Basic information
- CAS
38030-57-8- Standard SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1=O- InChIKey
GGCUJPCCTQNTJF-FRCNGJHJSA-N- Molecular formula
- C20H26O3
- Average molar mass
- 314.4 g/mol
- Monoisotopic mass
- 314.18819469
Names & identifiers
- Preferred name
- 4-Oxoretinoic acid
- IUPAC
- (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
- English name
- (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid
- Molecular formula
- C20H26O3
- Molecular weight
- 314.42
Names & synonyms
4-Oxoretinoic acid38030-57-84-Ketoretinoic acidall-trans-4-Oxo-retinoic acidRetinoic acid, 4-oxo-(2E,4E,6E,8E)-3,7-DIMETHYL-9-(2,6,6-TRIMETHYL-3-OXO-1-CYCLOHEXENYL)NONA-2,4,6,8-TETRAENOIC ACIDCJN45G18UADTXSID20865895RefChem:100289DTXCID301333643all-trans-4-oxoretinoic acidall-trans 4-Keto Retinoic Acid
Show more names
Ro 11-4824Tretinoin Impurity 7Retinoic acid ImpuritiesH
4-Oxo-all-trans-retinoic acid4-Oxotretinoin4-oxo-Retinoic acid4-Oxo-atRARo 12-48244-keto-Retinoic acid4-oxo Isotretinoin(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
Database identifiers
- CAS
38030-57-8- PubChem CID
- 6437063
- DTXSID
DTXSID20865895- ChEMBL
CHEMBL104049- ChEBI
CHEBI:80656
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 54.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 638
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 175 · 175-179 °C
- Boiling point
- 509.9 · 509.9±29.0 °C(Predicted)
- Density
- 1.07 · 1.070±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer, Under Inert Atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.73 · 4.73±0.33(Predicted)
- color
- Yellow to Dark Orange
- Stability
- -20 °C · Store Dry in Freezer at -20°C for up to 1 year; in Solution at -20°C for up to 3 Months.
- Major Application
- clinical testing
- 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+
Safety & regulation
GHS classification
GHS Classification
Danger
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H360D (50%): May damage the unborn child [Danger Reproductive toxicity]；H361fd (50%): Suspected of damaging fertility; Suspected of damaging the unborn child [Warning Reproductive toxicity]
P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (50%)；Eye Irrit. 2 (50%)；STOT SE 3 (50%)；Repr. 1B (50%)；Repr. 2 (50%)
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H361
- Hazard Classifications
- Repr. 2
- Precautionary statements
- P201-P202-P264-P280-P302+P352-P308+P313-P321-P362+P364-P332+P313-P405-P501
Chemistry & industry
Pharmacology
Tissue LocationsKidney；Liver
Cellular LocationsCytoplasm；Extracellular；Membrane；Nucleus
Metabolite PathwaysRetinol Metabolism；Vitamin A Deficiency
Applications
UsesA metabolite of all-trans-Retinoic Acid, a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR).
Suppliers60 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
合肥曼奇诺生物医药技术有限公司19719236623 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
Aladdin Scientific[email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
Related reactions
1 records
Compound notes
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