Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise focused on industry of fine chemicals research and develop, produce and sale. Shandong Huashang Chemical Co., Ltd. is located in Shan Dong Ji Nan China. we have the ability to provide you high quality products. More than 90 % of our products are exported to developed countries and regions such as north America, Europe, Japan, South Korea and the Middle East.
1. Basic Product Information
- Full Systematic Name: (6R)-6,6aβ,7aβ,8,9,12,12a,12bβ-Octahydro-12α,12aα-dihydroxy-2,2,7,7,9β,11-hexamethyl-7H-6β,9aβ-methano-4H-cyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d]-1,3-dioxin-13-one
- Common Name: Ingenol-5,20-Acetonide
- Aliases: Ingenol Acetonide, Protected Ingenol Intermediate
- CAS No.: 77573-43-4
- EINECS No.: 695-880-1
- Molecular Formula: C23H32O5
- Molecular Weight: 388.50
- Chemical Classification: Natural diterpene derivative, chiral pharmaceutical intermediate, natural product synthetic building block, PKC activator research reagent
- Core Product Features
Semi-synthetic protected ingenol derivative with acetonide protecting group; greatly improves chemical stability and storage life compared to raw ingenol; single chiral configuration, high HPLC purity, low impurity content; key starting material for synthesizing ingenol 3-angelate and other anti-tumor/skin disease API; widely used in natural product total synthesis, tumor pharmacology and protein kinase research laboratories.
2. Detailed Physical & Chemical Properties
2.1 Physical Properties
- Appearance: White to off-white crystalline solid / fine powder, uniform particle size, no caking
- Odor: Odorless
- Solubility: Soluble in DMSO, dichloromethane, chloroform, acetone, ethyl acetate, methanol and ethanol; insoluble in water and aliphatic alkane solvents
- Predicted Density (20℃): 1.26 g/cm3
- Melting Point: No distinct sharp melting point, gradual softening above 140℃
- Boiling Point: 531.4±50.0℃ (predicted, thermal decomposition occurs before boiling)
- Hygroscopicity: Slightly hygroscopic, long-term exposure to air will absorb trace moisture
- Optical Activity: Single R chiral stereoisomer, consistent specific rotation standard
2.2 Chemical Properties
- Protecting Group Characteristic: Contains 1,3-dioxin acetonide protective ring at 5,20-dihydroxyl positions of ingenol; can undergo deprotection reaction under mild acidic conditions to restore free ingenol diol structure
- Chiral Stability: Stable single stereochemical configuration under sealed low-temperature storage; no racemization at -20℃
- Light Sensitivity: Sensitive to ultraviolet irradiation; long-term strong light exposure leads to oxidative degradation and discoloration
- Acid & Alkali Stability: Stable in neutral and weak alkaline environment; acetonide ring hydrolyzes rapidly under strong acid heating; unstable in strong oxidizing medium
- Biological Activity: Retains core diterpene skeleton of ingenol, acts as protein kinase C (PKC) activator in cell-level pharmacological tests
- Thermal Stability: Stable below 100℃; high temperature above 180℃ triggers skeleton oxidation and decomposition
3. Comprehensive Product Applications
3.1 Pharmaceutical API Synthetic Intermediate (Core Application)
Exclusive key protected precursor for industrial synthesis of ingenol mebutate (ingenol 3-angelate), a prescription drug for treating actinic keratosis (precancerous skin lesions). The acetonide group blocks side reactions of dihydroxyl groups during esterification synthesis, greatly increasing target product yield and reducing impurity generation.
3.2 Natural Product Chemistry & Total Synthesis Research
Standard chiral building block for diterpenoid natural product synthetic laboratories; used to explore synthetic routes of ingenol-type Euphorbia plant active ingredients from Euphorbia peplus, Euphorbia kansui and Euphorbia ingens.
3.3 Biomedical Pharmacology Research Reagent
Research tool compound for tumor cell apoptosis, PKC signal pathway, skin cell proliferation and inflammatory mechanism study; standard reference substance for natural diterpene HPLC detection and content analysis.
3.4 Cell Culture & Laboratory Screening Raw Material
Used for in vitro anti-proliferation screening of skin tumor and malignant cell lines in university pharmacy and biochemistry research institutions.
4. Full Parameter Specification Table
| Item | Detailed Standard Specification |
| CAS No. | 77573-43-4 |
| Molecular Formula | C23H32O5 |
| Molecular Weight | 388.50 |
| Appearance | White to off-white crystalline powder |
| Melting Point | Gradual softening above 140℃, no clear melting point |
| Boiling Point | 531.4±50.0℃ (predicted, decomposes before boiling) |
| HPLC Purity | Research Grade ≥98.0%; Synthesis Grade ≥99.0% |
| Single Unknown Impurity | ≤0.10% |
| Total Related Substances | ≤0.50% |
| Moisture Content (KF) | ≤0.30% |
| Heavy Metal (Pb) | ≤10 ppm |
| Bulk Packaging | 5g / 10g / 50g light-proof aluminum foil sealed vial; 100g / 1kg foil lined fiber drum |
| Sample Packaging | 1mg / 5mg / 10mg sealed light-proof glass vial |
| Storage Condition | Sealed, light-proof, low-temperature warehouse at -20±5℃; strictly isolate strong acid, oxidants and humid air |
| Transportation Standard | General research biochemical reagent, non-dangerous goods; cold chain transportation for large orders, light-proof waterproof packaging required |
| Shelf Life | 24 months under intact original sealed low-temperature packaging |
