Structure Database (LMSD)

Common Name
Melonosin A
Systematic Name
N-(11,18-dioxo-28-hydroxy-2S-methoxy-5Z,21Z-octacosadienoyl)-tyramine
Synonyms
  • (2S,5Z,21Z)-28-hydroxy-N-[2-(4-hydroxyphenyl)ethyl]-2-methoxy-11,18-dioxooctacosa-5,21-dienamide
LM ID
LMFA08020395
Status
Active
Exact Mass
Calculate m/z
613.434239
Formula


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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
CQUVIJBVSNICJF-XWOFKJQKSA-N
InChi (Click to copy)
InChI=1S/C37H59NO6/c1-44-36(37(43)38-30-29-32-25-27-35(42)28-26-32)24-18-10-6-5-9-15-21-34(41)23-17-12-11-16-22-33(40)20-14-8-4-2-3-7-13-19-31-39/h4,6,8,10,25-28,36,39,42H,2-3,5,7,9,11-24,29-31H2,1H3,(H,38,43)/b8-4-,10-6-/t36-/m0/s1
SMILES (Click to copy)
C([C@@H](OC)CC/C=C\CCCCC(=O)CCCCCCC(CC/C=C\CCCCCCO)=O)(=O)NCCC1=CC=C(O)C=C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Myxilla (#118320)
Demospongiae (#6042)
Toporosides A and B, Cyclopentenyl-Containing ω-Glycosylated Fatty Acid Amides, and Toporosides C and D from the Northwestern Pacific Marine Sponge Stelodoryx toporoki.,
J Nat Prod, 2022
Pubmed ID: 35377646

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 1
Aromatic Rings 1
Rotatable Bonds 29
Van der Waals Molecular Volume 668.02
Topological Polar Surface Area 112.93
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 8.58
Molar Refractivity 180.21

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Created at
21st Apr 2022
Updated at
21st Apr 2022