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하이드록시메톡시벤질펠라곤아마이드

Dihydrocapsaicin

HCID 107982
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
19408-84-5
표준 SMILES
COc1cc(CNC(=O)CCCCCCC(C)C)ccc1O
InChIKey
XJQPQKLURWNAAH-UHFFFAOYSA-N
분자식
C18H29NO3
평균 분자량
307.4 g/mol
단동위원소 질량
307.21474379

개요

Dihydrocapsaicin is a capsaicinoid.

이름 및 식별자

우선 이름
Dihydrocapsaicin
IUPAC
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
현지명
하이드록시메톡시벤질펠라곤아마이드
영어명
Dihydrocapsaicin
분자식
C18H29NO3
분자량
307.43

이름 및 동의어

Dihydrocapsaicin19408-84-56,7-Dihydrocapsaicin8-Methyl-N-vanillylnonanamideN-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamideNonanamide, N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-Nonanamide, 8-methyl-N-vanillyl-W9BV32M08ADTXSID4041864CHEBI:46932N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methylnonanamideNonanamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-
이름 더 보기
하이드록시메톡시벤질펠라곤아마이드CAPSAICINEN-(3-Methoxy-4-hydroxybenzyl)-8-methylnonanamide(E)-8-METHYL-NON-6-ENOIC ACID 4-HYDROXY-3-METHOXY-BENZYLAMIDEFEMA 2787FEMA 3404CCRIS1589(E)-CAPSAICINihydrocapsaicinCAPSAICIN, NATURAL
N-[(4-Hydroxy-3-methoxy-phenyl)methyl]-8-methyl-nonanamideN-((4-hydroxy-3-methoxy-phenyl)methyl)-8-methyl-nonanamideRefChem:34595DTXCID2021864606-308-7N-(4-hydroxy-3-methoxybenzyl)-8-methylnonanamidedihydro capsaicinDihydrocapsacine

물성

구조 계산 물성

XLogP
4.4
극성 표면적
58.6 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
10
무거운 원자 수
22
형식 전하
0
복잡도
307

실험 및 물리화학적 성질

LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl amines [FA0802]
Melting Point · 2건

65.5 - 65.8 °C

65.5-65.8 °F

Physical Description · 2건

Solid

Pure dihydrocapsaicin is a lipophilic colorless odorless crystalline to waxy compound. It is found in pepper (C. annum).

Collision Cross Section164.84 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점
62 · 62-65 °C(lit.)
끓는 점
497.4 · 497.4±35.0 °C(Predicted)
밀도
1.026 · 1.026±0.06 g/cm3(Predicted)
저장 조건
2 · Sealed in dry,2-8°C
용해도
2 O: · H2O: 불용성
산도 계수 (pKa)
9.76 · 9.76±0.20(Predicted)
물리적 상태
흰색 내지 회백색 고체.
색상
White to off-white
BRN
2815150 · 2815150

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (97.6%)

안전 데이터

wgk
3
rtecs
RA8530000
ridadr
UN 2811 6.1/PG 2
HS 번호
29399990
risk_code
25-37/38-41-42/43-36/37/38
hazard_code
T
safety_code
22-26-28-36/39-45-36/37/39
포장분류
II
위험 등급
6.1(a)
F 고인화성물질
10-21
Hazard Classifications
Acute Tox. 2 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

화학 및 산업

약리 정보

Cellular LocationsExtracellular
응용 분야 · 3건

개요Dihydrocapsaicin is a terpene alkaloid that has been found in Capsicum and has diverse biological activities. It is active against E. faecalis, B. subtilis, S. aureus, P. aeruginosa, K. pneumoniae, E. coli, and C. albicans (MICs = 0.6-10 μg/ml). Dihydrocapsaicin scavenges DPPH and ABTS radicals in cell-free assays. It increases LC3-II, a marker of autophagy, and catalase levels and reduces reactive oxygen species (ROS) production in normal WI38 lung fibroblasts and H1299, but not A549 or H460, lung cancer cells when used at a concentration of 200 μM. Dihydrocapsaicin is an agonist of transient receptor potential vanilloid 1 (TRPV1) and inhibits NETosis induced by phorbol 12-myristate 13-acetate (TPA; ) in isolated human neutrophils. It induces cortical and systemic hypothermia and reduces infarct volume in a rat model of ischemia-reperfusion injury induced by middle cerebral artery occlusion (MCAO) when administered at a dose of 0.5 mg/kg, i.p.

용도Dihydrocapsaicin has been used as a reference standard for the identification of dihydrocapsaicin in blood and tissue samples by high performance liquid chromatography (HPLC) combined with tandem mass spectrometry (MS) and in tomato-based salsas by enzyme immunoassay (EIA) and LC with fluorescent detection. It may be used as a reference standard for the determination of dihydrocapsaicin in Capsicum fruit samples by HPLC equipped with a Surveyor photodiode array (PDA) detector and in rat plasma by HPLC-triple quadrupole MS with electrospray ionization (ESI) in selected reaction monitoring (SRM) mode.

일반 설명Dihydrocapsaicin belongs to the capsaicinoid group of compounds which are responsible for the pungency of capsicum fruits.

공급사100 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]

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

데이터베이스 식별자

CAS
19408-84-5
PubChem CID
107982
DTXSID
DTXSID4041864
ChEMBL
CHEMBL311158
ChEBI
CHEBI:46932
UNII
W9BV32M08A
EC Number
606-308-7
Nikkaji
J126.282C
주요 응용
청소용품화장품향료 및 향음식 및 음료개인 위생 관리
InChI
InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
InChIKey
XJQPQKLURWNAAH-UHFFFAOYSA-N
SMILES
C(NCC1=CC=C(O)C(OC)=C1)(=O)CCCCCCC(C)C
LogP
3.556 · 3.556 (est)
EPA
Dihydrocapsaicin (19408-84-5)

화학적 성질

White Solid

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