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Merck
CN

95152

视黄酸

≥98.0% (HPLC), ~3300 U/mg

别名:

ATRA, 全反式维甲酸, 维生素A酸, 维甲酸

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关于此项目

经验公式(希尔记法):
C20H28O2
化学文摘社编号:
分子量:
300.44
EC Number:
206-129-0
UNSPSC Code:
12352203
MDL number:
Beilstein/REAXYS Number:
2057223
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InChI

1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+

InChI key

SHGAZHPCJJPHSC-YCNIQYBTSA-N

SMILES string

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1

assay

≥98.0% (HPLC)

specific activity

~3300 U/mg

impurities

≤0.002% heavy metals

ign. residue

≤0.1% (as SO4)

loss

≤0.5% loss on drying

mp

180-181 °C (lit.), 182-186 °C

storage temp.

2-8°C

Gene Information

Biochem/physiol Actions

全−反式−视黄酸(ATRA)是视黄酸受体(RAR)和视黄醇类 X 受体(RXR)的配体。所结合的RAR和RXR可作为调节正常细胞和恶性细胞的生长和分化的转录因子。细胞色素P450(CYP)可催化ATRA的4-羟基化。视黄酸可使胚胎干细胞成为神经元。
视黄酸受体(RAR)和类视黄醇X受体(RXR)的配体; 引发胚胎干细胞成为神经元。

Other Notes

1 U corresponds to 1 international U acc. to Ph Eur II, 217 (1983)
Review: Retinoic acid metabolism

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Retinoic acid metabolism.
H F DeLuca
Federation proceedings, 38(11), 2519-2523 (1979-10-01)
Aliaksandr A Yarmishyn et al.
BMC genomics, 15 Suppl 9, S7-S7 (2014-12-19)
Long noncoding RNAs (lncRNAs) constitute a major, but poorly characterized part of human transcriptome. Recent evidence indicates that many lncRNAs are involved in cancer and can be used as predictive and prognostic biomarkers. Significant fraction of lncRNAs is represented on
Takehiro Takahashi et al.
Arthritis & rheumatology (Hoboken, N.J.), 67(1), 254-265 (2014-10-11)
Bleomycin-induced fibrosis and the tight skin (TSK/+) mouse are well-established experimental murine models of human systemic sclerosis (SSc). Growing evidence has demonstrated the pivotal role of Toll-like receptors (TLRs) in several autoimmune inflammatory diseases, including SSc. This study was undertaken
Yun Xia et al.
Nature cell biology, 15(12), 1507-1515 (2013-11-19)
Diseases affecting the kidney constitute a major health issue worldwide. Their incidence and poor prognosis affirm the urgent need for the development of new therapeutic strategies. Recently, differentiation of pluripotent cells to somatic lineages has emerged as a promising approach
Bhaskar Chanda et al.
Cell, 155(1), 215-227 (2013-10-01)
Hematopoietic stem cells (HSCs) develop from a specialized subpopulation of endothelial cells known as hemogenic endothelium (HE). Although the HE origin of HSCs is now well established in different species, the signaling pathways that control this transition remain poorly understood.

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