Structure Database (LMSD)

Common Name
Toporoside D
Systematic Name
N-((26-O-β-D-glucuronopyranosyl)-11,16-dioxo-2S-methoxy-5Z-hexacosenoyl)-dopamine
Synonyms
LM ID
LMFA08020393
Formula
C41H65NO13
Exact Mass
Calculate m/z
779.445594
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
Myxillidae (#118318)
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)
YSZAKTQPCMCZHC-GXKJQEETSA-N
InChi (Click to copy)
InChI=1S/C41H65NO13/c1-53-34(39(50)42-26-25-29-23-24-32(45)33(46)28-29)22-14-10-6-5-9-13-19-31(44)21-16-15-20-30(43)18-12-8-4-2-3-7-11-17-27-54-41-37(49)35(47)36(48)38(55-41)40(51)52/h6,10,23-24,28,34-38,41,45-49H,2-5,7-9,11-22,25-27H2,1H3,(H,42,50)(H,51,52)/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(O)=C(O)C=C1

Other Databases

PubChem CID
168272147

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 2
Aromatic Rings 1
Rotatable Bonds 31
Van der Waals Molecular Volume 786.39
Topological Polar Surface Area 231.45
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 7.07
Molar Refractivity 208.48

Admin

Created at
20th Apr 2022
Updated at
20th Apr 2022