Substance
ID:358746
Names and Identifiers
IUPAC name
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
Synonyms
tretinoinATRAVitamin A acidRetinoic acidall-trans-Retinoic acid
IUPAC Traditional name
isotretinoin
Registration numbers
CAS Number
MDL Number
EC Number
Beilstein Number
Properties
Product Information
Impurities
≤0.002% heavy metals
Empirical Formula (Hill Notation)
C20H28O2
Ignition Residue
≤0.1% (as SO4)
Loss on Drying
≤0.5% loss on drying
Purity
≥98.0% (HPLC)
Safety Information
European Hazard Symbols
Nature polluting (N)
Harmful (Xn)GHS Precautionary statements
P273
Safety Statements
61
GHS Hazard statements
H302-H411
German water hazard class
2
GHS Pictograms
Hazardous to the aquatic environment
Acute hazard, category1
Chronic hazard, categories 1,2
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
RTECS
VH6475000
Risk Statements
22-51/53
GHS Signal Word
Warning
MSDS Link
Storage Temperature
2-8°C
Pharmacology Properties
Gene Information
human ... RARA(5914), RARB(5915), RARG(5916)
Physical Property
Melting Point
180-181 °C(lit.)
182-186 °C
Molecule Details
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.
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.
Molecular Spectra
No Data Available
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References
No Data Available
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