esters, which is used in the perfume industry. It serves as a precursor to the sweetener aspartame through enzyme-catalyzed amination to phenylalanine. It is a self-inhibitor produced by fungal spores to prevent germination. In addition, it is used to establish phenolic compounds by liquid chromatography, ultraviolet and mass spectrometry. It is utilized as a potential agent, thereby preventing lung tumor cells from metastasizing. Further, it induces intracellular release of calcium ions from the vacuole to the cytoplasm in order to trigger phytotoxicity in cucumber.
일반 설명trans-Cinnamic acid is an α,β-unsaturated aromatic acid that can be used as a flavoring agent. It is mainly used to prepare ester derivatives that are used in perfume industry. trans-Cinnamic acid is the key volatile components of cinnamon essential oil.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
金华市佰康生物工程有限公司0573-15557365800 15557365800
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
深圳虹彩祥根生物科技有限公司+86-0755-89668383 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
成都锦然生物科技有限公司028-83311324 1278112614 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
越林试剂021-62960152 · [email protected]
苏州安尼康药物研发有限公司0512-69369885 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
深圳市石金谷科技有限公司(0086)755-61930359 (0086)18038192047 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
湖北楚烁生物科技有限公司19107272865
上海洪创医药科技有限公司18151128828 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海笛柏生物科技有限公司400-008-9730,021-54359730 400-008-9730 · [email protected]
추가 설명
정의ChEBI: Cinnamic acid is a monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia. It has a role as a plant metabolite. It is a member of styrenes and a member of cinnamic acids. It is a conjugate acid of a cinnamate.
관련 반응
649건
연결된 노트
불러오는 중…