Home > Compound List > Product Information
Retinoic acid_Molecular_structure_CAS_302-79-4)
Click picture or here to close

Retinoic acid

Catalog No. 95152 Name Sigma Aldrich
CAS Number 302-79-4 Website http://www.sigmaaldrich.com
M. F. C20H28O2 Telephone 1-800-521-8956
M. W. 300.43512 Fax
Purity ≥98.0% (HPLC) Email
Storage Chembase ID: 635

SYNONYMS

IUPAC name
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
IUPAC Traditional name
isotretinoin
Synonyms
tretinoin
ATRA
all-trans-Retinoic acid
Vitamin A acid

DATABASE IDS

EC Number 206-129-0
MDL Number MFCD00001551
CAS Number 302-79-4
Beilstein Number 2057223

PROPERTIES

Empirical Formula (Hill Notation) C20H28O2
Ignition Residue ≤0.1% (as SO4)
Impurities ≤0.002% heavy metals
Loss on Drying ≤0.5% loss on drying
Purity ≥98.0% (HPLC)
Gene Information human ... RARA(5914), RARB(5915), RARG(5916)
Melting Point 180-181 °C(lit.)
Melting Point 182-186 °C
GHS Pictograms GHS07
GHS Pictograms GHS09
GHS Signal Word Warning
GHS Hazard statements H302-H411
European Hazard Symbols Harmful Harmful (Xn)
European Hazard Symbols Nature polluting Nature polluting (N)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P273
Risk Statements 22-51/53
RTECS VH6475000
Safety Statements 61
Storage Temperature 2-8°C
German water hazard class 2

DETAILS

Description (English)
Other Notes
Review: Retinoic acid metabolism1
Unit Definition
1 U corresponds to 1 international U acc. to Ph Eur II, 217 (1983)
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.
Description (简体中文)
Other Notes
Review: Retinoic acid metabolism1
Unit Definition
1 U corresponds to 1 international U acc. to Ph Eur II, 217 (1983)
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.

REFERENCES