Structure Database (LMSD)

Common Name
Melonoside B
Systematic Name
N-((26-O-β-D-glucuronopyranosyl)-11,16-dioxo-2S-methoxy-5Z-hexacosenoyl)-tyramine
Synonyms
LM ID
LMFA08020396
Formula
C41H65NO12
Exact Mass
Calculate m/z
763.450679
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Oxo fatty acids [FA0106]
Methoxy fatty acids [FA0108]
Unsaturated fatty acids [FA0103]

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

String Representations

InChiKey (Click to copy)
FWKNOWWFSJCQHN-GXKJQEETSA-N
InChi (Click to copy)
InChI=1S/C41H65NO12/c1-52-34(39(49)42-28-27-30-23-25-33(45)26-24-30)22-14-10-6-5-9-13-19-32(44)21-16-15-20-31(43)18-12-8-4-2-3-7-11-17-29-53-41-37(48)35(46)36(47)38(54-41)40(50)51/h6,10,23-26,34-38,41,45-48H,2-5,7-9,11-22,27-29H2,1H3,(H,42,49)(H,50,51)/b10-6-/t34-,35-,36-,37+,38-,41+/m0/s1
SMILES (Click to copy)
N(C(=O)[C@H](CC/C=C\CCCCC(CCCCC(CCCCCCCCCCO[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)C(O)=O)=O)=O)OC)CCC1=CC=C(O)C=C1

Other Databases

PubChem CID
155526983

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 2
Aromatic Rings 1
Rotatable Bonds 31
Van der Waals Molecular Volume 777.60
Topological Polar Surface Area 211.22
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 13
logP 7.37
Molar Refractivity 206.82

Admin

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