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all-trans-4-oxoretinoic acid

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Origin: China

Cas No: 38030-57-8

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

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Product Description

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CAS No.: 38030-57-8 Formula: C20H26O3 Molecular Weight: 314.41900

Description

A metabolite of all-trans-Retinoic Acid, a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR).

Basic Info

Chemical Name	all-trans-4-oxoretinoic acid
Synonyms	4-oxo-all-rans-retinoic acid; 4-Oxoretinoic Acid; 4-oxo-Retinoic acid; all-trans-4-Oxoretinoic Acid; 4-oxo-all-trans-retinoic acid; 4-keto-Retinoic Acid; all-trans 4-Keto Retinoic Acid; 4-Oxotretinoin; 4-Ketoretinoic Acid; 4-Oxo-atRA;
CAS No.	38030-57-8
Molecular Formula	C20H26O3
Molecular Weight	314.41900
PSA	54.37000
LogP	4.78160

Properties

Density	1.07g/cm3
Boiling Point	509.9ºC at 760 mmHg
Melting Point	175-178°C (dec.)
Flash Point	276.3ºC
Refractive Index	1.565
Soluble	Acetone, Chloroform, Ethanol (slightly), Ether, Ethyl Acetate
Stability	Store Dry in Freezer at -20°C for up to 1 year; in Solution at -20°C for up to 3 Months.
Storage Condition	Amber Vial, -20°C Freezer, Under Inert Atmosphere

Synthesis Route

methyl (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)nona-2,4,6,8-tetraenoate→all-trans-4-oxoretinoic acid
4-Hydroxyretinoic acid methyl ester→all-trans-4-oxoretinoic acid
ethyl (2E,4E,6E,8E)-9-(3-acetoxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoate→all-trans-4-oxoretinoic acid

Toxicity

Exposure Route	Type of Test	Species Observed	Dose/Duration	Toxic Effects
Oral	TDLo - Lowest published toxic dose	Rodent - mouse	100 mg/kg,female 11 day(s) after conception	1.Reproductive-Specific Developmental Abnormalities-musculoskeletal system
Oral	TDLo - Lowest published toxic dose	Rodent - mouse	10 mg/kg,female 11 day(s) after conception	1.Reproductive-Specific Developmental Abnormalities-musculoskeletal system
Oral	TDLo - Lowest published toxic dose	Rodent - hamster	20 mg/kg,female 8 day(s) after conception	1.Reproductive-Fertility-post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

Precursor

ethyl (2E,4E,6E,8E)-9-(3-acetoxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoate
4-Hydroxyretinoic acid methyl ester
ethyl (2E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate
(2E,4E)-[5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadien-1-yl]triphenylphosphonium bromide

Downstream Product

all-trans-4-hydroxyretinoic acid

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