Skip to Content
MilliporeSigma

Skip To

R3255

13-cis-Retinoic acid

≥98% (HPLC)

Synonym(s):

Isotretinoin

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Size/SKUAvailabilityPrice
100 mg
Check Cart for Availability
$122.00
250 mg

Estimated to ship onNovember 30, 2026

$267.00

About This Item

Empirical Formula (Hill Notation):
C20H28O2
CAS Number:
Molecular Weight:
300.44
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
225-296-0
MDL number:

$122.00


Check Cart for Availability

​
Request a Custom Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Segment

assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

yellow to yellow-orange

mp

172-175 °C (lit.)

storage temp.

−20°C

SMILES string

[H]\C(C(O)=O)=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C

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-XFYACQKRSA-N

Gene Information

Application

13-cis-Retinoic acid has been used:
  • as a component of fresh media for LA-N-5 differentiation
  • to treat medulloblastoma cells for cell differentiation
  • to treat spheroids for generating time-lapse videos
  • to examine its head- deforming activity under light and dark conditions in Xenopus laevis

Biochem/physiol Actions

13-cis-Retinoic acid (RA) has anti-inflammatory and anti-tumor action. The action of RA is mediated through RAR-β and RAR-α receptors. RA attenuates iNOS expression and activity in cytokine-stimulated murine mesangial cells. It induces mitochondrial membrane permeability transition, observed as swelling and as a decrease in membrane potential, and stimulates the release of cytochrome c implicating mechanisms through the apoptosis pathway. These activities are reversed by EGTA and cyclosporin A. RA also increases MMP-1 protein expression partially via increased transcription.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
1353500I0800000PHR1188
description

≥98% (HPLC)

description

United States Pharmacopeia (USP) Reference Standard

description

European Pharmacopoeia (EP) Reference Standard

description

Pharmaceutical Secondary Standard; Certified Reference Material

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

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

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

assay

≥98% (HPLC)

assay

-

assay

-

assay

-

form

powder

form

-

form

solid

form

-

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

-10 to -25°C

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

300

mp

172-175 °C (lit.)

mp

172-175 °C (lit.)

mp

172-175 °C (lit.)

mp

172-175 °C (lit.)


Signal Word

Danger

Target Organs

Respiratory system

Storage Class

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

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3



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




Questions

Reviews

No rating value

Active Filters