(3β,5α,25R)-3-羟基螺甾(烷)-12-酮
hecogenin
CAS: 467-55-0
Molecular Formula: C27H42O4
(3β,5α,25R)-3-羟基螺甾(烷)-12-酮 - Names and Identifiers
| Name | hecogenin |
| Synonyms | HECOGENIN Hecoginin hecogenin 3-hydroxyspirostan-12-one (25R)-5-Spirostan-3-ol-12-one (3,5,25R)-3-Hydroxysiprostan-1 5ALPHA-SPIROSTAN-3BETA-OL-12-ONE 25R,5ALPHA-SPIROSTAN-3BETA-OL-12-ONE 3BETA-HYDROXY-5ALPHA-SPIROSTAN-12-ONE 3beta-Hydroxy-5alpha-spirostan-12-one 3-beta-hydroxy-5-alpha-spirostan-12-one (3beta,5alpha,25R)-3-hydroxyspirostan-12-one (3beta,5alpha,22xi)-3-hydroxyspirostan-12-one 5-ALPHA, 20-ALPHA, 22-ALPHA, 25D-SPIROSTAN-3-BETA-OL-12-ONE (3beta,5alpha,8xi,9xi,14xi,16xi,17xi,20xi,22xi)-3-hydroxyspirostan-12-one |
| CAS | 467-55-0 |
| EINECS | 207-392-4 |
| InChI | InChI=1/C27H42O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h15-22,24,28H,5-14H2,1-4H3/t15?,16-,17-,18-,19+,20-,21-,22-,24-,25-,26+,27?/m0/s1 |
(3β,5α,25R)-3-羟基螺甾(烷)-12-酮 - Physico-chemical Properties
| Molecular Formula | C27H42O4 |
| Molar Mass | 430.62 |
| Density | 1.0040 (rough estimate) |
| Melting Point | 268°C |
| Boling Point | 464.85°C (rough estimate) |
| Specific Rotation(α) | 7.2 º (c=0.8 g/100ml, CHCl3) |
| Flash Point | 177.8°C |
| Solubility | Soluble in chloroform, methanol |
| Vapor Presure | 2.45E-14mmHg at 25°C |
| Appearance | White powder or crystal |
| Color | White to Off-White |
| Merck | 14,4622 |
| pKa | 15.10±0.70(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.4840 (estimate) |
| MDL | MFCD00067285 |
| Physical and Chemical Properties | Crystalline compound (acetone). Melting point 264-266 °c. (Three crystal forms were reported, melting point 245 ° C., 253 ° C., 268 ° C.)[α]D 8 ° (chloroform)/-10 ° (dioxane). |
| Use | Used as a drug substance for hormonal drugs |
(3β,5α,25R)-3-羟基螺甾(烷)-12-酮 - Reference Information
| biological activity | Hecogenin is a steroid saponin isolated from Agave sisalana, which is a selective inhibitor of human UDP-glucuronide glycosyltransferase. Hecogenin have a wide range of pharmacological activities, including anti-inflammatory, antifungal and gastric protective effects. |
| Target | Value |
| UGT1A4 () | 1.5 μM |
| Animal Model: | Male Swiss mice (20-30 g) with ethanol |
| Dosage: | 3.1 mg/kg, 7.5 mg/kg, 15 mg/kg, 30 mg/kg, 60 mg/kg and 90 mg/kg |
| Administration: | Oral administration; for 15 hours |
| Result: | Normalized GSH levels and significantly reduced lipid peroxidation and nitrite levels in the stomach, as evaluated by the ethanol-induced gastric lesion model. Decreased MPO release and significantly protected the gastric mucosa. |
| uses | raw materials for corticosteroid drugs such as betamethasone and dexamethasone. API for hormone drugs |
| production method | can be Hechtia texensis, Arave genus and genus isosmanthus extraction. |
Last Update：2024-04-09 20:52:54
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