Structure Database (LMSD)

Common Name
Toporoside B
Systematic Name
Synonyms
LM ID
LMFA08020391
Formula
C43H65NO12
Exact Mass
Calculate m/z
787.450679
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]
Carbocyclic fatty acids [FA0114]
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)
JOSNMAKTQRBVBG-BWJDJOJOSA-N
InChi (Click to copy)
InChI=1S/C43H65NO12/c1-54-36(41(51)44-27-26-30-24-25-34(46)35(47)29-30)23-16-12-8-7-10-14-19-31-20-18-21-32(31)33(45)22-15-11-6-4-2-3-5-9-13-17-28-55-43-39(50)37(48)38(49)40(56-43)42(52)53/h6,8,11-12,24-25,29,36-40,43,46-50H,2-5,7,9-10,13-23,26-28H2,1H3,(H,44,51)(H,52,53)/b11-6-,12-8-/t36-,37-,38-,39+,40-,43+/m0/s1
SMILES (Click to copy)
C([C@@H](OC)CC/C=C\CCCCC1CCCC=1C(=O)CC/C=C\CCCCCCCCO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O1)(=O)NCCC1=CC(O)=C(O)C=C1

Other Databases

PubChem CID
171121265

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 3
Aromatic Rings 1
Rotatable Bonds 28
Van der Waals Molecular Volume 797.20
Topological Polar Surface Area 214.38
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 13
logP 7.98
Molar Refractivity 215.02

Admin

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