Structure Database (LMSD)

Common Name
Staphyloxanthin
Systematic Name
2,6,10,15,19,23-hexamethyltetracosa-2E,4E,6E,8E,10E,12E,14E,16E,18E,22-decaenoyl]-6-O-(12-methyltetradecanoyl)-β-D-glucopyranose
Synonyms
  • beta-D-glucopyranosyl 1-O-(4,4'-diaponeurosporen-4-oate)-6-O-(12-methyltetradecanoate)
LM ID
LMPR0106010043
Formula
C51H78O8
Exact Mass
Calculate m/z
818.56967
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Acyclic triterpenoids [PR010601]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Staphylococcus aureus (#1280)
Bacilli (#91061)
Structure and biosynthesis of staphyloxanthin from Staphylococcus aureus.,
J Biol Chem, 2005
Pubmed ID: 16020541

String Representations

InChiKey (Click to copy)
PDOUICUKTQRPHO-MENSNCDRSA-N
InChi (Click to copy)
InChI=1S/C51H78O8/c1-10-39(4)26-17-15-13-11-12-14-16-18-36-46(52)57-37-45-47(53)48(54)49(55)51(58-45)59-50(56)44(9)35-24-34-43(8)33-23-31-41(6)28-20-19-27-40(5)30-22-32-42(7)29-21-25-38(2)3/h19-20,22-25,27-28,30-35,39,45,47-49,51,53-55H,10-18,21,26,29,36-37H2,1-9H3/b20-19+,30-22+,31-23+,34-24+,40-27+,41-28+,42-32+,43-33+,44-35+/t39?,45-,47-,48+,49-,51+/m1/s1
SMILES (Click to copy)
C(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COC(CCCCCCCCCCC(C)CC)=O)O1)(=O)/C(/C)=C/C=C/C(=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/CC/C=C(\C)/C)/C

Other Databases

Wikipedia
Staphyloxanthin
CHEBI ID
71690
PubChem CID
56928085
Carotenoid ID
CA00021

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 1
Aromatic Rings
Rotatable Bonds 29
Van der Waals Molecular Volume 917.14
Topological Polar Surface Area 124.59
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 13.25
Molar Refractivity 246.42

Admin

Created at
29th Oct 2021
Updated at
29th Oct 2021