- Usaramine
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2023-02-24
- CAS:15503-87-4
- Min. Order: 5mg
- Purity: ≥95%(HPLC)
- Supply Ability: 10 g
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| | NISTC15503874 Basic information |
| Product Name: | NISTC15503874 | | Synonyms: | NISTC15503874;(15E)-12,18-Dihydroxysenecionan-11,16-dione;(15E)-Retrorsine;trans-Retrorsine;Usaramin;Mucronatine;[1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione,3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-,(3E,5R,6S,14aR,14bR)-;Ursamine | | CAS: | 15503-87-4 | | MF: | C18H25NO6 | | MW: | 351.39 | | EINECS: | | | Product Categories: | chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract | | Mol File: | 15503-87-4.mol |  |
| | NISTC15503874 Chemical Properties |
| Melting point | 178-180℃ | | Boiling point | 583.2±50.0 °C(Predicted) | | density | 1.32±0.1 g/cm3 (20 ºC 760 Torr) | | solubility | DMF: insol; DMSO: 1 mg/ml; Ethanol: insol; PBS (pH 7.2): 5 mg/ml | | form | A solid | | pka | 12.00±0.40(Predicted) | | color | White to off-white | | InChI | InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3+/t11-,14-,15-,18-/m1/s1 | | InChIKey | BCJMNZRQJAVDLD-FXGRWVCYSA-N | | SMILES | N12CC=C3COC(=O)[C@@](O)(CO)[C@H](C)C/C(=C\C)/C(=O)O[C@@]([H])([C@]13[H])CC2 | | CAS DataBase Reference | 15503-87-4 |
| | NISTC15503874 Usage And Synthesis |
| Description | A pyrrolizidine alkaloid first isolated from Crotalaria usararnoensis E. G. Baker,
this base has more recently been found in C. brevifolia and C. rnucronata. The
alkaloid has [α]20D + 6.1° (c 0.38, EtOH) or + 7.1° (c 1.83, EtOH). It yields a
picrate, m.p. 230- 2°C (dec.); picrolonate, m.p. 148-150°C (dec.); reineckate,
m.p. 190-2°C (dec.) and methiodide, m.p. 229-230°C (dec.). Alkaline
hydrolysis furnishes retronecine and retronecic acid, m.p. 177-9°C. It has been
suggested that the base may be identical with Mucronatine (q.v.). | | Uses | Usaramine is a pyrrolizidine alkaloid isolated from seeds of Crolatalaria pallida. Usaramine demonstrates a highlighted antibiofilm activity against Staphylococcus epidermidis by reducing more than 50% of biofilm formation without killing the bacteria[1]. | | Definition | ChEBI: LSM-2938 is a macrolide. | | Hazard | A poison. | | References | Culvenor, Smith., Austral. J. Chern., 19,2127 (1966)
Sawhney et al., Ind. J. Chern., 5, 655 (1967) |
| | NISTC15503874 Preparation Products And Raw materials |
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