42073
13-cis-4-Oxoretinoic acid
analytical standard
别名:
13-cis-4-oxo-RA, 4-Oxoisotretinoin
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关于此项目
经验公式（希尔记法）:
C20H26O3
化学文摘社编号:
分子量:
314.42
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6067353
产品名称
13-cis-4-Oxoretinoic acid, analytical standard
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-
SMILES string
CC(/C=C/C1=C(C)C(CCC1(C)C)=O)=C\C=C\C(C)=C(C(O)=O)\[H]
InChI key
GGCUJPCCTQNTJF-FAOQNJJDSA-N
grade
analytical standard
assay
≥98.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
pharmaceutical
format
neat
storage temp.
−20°C
Quality Level
Application
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).
General description
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.
Other Notes
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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
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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