기본 정보
- CAS
18457-55-1- 표준 SMILES
C=C(C)C1CC=C(CO)CC1- InChIKey
NDTYTMIUWGWIMO-UHFFFAOYSA-N- 분자식
- C10H16O
- 평균 분자량
- 152.23 g/mol
- 단동위원소 질량
- 152.12011513
개요
Perillyl alcohol is a limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender. It has a role as a volatile oil component and a plant metabolite.
이름 및 식별자
- 우선 이름
- Perillyl Alcohol
- IUPAC
- (4-prop-1-en-2-ylcyclohexen-1-yl)methanol
- 영어명
- (-)-PERILLYL ALCOHOL
- 분자식
- C10H16O
- 분자량
- 152.23
이름 및 동의어
PERILLYL ALCOHOL536-59-4PerillolIsocarveolp-Mentha-1,8-dien-7-olHydrocumin alcohol1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-Iso-carveolDihydrocuminic alcoholDihydrocuminyl alcohol4-(1-Methylethenyl)-1-cyclohexene-1-methanol4-Isopropenyl-1-cyclohexene carbinol
이름 더 보기
(S)-(-)-PERILLYL ALCOHOLFEMA 2664(S)-PERILLYL ALCOHOL(S)-(4-(Prop-1-en-2-yl)cyclohex-1-en-1-yl)MethanolPerycorolleRARECHEM AL BD 0003()-Perillyl Alcohol(-)-Perillyl AlcoholL(-)-PERILLYL ALCOHOLPERILLYL ALCOHOL, (-)-
FEMA No. 26644-Isopropenylcyclohex-1-en-1-ylmethanol4-Isopropenyl-cyclohex-1-ene-1-methanol1-Hydroxymethyl-4-isopropenyl-1-cyclohexeneDl-perillyl alcoholNSC 641066CHEBI:15420319R5C7293
데이터베이스 식별자
- CAS
18457-55-1、536-59-4
물성
구조 계산 물성
- XLogP
- 2.1
- 극성 표면적
- 20.2 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 179
실험 및 물리화학적 성질
FragrancesFragrance Ingredient (p-Mentha-1,8-dien-7-ol) -> IFRA transparency List
LogP3.17
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.956-0.963
Flavoring AgentsEU Flavoring substances
Solubility
Slightly soluble in water; soluble in alcohols and oils
Miscible at room temperature (in ethanol)
Boiling Point119 °C (11 mm Hg)
Melting Point244 °C
Refractive Index1.495-1.505
Physical Description
Solid
Colourless to pale-yellow, dense, oily liquid; characteristic odour similar to linalool and terpineol
물리화학적 성질
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1574 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-: Human health tier II assessment
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
안전 데이터
- wgk
- 3
- rtecs
- OS8395000
- risk_code
- 37/38-41-36/37/38
- hazard_code
- Xi
- safety_code
- 26-39-36
- F 고인화성물질
- 10
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- 스토리지 클래스
- 10 - Combustible liquids
화학 및 산업
약리 정보
Metabolism/MetabolitesLimonen-10-ol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-[(4-prop-1-en-2-ylcyclohexen-1-yl)methoxy]oxane-2-carboxylic acid.
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Tissue LocationsPancreas
Cellular LocationsCytoplasm
용도 및 제조
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
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 Information1-Cyclohexene-1-methanol, 4-(1-methylethenyl)-: ACTIVE
응용 분야
개요(–)-Perillyl alcohol is a monoterpene alcohol that has been found in lavender essential oil and has diverse biological activities. It reduces production of hydroperoxidienes and thiobarbituric acid reactive substances (TBARS) in vitro in a concentration-dependent manner. (–)-Perillyl alcohol inhibits PANC-1 pancreatic carcinoma cell and H-Ras-transformed fibroblast growth when used at a concentration of 1 mM. It also inhibits the growth of P. aeruginosa, E. coli, S. aureus, and C. albicans (MICs = 480-2,900 ppm).
(-)-Perillyl Alcohol is a monoterpene that induces apoptosis in colon tumor cells. Also, it is used in preparation of terpene-vanilloid conjugates as anti-inflammatory agents.
관련 반응
1건
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