Merck
CN
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文件

42073

Supelco

13-cis-4-Oxoretinoic acid

analytical standard

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别名:
13-cis-4-oxo-RA, 4-Oxoisotretinoin
经验公式（希尔记法）:
C20H26O3
CAS号:
71748-58-8
分子量:
314.42
Beilstein:
6067353
MDL编号:
MFCD00870452
PubChem化学物质编号:
329756182
NACRES:
NA.24

等级

analytical standard

质量水平

100

检测方案

≥98.0% (HPLC)

保质期

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical

格式

neat

储存温度

−20°C

SMILES string

CC(/C=C/C1=C(C)C(CCC1(C)C)=O)=C\C=C\C(C)=C(C(O)=O)\[H]

InChI

1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-

InChI key

GGCUJPCCTQNTJF-FAOQNJJDSA-N

相关类别

一般描述

13-cis-4-Oxoretinoic acid, a polar retinoid metabolite that is structurally related to vitamin A, is vital for vision, growth, reproduction and various other physiological functions.

应用

13-cis-4-Oxoretinoic acid may be used as an analytical standard for the determination of the analyte in biological samples by high performance liquid chromatography (HPLC).

推荐产品

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

象形图

Exclamation markHealth hazard
GHS07,GHS08

警示用语：

Danger

危险分类

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

闪点(°C)

Not applicable

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T Teerlink et al.
Journal of chromatography. B, Biomedical sciences and applications, 694(1), 83-92 (1997-06-20)
A reversed-phase high-performance liquid chromatographic method for the simultaneous analysis of retinol, all-trans-retinoic acid, 13-cis-retinoic acid and 13-cis-4-oxoretinoic acid in human plasma and cell culture medium is described. Sample preparation involves precipitation of proteins and extraction of retinoids with 60%
C Eckhoff et al.
Journal of lipid research, 31(8), 1445-1454 (1990-08-01)
Human plasma was analyzed by high performance liquid chromatography for the presence of retinoic acid and 4-oxoretinoic acid isomers. Peaks that coeluted with the reference compounds all-trans-retinoic acid, 13-cis-retinoic acid, and 13-cis-4-oxoretinoic acid were routinely observed in human plasma. These
C Eckhoff et al.
Biomedical & environmental mass spectrometry, 19(7), 428-433 (1990-07-01)
Eight metabolites of retinol were isolated by high-performance liquid chromatography (HPLC) from the plasma of the non-human primate Macaca fascicularis after acute exposure to 150,000 IU of vitamin A per kilogram body weight. After enrichment and further chromatographic purification, the
C Lanvers et al.
Journal of chromatography. B, Biomedical applications, 685(2), 233-240 (1996-10-25)
All-trans-retinoic acid (all-trans-RA) and 13-cis-retinoic acid (13-cis-RA), due to their effects on cell differentiation, proliferation and angiogenesis, improved treatment results in some malignancies. Pharmacokinetic studies of all-trans-RA and 13-cis-RA along with monitoring of retinoic acid metabolites may help to optimize
Carsten K Schmidt et al.
Analytical biochemistry, 315(1), 36-48 (2003-04-04)
We present a reliable, highly sensitive, and versatile method for the simultaneous determination of endogenous polar (acidic) and apolar (retinol, retinal, and retinyl esters) retinoids in various biological matrices. Following a single liquid extraction of retinoids from tissues or plasma

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