Structure Database (LMSD)

Common Name
Melonoside A
Systematic Name
N-((28-O-β-D-glucuronopyranosyl)-11,18-dioxo-2S-methoxy-5Z,21Z-octacosadienoyl)-tyramine
Synonyms
LM ID
LMFA08020394
Status
Active
Exact Mass
Calculate m/z
789.466329
Formula


Download as...
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)
TXGCZMCVMPFOAS-JKBBUWHFSA-N
InChi (Click to copy)
InChI=1S/C43H67NO12/c1-54-36(41(51)44-30-29-32-25-27-35(47)28-26-32)24-18-10-6-5-9-15-21-34(46)23-17-12-11-16-22-33(45)20-14-8-4-2-3-7-13-19-31-55-43-39(50)37(48)38(49)40(56-43)42(52)53/h4,6,8,10,25-28,36-40,43,47-50H,2-3,5,7,9,11-24,29-31H2,1H3,(H,44,51)(H,52,53)/b8-4-,10-6-/t36-,37-,38-,39+,40-,43+/m0/s1
SMILES (Click to copy)
C([C@@H](OC)CC/C=C\CCCCC(=O)CCCCCCC(CC/C=C\CCCCCCO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O1)=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 56
Rings 2
Aromatic Rings 1
Rotatable Bonds 32
Van der Waals Molecular Volume 809.56
Topological Polar Surface Area 211.22
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 7.93
Molar Refractivity 215.96

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