Basic information
- CAS
66592-72-1- Standard SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C(=O)O)C(C)(C)CCC1O- InChIKey
KGUMXGDKXYTTEY-FRCNGJHJSA-N- Molecular formula
- C20H28O3
- Average molar mass
- 316.4 g/mol
- Monoisotopic mass
- 316.20384475
Names & identifiers
- Preferred name
- 4-Hydroxyretinoic acid
- IUPAC
- (2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid
- English name
- (2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethyl-1-cyclohexenyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid
- Molecular formula
- C20H28O3
- Molecular weight
- 316.43
Names & synonyms
4-Hydroxyretinoic acid66592-72-14-hydroxy-all-trans-retinoic acidRetinoic acid, 4-hydroxy-GT84HX78DR(2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoic acidDTXSID408672354-hydroxy-13-retinoic acidRefChem:99402DTXCID201333640all-trans-4-hydroxyretinoic acidrac all-trans 4-Hydroxy Retinoic Acid
Show more names
rac all-transTretinoin Impurity 4Tretinoin Impurity IAlitretinoin Impurity 43all-trans 4-Hydroxy Retinoic Acid
(2E,4E,6E,8E)-9-(3-Hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid4-Hydroxy-13-cis-retinoic acid4-hydroxy-Retinoic acidSpectrum5_002069(2E,4E,6E,8E)-9-(3-HYDROXY-2,6,6-TRIMETHYL-1-CYCLOHEXENYL)-3,7-DIMETHYL-NONA-2,4,6,8-TETRAENOIC ACIDCHEBI:944641346606-21-0all-trans-4-hydroxyretinoate
Database identifiers
- CAS
66592-72-1
Properties
Computed structural properties
- XLogP
- 4.5
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 598
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 130 °C · >130°C (dec.)
- Boiling point
- 506.5 · 506.5±33.0 °C(Predicted)
- Density
- 1.075 · 1.075±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Amber Vial, -20°C Freezer, Under Inert Atmosphere
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 4.73 · 4.73±0.33(Predicted)
- form
- Solid
- color
- Light Yellow to Orange
- Stability
- Light Sensitive, Temperature Sensitive
- FDA UNII
- 84 HX78DR · GT84HX78DR
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS09
- Signal word
- Danger
- Hazard statements
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS09
- Hazard statements
- H302-H315-H360-H410
- Precautionary statements
- P201-P202-P264-P270-P273-P280-P301+P312+P330-P302+P352-P308+P313-P332+P313-P391-P405-P501
Chemistry & industry
Pharmacology
Metabolism/Metabolites4-Hydroxyretinoic acid is a known human metabolite of Tretinoin.
Tissue LocationsKidney；Liver
Cellular LocationsCytoplasm；Extracellular；Membrane；Nucleus
Metabolite PathwaysRetinol Metabolism；Vitamin A Deficiency
Applications
UsesA labelled metabolite of all-trans Retinoic acid (R250200).
UsesA metabolite of all-trans Retinoic acid (R250200).
Suppliers35 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [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]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]
湖北魏氏化学试剂股份有限公司17771898297 13125137661 · [email protected]
Related reactions
1 records
Compound notes
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