22-Dehydroclerosterol - CAS 26315-07-1
Catalog number: 26315-07-1
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Molecular Formula:
C29H46O
Molecular Weight:
410.7
COA:
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Chemical Family:
Other Natural Compounds
Description:
22-Dehydroclerosterol isolated from the leaves of Clerodendrum campbellii.
Purity:
0.95
Appearance:
Cryst.
Synonyms:
(24S)-24-Ethyl-22,23,25,27-tetradehydrocholesterol; (3β,22E,24S)-Stigmasta-5,22,25-trien-3-ol
MSDS:
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Application:
antibacterial; antimicrobial;
Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Constituents of Acacia cedilloi and Acacia gaumeri. Revised structure and complete NMR assignments of resinone.
Pech GG;Brito WF;Mena GJ;Quijano L Z Naturforsch C. 2002 Sep-Oct;57(9-10):773-6.
The rare lupene derivative named resinone has only been isolated before from Fluorensia resinosa. We now report the isolation of this compound from the bark of the new recently described Acacia cedilloi (Fabaceae), and the revision of its structure to 16beta-hydroxylup-20(29)-en-3-one, based on NMR and MS spectral data. The detailed 1H and 13C NMR assignments of resinone and its acetate achieved by 1D and 2D NMR experiments (including DEPT, COSY, HMQC and HMBC) are reported. In addition, the study of A. cedilloi and A. gaumeri afforded the known related lupenes lupeol and lupenone, the acyclic squalene, the sterols beta-sitosterol, stigmasta-7,22-dien-3beta-ol (spinasterol) and stigmasta-5,22,25-trien-3beta-ol (22-dehydroclerosterol) as well as alpha-tocopherol and beta-carotene.
2.Sterols of some Clerodendrum species (Verbenaceae): occurrence of the 24 alpha- and 24 beta-epimers of 24-ethylsterols lacking a delta 25-bond.
Akihisa T;Matsubara Y;Ghosh P;Thakur S;Tamura T;Matsumoto T Steroids. 1989 Mar-May;53(3-5):625-38.
The configurations at C-24 of 24-alkylsterols of six samples of Clerodendrum species (Verbenaceae) - the aerial parts of C. fragrans, C. inerme, C. infortunatum, C. scandens, and C. siphonanthus, and the seeds of C. infortunatum - were examined by NMR. All samples contained 24 beta-ethylsterols possessing a delta 25-bond, clerosterol and 22-dehydroclerosterol, as the dominant sterol components. The other 24-ethylsterols lacking a delta 25-bond, 24-ethyl-22-dehydrocholestanol, 24-ethylcholesterol, and 24-ethyl-22-dehydrocholesterol, which were present as minor components, were shown to be mixtures of the 24 alpha- and 24 beta-epimers, with the 24 alpha-epimers predominating in all cases. Four minor 24-methyl-sterols, 24-methylcholestanol, 24-methylcholesterol, 24-methyl-22-dehydrocholesterol, and 24-methyllathosterol, were shown to be C-24 epimeric mixtures, whereas two others, 24-methyl-22,25-bisdehydrocholesterol and 24-methyl-22-dehydrolathosterol, were found to be present only as the 24 beta-epimers. This is the first report of the occurrence of 24 beta-ethyl-22-dehydrocholestanol in higher plants.
3.[Chemical constituents of Clerodendrum trichotomum Leaves].
Hu HJ;Liu Q;Yang YB;Yang L;Wang ZT Zhong Yao Cai. 2014 Sep;37(9):1590-3.
OBJECTIVE: ;To investigate the chemical constituents of the leaves of Clerodendrum trichotomum.;METHODS: ;The chemical constituents of petroleum ether extract of the leaves of Clerodendrum trichotomum were isolated and purified by various chromatographic techniques, such as silica gel, ODS, Sephadex LH-20, semi-preparative HPLC and recrystallization. The structures of these isolated compounds were identified by spectroscopic analysis (1 H-NMR,13 C-NMR,2D-NMR and MS).;RESULTS: ;Ten compounds were isolated and identified from petroleum ether extract, containing four triterpenes, lupeol(1), friedelin(2), betulinic acid(3) and taraxerol(4); four sterols, 22-dehydroclerosterol(5), clerosterol(6), stigmasterol(7) and sitosterol(8); one diterpenoid, transphytol(9), and one alkaloid, 1H-indole-3-carboxylic acid(10).;CONCLUSION: ;Compound 10 is obtained from the genus Clerodendrum for the first time, and seven compounds (1,3-4, and 7-10) are firstly isolated from this plant.
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CAS 26315-07-1 22-Dehydroclerosterol

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