Victoxinine
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| Category | Mycotoxins |
| Catalog number | BBF-04404 |
| CAS | 39965-06-5 |
| Molecular Weight | 263.42 |
| Molecular Formula | C17H29NO |
| Purity | ≥98% |
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Description
Victoxinine is a toxic metabolite of Helminthosporium victoriae.
Specification
| Synonyms | (4aalpha,8aalpha)-Decahydro-8-methyl-9-methylene-5beta-isopropyl-4beta,8beta-methanoisoquinoline-2-Ethanol; Victoxinin; 4,8-Methanoisoquinoline-2(1H)-Ethanol, octahydro-8-methyl-9-methylene-5-(1-methylethyl)-, (4R,4aR,5R,8R,8aS)-rel-(+)- |
| Storage | Store at -20°C |
| IUPAC Name | 2-[(1S,3S,7R,8S,9S)-1-methyl-2-methylidene-9-propan-2-yl-5-azatricyclo[5.4.0.03,8]undecan-5-yl]Ethanol |
| Canonical SMILES | CC(C)C1CCC2(C3C1C(C2=C)CN(C3)CCO)C |
| InChI | InChI=1S/C17H29NO/c1-11(2)13-5-6-17(4)12(3)14-9-18(7-8-19)10-15(17)16(13)14/h11,13-16,19H,3,5-10H2,1-2,4H3/t13-,14+,15+,16-,17+/m0/s1 |
| InChI Key | DROLRDZYPMOKLM-JZAWBGDQSA-N |
Properties
| Appearance | Liquid |
| Boiling Point | 361.9±17.0°C (Predicted) |
| Density | 1.03±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Ethanol |
Reference Reading
1. Immunosuppressive Sesquiterpenoids from the Edible Mushroom Craterellus odoratus
Quan Dai, Fa-Lei Zhang, Zheng-Hui Li, Juan He, Tao Feng J Fungi (Basel). 2021 Dec 8;7(12):1052. doi: 10.3390/jof7121052.
The aim of this work was to comprehensively understand the chemical constituents of the edible mushroom Craterellus ordoratus and their bioactivity. A chemical investigation on this mushroom led to the isolation of 23 sesquiterpenoids including eighteen previously undescribed bergamotane sesquiterpenes, craterodoratins A-R (1-18), and one new victoxinine derivative, craterodoratin S (19). The new structures were elucidated by detailed interpretation of spectrometric data, theoretical nuclear magnetic resonance (NMR) and electronic circular dichroism (ECD) calculations, and single-crystal X-ray crystallographic analysis. Compounds 1 and 2 possess a ring-rearranged carbon skeleton. Compounds 3, 10, 12-15, 19, 20 and 23 exhibit potent inhibitory activity against the lipopolysaccharide (LPS)-induced proliferation of B lymphocyte cells with the IC50 values ranging from 0.67 to 22.68 μM. Compounds 17 and 20 inhibit the concanavalin A (ConA)-induced proliferation of T lymphocyte cell with IC50 values of 31.50 and 0.98 μM, respectively. It is suggested that C. ordoratus is a good source for bergamotane sesquiterpenoids, and their immunosuppressive activity was reported for the first time. This research is conducive to the further development and utilization of C. ordoratus.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
