Essential details
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Product Introduction
1. Basic Identification Information
| Parameter | English Specification/Value |
|---|---|
| IUPAC Name | (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid (13-cis isomer) |
| Common Name(s) | Isotretinoin; 13-cis-Retinoic Acid; Accutane® (former brand); Roaccutane®; Claravis® |
| CAS Registry Number | 4759-48-2 |
| EC/EINECS Number | 225-296-0 |
| Molecular Formula | C₂₀H₂₈O₂ |
| Molecular Weight | 300.44 g/mol |
| Chemical Class | Retinoid (vitamin A derivative); anti-acne pharmaceutical; keratin-regulating agent |
| Related Compound | Tretinoin (all-trans-retinoic acid, CAS 302-79-4) (topical anti-acne/anti-aging agent with lower systemic toxicity but weaker efficacy for severe acne); Adapalene (CAS 106685-40-9) (synthetic retinoid with reduced irritation risk) |
2. Physicochemical Properties
| Property Category | Specific Parameter | Specification/Value |
|---|---|---|
| Structural Features | Functional Groups | Tetraene conjugated system (4 double bonds); carboxylic acid group (-COOH) at C1; trimethylcyclohexene ring at C9; 13-cis configuration (distinguishes from all-trans tretinoin and reduces binding affinity to some retinoid receptors) |
| Physical Appearance | State & Color | Yellow to orange crystalline powder; odorless; sensitive to light and air (oxidizes to inactive metabolites) |
| Melting Point | 174–175 °C (lit., decomposes above 200 °C) | |
| Boiling Point | Decomposes before boiling (releases volatile retinoid fragments above 250 °C) | |
| Density (25 °C) | 1.02 g/cm³ (crystalline form) |
