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발렌센

Valencene

HCID 9855795
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
4630-07-3
표준 SMILES
C=C(C)[C@@H]1CCC2=CCC[C@@H](C)[C@]2(C)C1
InChIKey
QEBNYNLSCGVZOH-NFAWXSAZSA-N
분자식
C15H24
평균 분자량
204.35 g/mol
단동위원소 질량
204.18780077

개요

(+)-valencene is a carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R- diastereoisomer). It is a sesquiterpene, a polycyclic olefin and a carbobicyclic compound.

이름 및 식별자

우선 이름
Valencene
IUPAC
(3R,4aS,5R)-4a,5-dimethyl-3-prop-1-en-2-yl-2,3,4,5,6,7-hexahydro-1H-naphthalene
현지명
발렌센
영어명
Valencene
분자식
C15H24
분자량
204.35

이름 및 동의어

Valencene(+)-Valencene4630-07-3Valencen(3R,4aS,5R)-4a,5-dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthaleneDTXSID8047052FEMA No. 344396H21P91IGDTXCID6027052CHEBI:61700NSC-1489694Betah,5alpha-eremophila-1(10),11-diene
이름 더 보기
발렌센(1R,7R,8aS)-1,2,3,5,6,7,8,8a-Octahydro-1,8a-dimethyl-7-(1-methylethenyl)naphthaleneFEMA 3443NSC 148969Valencene TVALENCENE 85
Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-Naphthalene, 1,2,3,5,6,7,8,8A-octahydro-1,8A-dimethyl-7-(1-methylethenyl)-, (1R-(1alpha,7beta,8aalpha))-RefChem:901568225-047-6Valencene (Standard)MFCD00075884Valencene (Technical Grade)ent-7betaH-eremophila-10(1),11-diene

데이터베이스 식별자

CAS
4630-07-3
PubChem CID
9855795
DTXSID
DTXSID8047052
ChEMBL
CHEMBL3186909

물성

구조 계산 물성

XLogP
5.2
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
1
무거운 원자 수
15
형식 전하
0
복잡도
297

실험 및 물리화학적 성질

SpringerMaterials PropertiesOptical coefficient
FragrancesFragrance Ingredient (Valencene) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.914-0.919
Flavoring AgentsEU Flavoring substances
Solubility · 2건

Insoluble in water; soluble in oils

Insoluble (in ethanol)

Boiling Point123 °C (11mm Hg)
Refractive Index1.498-1.508
Physical DescriptionColourless to pale yellow oily liquid

물리화학적 성질

끓는 점
274 °C · 274 °C(lit.)
밀도
0.92 g/mL · 0.92 g/mL at 25 °C(lit.)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1685) of reports.

Danger

H304 (98.5%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

P301+P316, P331, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1685 reports by companies from 9 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 3건

Chemical: Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, [1R-(1.alpha.,7.beta.,8a.alpha.)]-

Regulation (EC) No 1831/2003 (amended)

Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAsp. Tox. 1 (98.5%)

안전 데이터

wgk
3
tsca
TSCA listed
safety_code
23-24/25
Hazard Classifications
Asp. Tox. 1
스토리지 클래스
10 - Combustible liquids

화학 및 산업

용도 및 제조

Use Classification · 3건

Fragrance Ingredients

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationNaphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)-: ACTIVE
응용 분야 · 4건

개요(+)-Valencene is a sesquiterpene that has been found in C. sativa and is an aromatic component of orange essence oil. (+)-Valencene (50 μM) induces heme oxgenase-1 (HO-1) expression in macrophages and inhibits the expression of inducible nitric oxide synthase (iNOS), the production of nitric oxide (NO), and the release of high-mobility group box-1 (HMGB1) in RAW 264.7 cells stimulated with LPS. It also increases the survival rate in a mouse model of sepsis induced by cecal ligation and puncture. (+)-Valencene has been used in the synthesis of nootkatone .

출처Reported found in citrus fruits, orange peel, orange juice, bitter orange peel oil, lemon peel oil, grapefruit juice, grapefruit peel oil, kumquat peel oil, leaves and stalk of celery, clove stem, Thymus vulgaris L., fresh mango, globe artichoke, cardamom, mangosteen and cocoa.

용도Valencene is a sesquiterpene and an essential oil component found in a variety of plants, and has been shown to have functional antioxidant, antiradical and antimicrobial properties.

일반 설명Valencene is the major sesquiterpene aroma constituent of orange peel oil. It is mainly used as a starting material to synthesize nootkatone, an important flavor compound of grapefruit.

제조 방법

By a Wolf–Kishner reduction of nootkatone.

상·하류 제품 정보

상류 원료

NOOTKATONE(SG)

관련 반응

5건
반응 기록 만들기
HRID 495708 반응식
HRID 495708반응물로uspto-grants-2005_09
HRID 495709 반응식
HRID 495709반응물로uspto-grants-2005_09
HRID 625169 반응식
HRID 625169반응물로uspto-grants-2016_04
HRID 1349928 반응식
HRID 1349928생성물로uspto-grants-2007_05
HRID 1349929 반응식
HRID 1349929반응물로uspto-grants-2007_05

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
ChEBI
CHEBI:61700
UNII
96H21P91IG
EC Number
225-047-6
Nikkaji
J12.786H
FEMA
3443 · 3443 | VALENCENE
굴절률
20 · n20/D 1.504(lit.)
인화점
230 °F · >230 °F
저장 조건
2 · 2-8°C
용해도
클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
기름
색상
무색
Specific Gravity
0.92 · 0.92
냄새
10 % · 디프로필렌 글리콜 중 10.00%. 달콤한 신선한 감귤류 자몽 우디 오렌지 아스프린 건조 녹색 기름진
냄새 유형
감귤류
생물학적 소스
oranges
JECFA Number
1337 · 1337
BRN
3539153 · 3539153
Henry's Law Constant
3.2 · 3.2×10-4 mol/(m3Pa) at 25℃, Copolovici and Niinemets (2015)
안정성
감광성
주요 응용
청소용품화장품향료 및 향음식 및 음료개인 위생 관리
화장품 원료 기능
피부 컨디셔닝향수피부 보호
InChI
1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1
InChIKey
QEBNYNLSCGVZOH-NFAWXSAZSA-N
SMILES
C[C@@H]1CCC=C2CC[C@H](C[C@@]12C)C(C)=C
LogP
6.29 · 6.29
EPA
1 · Naphthalene, 1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-, (1R,7R,8aS)- (4630-07-3)

화학적 성질

clear colorless to yellowish liquid

하류 제품

NOOTKATONE

추가 설명

정의ChEBI: A carbobicyclic compound and sesquiterpene that is 1,2,3,4,4a,5,6,7-octahydronaphthalene which is substituted a prop-1-en-2-yl group at position 3 and by methyl groups at positions 4a and 5 (the 3R,4aS,5R diastereoisomer).