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1674004 USP

Tretinoin

United States Pharmacopeia (USP) Reference Standard

Synonym: ATRA, Retinoic acid, Tretinoin, Vitamin A acid, all-trans-Retinoic acid

  • CAS Number 302-79-4

  • Empirical Formula (Hill Notation) C20H28O2

  • Molecular Weight 300.44

  •  Beilstein/REAXYS Number 2057223

  •  MDL number MFCD00001551

  •  PubChem Substance ID 329751371

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards S - T More...
grade   pharmaceutical primary standard
form   neat
mfr. no.   USP
mp   180-181 °C (lit.)
Featured Industry   Pharmaceutical (small molecule)
format   neat
SMILES string   CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1
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
Gene Information   human ... RARA(5914), RARB(5915), RARG(5916)

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

UHPLC Analysis of Tretinoin and Related Compounds on Ascentis® Express C18

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Tretinoin and Related Compounds on Ascentis® Express C18
Keywords: Chromatography, Pharmaceutical

Peer-Reviewed Papers
15

References

Related Products

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PHR1187 Tretinoin, Pharmaceutical Secondary Standard; Certified Reference Material
06693 Timestrip Plus -20 °C

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