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Victoxinine

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Victoxinine
Category Mycotoxins
Catalog number BBF-04404
CAS 39965-06-5
Molecular Weight 263.42
Molecular Formula C17H29NO
Purity ≥98%

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Victoxinine is a toxic metabolite of Helminthosporium victoriae.

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  • Properties
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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
Appearance Liquid
Boiling Point 361.9±17.0°C (Predicted)
Density 1.03±0.1 g/cm3 (Predicted)
Solubility Soluble in Ethanol
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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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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