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(20R,25R)-Spirost-5-en-3β-ol
SAPOGENIN · diosgen · DIOSGENIN (3B-HYDROXY-5A-SPIROSCENE) · 6-Keto Diosgenin · 3β-Hydroxy-5-spirostene · SP 37 · Diosg · C08898
Identifikatoren & physikalische Daten
| CAS No. | 512-04-9 |
|---|---|
| Summenformel | C27H42O3 |
| Durchschnittliche Molmasse | 414,6 g/mol |
| Monoisotopische Masse | 414,3133952 g/mol |
| SMILES | C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C |
| InChIKey | WQLVFSAGQJTQCK-VKROHFNGSA-N |
| PubChem CID | 99474 |
| ChEMBL | CHEMBL412437 |
| ChEBI | CHEBI:4629 |
| EC No. | 208-134-3 |
| DTXSID | DTXSID00895074 |
| Lokaler Name | (20R,25R)-Spirost-5-en-3β-ol |
Chemische & physikalische Eigenschaften
| XLogP | 5,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 38,7 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 30 |
| Formalladung | 0 |
| Komplexität | 746 |
| Lipide | Lipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Spirostanols and derivatives [ST0108] |
| SpringerMaterials Properties | Crystal structure |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Collision Cross Section | 200.92 Ų [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]208.4 Ų [M+H]+ [CCS Type: TW |
| Schmelzpunkt | 205-208°C |
| Siedepunkt | 473.46°C (rough estimate) |
| Dichte | 1.0483 (rough estimate) |
| Brechungsindex | 1.4700 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | chloroform: 20 mg/mL, clear, slightly yellowSoluble in chloroform (50 mg/ml), ethanol (83 mg/ml at 25°C), water (<1 mg/ml at 25°C), DMSO (<1 mg/ml at 25°C), and methanol. |
| pKa (Säurekonstante) | 15.02±0.70(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White to Pale Yellow |
| Merck | 14,3295 |
| BRN | 94582 |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING |
| InChIKey | WQLVFSAGQJTQCK-VKROHFNGSA-N |
| SMILES | [H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2 |
| LogP (Verteilungskoeffizient) | 6.602 (est) |
| CAS Datenbank | 512-04-9(CAS DataBase Reference) |
| NIST chemische Informationen | Diosgenin(512-04-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 42.9% (3 of 7) of reports.WarningH315 (28.6%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, 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 7 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 04-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/31815 |
| Hazard Classes and Categories | Skin Irrit. 2 (28.6%) |
| Wassergefährdungsklasse (WGK) | 2 |
| Zollcode | 29329990 |
| RTECS-Nr. | WH1450000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36/37-24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Occurrence
Primary sources of diosgenin (a steroidal sapogenin) include Smilax China, Rhizoma polygonati, Solanum incanum, Solanum xanthocarpum, Dioscorea villosa, Trigonella foenum graecum (fenugreek), and Dioscorea Linn (wild yams). It is commercially obtained from wild yam tubers and rootstock[1-2].
Verwenden
Aglicone of saponin dioscin. Diosgenin exists in some food supplements and herbal medicines and lowers plasma cholesterol by increasing fecal cholesterol excretion. e and Progesterone.