레티노산

Retinoic Acid

HCID 444795CAS 302-79-4

기본 정보

표준 SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1
InChIKey
SHGAZHPCJJPHSC-YCNIQYBTSA-N
분자식
C20H28O2
평균 분자량
300.4 g/mol
단동위원소 질량
300.20893013

이름 및 식별자

우선 이름
Retinoic Acid
IUPAC
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
현지명
레티노산
영어명
Retinoic acid
분자식
C20H28O2
분자량
300.44

이름 및 동의어

Retinoic acidtretinoin302-79-4all-trans-Retinoic acidVitamin A acidtrans-Retinoic acidATRAAberelEudynaRenovaDermairolall-trans-Vitamin A acid
이름 더 보기
레티노산RE주석산레틴산레티노익애씨드트라이테노인트라이테노인(레티노익애씨드및그염류)Retinoic(2E,4E,6E,8E)-3,7-DiMethyl-9-(2,6,6-triMethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acidretinic acidretin-aTretinoi
Cordes vasRetin ATretin MAtralinall-trans-TretinoinRetionic acidall-trans-Vitamin A1 acidbeta-Ra

데이터베이스 식별자

CAS
302-79-4、97950-17-9
PubChem CID
444795
DTXSID
DTXSID7021239
ChEMBL
CHEMBL38
ChEBI
CHEBI:15367
UNII
5688UTC01R
EC Number
206-129-0
Nikkaji
J1.313.469C、J1.518K、J2.378.058E、J494.243D、J690.379G、J970.183D

물성

구조 계산 물성

XLogP
6.3
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
5
무거운 원자 수
22

물리화학적 성질

녹는점
180 · 180-181 °C (lit.)
끓는 점
381.66 °C · 381.66°C (rough estimate)
밀도
1.0597 · 1.0597 (rough estimate)
굴절률
1.48 · 1.4800 (estimate)
저장 조건
-20 °C · -20°C
용해도
물에는 거의 녹지 않으며, 염화메틸렌에는 녹고, 에탄올에는 약간 녹습니다(96%).

화학적 성질

Yellow-Orange Powder

안전 및 규제

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
VH6475000
ridadr
3249
독성
LD50 (10 day) in mice, rats (mg/kg): 790, 790 i.p.; 2200, 2000 orally (Kamm)
HS 번호
29362100

화학 및 산업

응용 분야 · 3건

개요all-trans Retinoic acid is a metabolite of vitamin A and a ligand for retinoic acid receptors (RARs) with IC50 values of 9, 3, and 10 nM for RARα, RARβ, and RARγ, respectively, in radioligand binding assays. It induces expression of a luciferase reporter in COS-7 cells expressing RARα, RARβ, or RARγ (EC50s = 169, 9, and 2 nM, respectively). all-trans Retinoic acid (17 nmol) reduces papilloma formation induced by phorbol 12-myristate 13-acetate (TPA; ) in mice. It reduces bile duct proliferation, hydroxyproline levels, and liver inflammation in a rat model of α-naphthylisothiocyanate-induced chronic cholestasis and reduces plasma levels of alkaline phosphatase and bile salts in the Mdr2-/- mouse model of cholestasis. all-trans Retinoic acid also reduces hepatic fat accumulation, triglycerides, body weight, and serum glucose levels in mice with Western diet-induced obesity.

용도Physiological metabolite of vitamin A. Effects gene expression via nuclear retinoic acid receptors (RAR); mediates cellular growth and differentiation

일반 설명Yellow to light-orange crystalline powder.

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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
추가 설명 · 1건

정의ChEBI: Retinoic acid is a retinoid in which all four exocyclic double bonds have E- (trans-) geometry. It is a naturally occurring derivative of vitamin A (retinol). Retinoids such as tretinoin are important regulators of cell reproduction, proliferation, and differentiation and are used to treat acne and photodamaged skin and to manage keratinization disorders such as ichthyosis and keratosis follicularis.

관련 반응

29건

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