Gymnodimine-B

Gymnodimine

Last updated at: Sept. 22, 2023

Recommended name
Gymnodimine-B
Synonyms
Gymnodimine B
Recommended acronym
GYM-B
Abbreviation

Progenitors

Name
Karenia selliformis
Note
Miles et al., 2000

Vector Species

Name
Ruditapes decussatus
Note
Kharrat et al.,2008

References

Christopher O. Miles, 2000
Miles, C. O., Wilkins, A. L., Stirling, D. J., & MacKenzie, A. L. (2000). New analogue of gymnodimine from a Gymnodinium species. Journal of Agricultural and Food Chemistry, 48(4), 1373-1376.
Riadh Kharrat, 2008
Kharrat, R., Servent, D., Girard, E., Ouanounou, G., Amar, M., Marrouchi, R., ... & Molgó, J. (2008). The marine phycotoxin gymnodimine targets muscular and neuronal nicotinic acetylcholine receptor subtypes with high affinity. Journal of neurochemistry, 107(4), 952-963.
Idriss Ben Naila, 2012
Naila, I. B., Hamza, A., Gdoura, R., Diogene, J., & de la Iglesia, P. (2012). Prevalence and persistence of gymnodimines in clams from the Gulf of Gabes (Tunisia) studied by mouse bioassay and LC–MS/MS. Harmful Algae, 18, 56-64.
Structure
Formula
C32H45NO5
Exact mono-isotopic mass
523.714
Molfile
n/a
Alternative molfiles
n/a
SMILES
CC1CC2CCC(C(=CC3C(=C(CCC34CCCN=C4CCC(C(=C)C1O2)O)C5C=C(C(=O)O5)C)C)C)O
Alternative SMILES
C[C@@H]1C[C@@H]2CC[C@@H](/C(=C/[C@H]3C(=C(CC[C@@]34CCCN=C4CC[C@@H](C(=C)[C@H]1O2)O)[C@@H]5C=C(C(=O)O5)C)C)/C)O
InChi key
QVXVRMLMEOIRPY-UFQMMXIBSA-N
Alternative InChi keys
n/a
InChi
InChI=1S/C32H45NO5/c1-18-16-25-21(4)24(28-17-20(3)31(36)38-28)11-13-32(25)12-6-14-33-29(32)10-9-27(35)22(5)30-19(2)15-23(37-30)7-8-26(18)34/h16-17,19,23,25-28,30,34-35H,5-15H2,1-4H3/b18-16+/t19-,23+,25+,26+,27+,28+,30+,32+/m1/s1
Alternative InChis
Spectra available
Unknown
Chem files

References

Christopher O. Miles, 2000
Miles, C. O., Wilkins, A. L., Stirling, D. J., & MacKenzie, A. L. (2000). New analogue of gymnodimine from a Gymnodinium species. Journal of Agricultural and Food Chemistry, 48(4), 1373-1376.
Certified
False
Certified links
    n/a
Non certified reference material
Unknown

Chemical analysis

Research
True
Standardized
Unknown
Validated
Unknown
Official
n/a

Structure recognition assays

Research
Unknown
Standardized
Unknown
Validated
Unknown
Official
n/a

Functional assays

Research
Unknown
Standardized
Unknown
Validated
Unknown
Official
n/a

Animal assays

Research
Unknown
Standardized
Unknown
Validated
Unknown
Official
n/a

References

Idriss Ben Naila, 2012
Naila, I. B., Hamza, A., Gdoura, R., Diogene, J., & de la Iglesia, P. (2012). Prevalence and persistence of gymnodimines in clams from the Gulf of Gabes (Tunisia) studied by mouse bioassay and LC–MS/MS. Harmful Algae, 18, 56-64.
Regulatory status
False
Human toxic syndrome(s)
n/a
Organ system toxicity
n/a
Risk assessment
Unknown
Molecular targets known
Unknown
Molecular targets
n/a
Toxic to aquatic animals
Unknown
TEF available
True

TEF References

Riadh Kharrat, 2008
Kharrat, R., Servent, D., Girard, E., Ouanounou, G., Amar, M., Marrouchi, R., ... & Molgó, J. (2008). The marine phycotoxin gymnodimine targets muscular and neuronal nicotinic acetylcholine receptor subtypes with high affinity. Journal of neurochemistry, 107(4), 952-963.
Notes
The total amount of GYMs equivalents was calculated with a toxicity equivalent factor (TEF) of 0.1 for GYM-B/C (Kharrat et al., 2008).
Aifeng Li
Contact