Azaspiracid-2

Azaspiracid

Last updated at: June 12, 2024

Recommended name
Azaspiracid-2
Synonyms
n/a
Recommended acronym
AZA2
Abbreviation

Progenitors

Name
Azadinium spinosum
Note
Tillmann, U., M. Elbrächter, B. Krock, U. John and A. D. Cembella (2009). "Azadinium spinosum gen. et sp nov (Dinophyceae) identified as a primary producer of azaspiracid toxins." European Journal Of Phycology 44(1): 63-79.
Name
Azadinium poporum
Note
Gu, H., Z. Luo, B. Krock, M. Witt and U. Tillmann (2013). "Morphology, phylogeny and azaspiracid profile of Azadinium poporum (Dinophyceae) from the China Sea." Harmful Algae 21–22: 64-75.
Name
Amphidoma languida
Note
Tillmann, U., D. Jaén, L. Fernández, M. Gottschling, M. Witt, J. Blanco and B. Krock (2017). "Amphidoma languida (Amphidomatacea, Dinophyceae) with a novel azaspiracid toxin profile identified as the cause of molluscan contamination at the Atlantic coast of southern Spain." Harmful Algae 62: 113-126.

Vector Species

Name
Mytilus edulis

References

, None
Tillmann, U, 2009
First descripton of A. spinosum as AZA producer
Structure
Formula
C48H73NO12
Exact mono-isotopic mass
855.5133
Molfile
n/a
Alternative molfiles
n/a
SMILES
OC(CC/C=C/[C@@]1([H])O[C@](CC[C@@]23[C@H](C)C[C@](O[C@@]([C@H](O)[C@]4(O)O[C@@](C(C[C@]5(O[C@@]6([H])[C@]7([H])O[C@@]8(NC[C@H](C)C[C@@H]8C)C6)O[C@@H]7C[C@H](C)C5)=C)([H])[C@@H](C)C[C@H]4C)([H])C9)([H])[C@]9([H])O2)(O3)CC(C)=C1)=O
Alternative SMILES
n/a
InChi key
FWMJPUBOGPIFOU-ITRIPTHSSA-N
Alternative InChi keys
n/a
InChi
InChI=1S/C48H73NO12/c1-26-16-34(11-9-10-12-40(50)51)55-44(21-26)13-14-47(61-44)32(7)19-35-36(58-47)20-38(54-35)43(52)48(53)33(8)18-29(4)41(60-48)30(5)23-45-22-27(2)17-37(56-45)42-39(57-45)24-46(59-42)31(6)15-28(3)25-49-46/h9,11,16,27-29,31-39,41-43,49,52-53H,5,10,12-15,17-25H2,1-4,6-8H3,(H,50,51)/b11-9+/t27-,28+,29-,31-,32+,33+,34+,35+,36+,37+,38-,39+,41-,42+,43-,44+,45-,46-,47+,48+/m0/s1
Alternative InChis
Spectra available
True
Chem files

References

, 1999
First description and structure elucidation of AZA2
K. C. Nicolaou et al., 2004
Revised structure for AZA2 (based on revision of AZA1 structure)
, 2018
Currently accepted structure for AZA2 (based on revision of AZA3 structure)
Certified
True
Certified links
Non certified reference material
Unknown

Chemical analysis

Research
True
Standardized
True
Validated
True
Official
n/a

Structure recognition assays

Research
True
Standardized
Unknown
Validated
Unknown
Official
n/a

Functional assays

Research
True
Standardized
False
Validated
False
Official
n/a

Animal assays

Research
True
Standardized
True
Validated
True
Official
n/a
Regulatory status
True
Human toxic syndrome(s)
Azaspiracid Shellfish Poisoning
Organ system toxicity
Gastro-intestinal toxicity
Risk assessment
Unknown
Molecular targets known
Unknown
Molecular targets
n/a
Toxic to aquatic animals
Unknown
TEF available
True
Notes
The original proposed structure of AZA2 (Ofuji et al. 1999) was revised by Nicolaou et al. (2004) and again by Kenton et al. (2018).
Philipp Hess
Contact
Christopher Miles
Contact
Bernd Krock
Contact