Structure Database (LMSD)

Common Name
Rhombifoliamide
Systematic Name
N-(2R-hydroxypentacosanoyl)-4R-hydroxy-sphing-10E-enine
Synonyms
  • (2S,2'R,3S,4R,10E)-N-[2'-hydroxypentacosanoyl]-2-amino-octadec-10-ene-1,3,4-triol
  • Cer(t18:1(10E)/25:0(2OH[R]))
LM ID
LMSP02030085
Formula
C43H85NO5
Exact Mass
Calculate m/z
695.642774
Sum Composition
Cer 43:1;O4
Abbrev Chains
Cer 18:1;O3/25:0;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Ceramides [SP02]
N-acyl-4-hydroxysphinganines (phytoceramides) [SP0203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sida rhombifolia (#108377)
Magnoliopsida (#3398)
Chemical constituents of two Cameroonian medicinal plants: Sida rhombifolia L. and Sida acuta Burm. f. (Malvaceae) and their antiplasmodial activity.,
Nat Prod Res, 2021
Pubmed ID: 34121522

String Representations

InChiKey (Click to copy)
CTQCXVKPVHUEJO-PUKJDGGFSA-N
InChi (Click to copy)
InChI=1S/C43H85NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(47)43(49)44-39(38-45)42(48)40(46)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h16,26,39-42,45-48H,3-15,17-25,27-38H2,1-2H3,(H,44,49)/b26-16+/t39-,40+,41+,42-/m0/s1
SMILES (Click to copy)
[C@](CO)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@H](O)CCCCC/C=C/CCCCCCC

Other Databases

PubChem CID
171121061

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 0
Aromatic Rings 0
Rotatable Bonds 39
Van der Waals Molecular Volume 802.13
Topological Polar Surface Area 110.02
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 12.45
Molar Refractivity 212.42

Admin

Created at
25th Aug 2021
Updated at
25th Aug 2021