223018
Retinoic acid
98%
Synonym(s):
ATRA, Tretinoin, Vitamin A acid, all-trans-Retinoic acid
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About This Item
Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
Molecular Weight:
300.44
EC Number:
206-129-0
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
2057223
Product Name
Retinoic acid, 98%
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%
mp
180-181 °C (lit.)
Gene Information
human ... RARA(5914), RARB(5915), RARG(5916)
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Application
Antitumor agent and inducing factor in leukemia differentiation.
Biochem/physiol Actions
all−trans−Retinoic acid (ATRA) is a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR). The bound RAR and RXR act as transcription factors that regulate the growth and differentiation of both normal and malignant cells. Cytochromes P450 (CYPs) catalyze the 4-hydroxylation of ATRA. Retinoic acid primes embryonic stem cells to become neurons.
Ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR); primes embryonic stem cells to become neurons.
Regulatory Information
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Cellular and Molecular Biology, 40, 297-297 (1994)
H M Beere et al.
Anti-cancer drug design, 8(4), 299-322 (1993-08-01)
Differentiation therapy focuses on the development and use of specific agents designed to selectively engage the process of terminal differentiation, leading to the eventual elimination of tumorigenic cells and rebalance of normal cellular homeostasis. Extensive in vitro study of the
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