트랜스-레티날

Retinal

HCID 638015CAS 116-31-4

기본 정보

표준 SMILES: CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=O)C(C)(C)CCC1
InChIKey: NCYCYZXNIZJOKI-OVSJKPMPSA-N
분자식: C20H28O
평균 분자량: 284.4 g/mol
단동위원소 질량: 284.21401552

개요

All-trans-retinal is a retinal in which all four exocyclic double bonds have E- (trans-) geometry. It has a role as a gap junctional intercellular communication inhibitor, a mouse metabolite and a human metabolite. It is a vitamin A and a retinal.

이름 및 식별자

우선 이름: Retinal
IUPAC: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenal
현지명: 트랜스-레티날
영어명: Retinal
분자식: C20H28O
분자량: 284.44

이름 및 동의어

all-trans-Retinalretinaltrans-Retinal116-31-4retinaldehydevitamin A aldehyderetineneaxerophthalall-E-RetinalE-RetinalRetinene 1all-trans-Retinaldehyde

이름 더 보기

트랜스-레티날레틴알전-망막Nanoactive RALRetinylaldehydeRetinene1

Vitamin A1 aldehydeall-trans-Vitamin A aldehydeall-trans-RetineneRetinyl aldehydeRetinal, all-trans(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenalDTXSID5025998

데이터베이스 식별자

CAS: 116-31-4、472-86-6
PubChem CID: 638015
DTXSID: DTXSID5025998
ChEMBL: CHEMBL81379
ChEBI: CHEBI:17898
UNII: RR725D715M
EC Number: 204-135-8
Nikkaji: J1.003.612G、J1.826.581H、J5.279E、J861.440G

물성

구조 계산 물성

XLogP: 6.2
극성 표면적: 17.1 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 1
회전 가능 결합 수: 5
무거운 원자 수: 21
형식 전하: 0
복잡도: 522

실험 및 물리화학적 성질

LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> Retinoids [PR0109]

CosmeticsPersonal care product

SpringerMaterials PropertiesAngular frequency

Melting Point63 °C

Physical DescriptionSolid

Collision Cross Section · 2건

170.1 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

165.39 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점: 61 · 61-63°C
끓는 점: 366.92 °C · 366.92°C (rough estimate)
밀도: 1.0083 · 1.0083 (rough estimate)
굴절률: 1.45 · 1.4500 (estimate)
저장 조건: -20 °C · -20°C
용해도: 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태: 가루
색상: 노란색
생물학적 소스: synthetic (organic)
수용성: 70 mg/L · <70mg/L(25℃)
안정성: 흡습성, 감광성, 온도 민감성
화장품 원료 기능: 피부 컨디셔닝
InChI: InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
InChIKey: NCYCYZXNIZJOKI-OVSJKPMPSA-N
SMILES: C(=O)/C=C(/C=C/C=C(/C=C/C1C(C)(C)CCCC=1C)\C)\C
EPA: Retinal (116-31-4)

화학적 성질

Yellow Powder

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P317, P302+P352, P318, P321, P330, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 147 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. 4 (28.6%)

안전 데이터

wgk: 3
tsca: TSCA listed
rtecs: VH6407000
HS 번호: 29122990
risk_code: 22-38
hazard_code: Xn
safety_code: 22-36/37
기존화학 물질: KE-30289

화학 및 산업

약리 정보

Metabolism/MetabolitesRetinal has known human metabolites that include Tretinoin.

Tissue LocationsAdrenal Cortex

Cellular LocationsCytoplasm

Metabolite PathwaysRetinol Metabolism

용도 및 제조

General Manufacturing InformationRetinal: ACTIVE

응용 분야

용도Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.

일반 설명All trans-Retinal is one of the major derivatives of vitamin A group. A variety of food serves as a source of vitamin A. It is predominant in liver and among the brightly colored vegetables.