Skip to Content
Merck
CN

Key Documents

View All Documentation

T1850000

Tretinoin

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
302-79-4
Molecular Weight:
300.44
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329826691
MDL number:
MFCD00001551
Beilstein/REAXYS Number:
2057223
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic

grade

pharmaceutical primary standard

agency

EP

API family

tretinoin

form

solid

manufacturer/tradename

EDQM

technique(s)

gas chromatography (GC): suitable, liquid chromatography (LC): suitable

mp

180-181 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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)

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.

Tretinoin is a medication used to treat a variety of skin conditions such as photodamaged skin, acne, etc. It is used as an anti-aging product and also as an oral treatment for leukemia.

Application

This European Pharmacopoeia reference standard is intended for use only as specifically prescribed in the European 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.
Ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR); primes embryonic stem cells to become neurons.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Still not finding the right product?

Explore all of our products under Tretinoin

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tretinoin: The Active Retinoid Medication Used for Treatment of Acne Fast and Effectively (2019)
Bogdan Jakiela et al.
American journal of respiratory cell and molecular biology, 51(2), 229-241 (2014-03-05)
Human rhinoviruses (RVs) are a major cause of exacerbations in asthma and other chronic airway diseases. A characteristic feature of asthmatic epithelium is goblet cell metaplasia and mucus hypersecretion. Bronchial epithelium is also an important source of lipid mediators, including
A rapid HPLC method for simultaneous determination of tretinoin and isotretinoin in dermatological formulations
Tashtoush BM, et al.
Journal of Pharmaceutical and Biomedical Analysis, 43(3) (2007)
View All Related Papers

Global Trade Item Number

SKUGTIN
T185000004061837338281