Available from stock

13-cis-4-Oxoretinoic acid

SKU: O0048

Category: API's & Intermediates

Synonyms: 4-Oxoisotretinoin , Ro 22-6595; 71748-58-8
CAS-Number: C₂₀H₂₆O₃
Molecular Formula: 314.42
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: Dark yellow powder
Identity: 1H-NMR

Properties

Solvents: acetone, chloroform, ethanol (slightly), ether, ethyl acetate, isopropanol
Melting Point: 134 - 136 °C
Boiling Point: ~509.9 °C at 760 mmHg (Predicted)
Density: ~1.1 g/cm3 (Predicted)

Documentation

Safety Data Sheet (SDS): CDX O0048 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Hazard statements: H315-H319-H335-H360
Precautionary statements: P201-P280-P305 + P351 + P338-P308 + P313-P337 + P313
GHS Symbol: GHS07+GHS08
Signal word: Danger
Transportation: Not dangerous goods

Description: Mayor active metabolites of 13-cis-retinoic acid (important drug in dermatology and treatment of neuroblastoma) with effects on gene transcription that regulate growth, differentiation and inflammation in normal and neoplastic skin cells. Shown to be as active as 13-cis-retinoic acid against neuroblastoma cell lines. Can be used as reference compound.
Smiles: OC(/C=C(C)C=CC=C(C)C=CC(C(C)(CC1)C)=C(C)C1=O)=O
InChi Key: GGCUJPCCTQNTJF-FAOQNJJDSA-N
References: (1) F.M. Vane & C.J. Bugge, Drug Metab. Dispos. 9, 515 (1981) , (2) J.M. Baron, et al., J. Invest. Derm. 125, 143 (2005) , (3) S.E. Rowbotham, et al., DMD 38, 1211 (2010) , (4) P. Sonawane, et al., Br. J. Pharmacol. 171, 5330 (2014)
InChi: InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-

Mayor active metabolites of 13-cis-retinoic acid (important drug in dermatology and treatment of neuroblastoma) with effects on gene transcription that regulate growth, differentiation and inflammation in normal and neoplastic skin cells. Shown to be as active as 13-cis-retinoic acid against neuroblastoma cell lines. Can be used as reference compound.

SKU: O0048 Category: API's & Intermediates

Additional information

Additional information

Synonyms	4-Oxoisotretinoin, Ro 22-6595
Purity	≥98% (HPLC)
Appearance	Dark yellow powder
CAS-Number	71748-58-8
Molecular Formula	C20H26O3
Molecular Weight	314.42
Identity	1H-NMR
Solvents	acetone, chloroform, ethanol (slightly), ether, ethyl acetate, isopropanol
Melting Point	134 – 136 °C
Boiling Point	~509.9 °C at 760 mmHg (Predicted)
Density	~1.1 g/cm3 (Predicted)
Smiles	OC(/C=C(C)C=CC=C(C)C=CC(C(C)(CC1)C)=C(C)C1=O)=O
InChi Key	GGCUJPCCTQNTJF-FAOQNJJDSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H315-H319-H335-H360
Precautionary statements	P201-P280-P305 + P351 + P338-P308 + P313-P337 + P313
GHS Symbol	GHS07+GHS08
Signal word	Danger
Transportation	Not dangerous goods
References	(1) F.M. Vane & C.J. Bugge, Drug Metab. Dispos. 9, 515 (1981), (2) J.M. Baron, et al., J. Invest. Derm. 125, 143 (2005), (3) S.E. Rowbotham, et al., DMD 38, 1211 (2010), (4) P. Sonawane, et al., Br. J. Pharmacol. 171, 5330 (2014)
InChi	InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-
Quantity	1 mg, 5 mg, 25 mg, Bulk