Structure Database (LMSD)

Systematic Name
N-(2R-hydroxy-3E-heneicosenoyl)-1-β-glucosyl-9-methyl-heptadecasphing-4E,8E-dienine
Synonyms
LM ID
LMSP05010107
Formula
C45H83NO9
Exact Mass
Calculate m/z
781.606784
Sum Composition
HexCer 39:3;O3
Abbrev Chains
GlcCer 18:2;O2/21:1;O
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
Tuber indicum (#55307)
Pezizomycetes (#147549)
Novel cerebrosides isolated from the fermentation mycelia of Tuber indicum,
Helvetica Chimica Acta, 2013

String Representations

InChiKey (Click to copy)
SFBHTFQPVMTZEM-QLHUYITDSA-N
InChi (Click to copy)
InChI=1S/C45H83NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-20-21-22-24-28-33-39(49)44(53)46-37(35-54-45-43(52)42(51)41(50)40(34-47)55-45)38(48)32-29-25-27-31-36(3)30-26-23-11-9-7-5-2/h28-29,31-33,37-43,45,47-52H,4-27,30,34-35H2,1-3H3,(H,46,53)/b32-29+,33-28+,36-31+/t37-,38+,39+,40+,41+,42-,43+,45+/m0/s1
SMILES (Click to copy)
C([C@H](NC([C@H](O)/C=C/CCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CC/C=C(\C)/CCCCCCCC)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

PubChem CID
139584859

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 1
Aromatic Rings 0
Rotatable Bonds 35
Van der Waals Molecular Volume 854.25
Topological Polar Surface Area 171.01
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 10.72
Molar Refractivity 227.55

Admin

Created at
22nd May 2020
Updated at
9th Feb 2021