Structure Database (LMSD)

Common Name
Crispin A
Systematic Name
N-(2R-hydroxy-7Z-pentadecenoyl)-1-α-glucosyl-4E-nonadecasphingenine
Synonyms
LM ID
LMSP05010128
Formula
C40H75NO9
Exact Mass
Calculate m/z
713.544184
Sum Composition
HexCer 34:2;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Neutral glycosphingolipids [SP05]
Simple Glc series [SP0501]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Buddleja crispa (#168493)
Magnoliopsida (#3398)
Two new protease-inhibiting glycosphingolipids from Buddleja crispa.,
Chem Biodivers, 2007
Pubmed ID: 17510987

String Representations

InChiKey (Click to copy)
QPTPZSZFAKCJBK-SBLCKCEXSA-N
InChi (Click to copy)
InChI=1S/C40H75NO9/c1-3-5-7-9-11-13-15-16-17-19-20-22-24-26-28-33(43)32(31-49-40-38(47)37(46)36(45)35(30-42)50-40)41-39(48)34(44)29-27-25-23-21-18-14-12-10-8-6-4-2/h18,21,26,28,32-38,40,42-47H,3-17,19-20,22-25,27,29-31H2,1-2H3,(H,41,48)/b21-18-,28-26+/t32-,33+,34+,35+,36+,37-,38+,40-/m0/s1
SMILES (Click to copy)
[C@](CO[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)([H])(NC([C@H](O)CCCC/C=C\CCCCCCC)=O)[C@]([H])(O)/C=C/CCCCCCCCCCCCCC

Other Databases

PubChem CID
171119968

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 1
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 770.39
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 8.99
Molar Refractivity 204.56

Admin

Created at
23rd Oct 2020
Updated at
23rd Oct 2020