Structure Database (LMSD)

Common Name
Cholesteryl 6-O-palmitoyl-beta-D-galactopyranoside
Systematic Name
3-O-(6'-O-hexadecanoyl-β-D-galactopyranosyl)-cholest-5-en-3β-ol
Synonyms
  • 16:0-Gal-Cholesterol
LM ID
LMST01010401
Formula
C49H86O7
Exact Mass
Calculate m/z
786.637355
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Borreliella burgdorferi (#139)
Spirochaetia (#203692)
A newly discovered cholesteryl galactoside from Borrelia burgdorferi.,
Proc Natl Acad Sci U S A, 2003
Pubmed ID: 12799465

String Representations

InChiKey (Click to copy)
YPMUZVRAVKLKGC-HJFSTSJRSA-N
InChi (Click to copy)
InChI=1S/C49H86O7/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-23-43(50)54-33-42-44(51)45(52)46(53)47(56-42)55-37-28-30-48(5)36(32-37)24-25-38-40-27-26-39(35(4)22-20-21-34(2)3)49(40,6)31-29-41(38)48/h24,34-35,37-42,44-47,51-53H,7-23,25-33H2,1-6H3/t35-,37+,38+,39-,40+,41+,42-,44+,45+,46-,47-,48+,49-/m1/s1
SMILES (Click to copy)
C1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](COC(CCCCCCCCCCCCCCC)=O)O2)CC2=CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@]([H])(CCCC(C)C)C)[C@@]4(C)CC[C@]3([H])[C@@]2(C)C1

Other Databases

CHEBI ID
61647
PubChem CID
11388683

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 5
Aromatic Rings 0
Rotatable Bonds 24
Van der Waals Molecular Volume 850.71
Topological Polar Surface Area 107.52
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 13.25
Molar Refractivity 229.43

Admin

Created at
5th Jun 2020
Updated at
28th Oct 2021