Structure Database (LMSD)

Common Name
Phytyl 2-O-methyl-dimethylarsinoylribose
Systematic Name
(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl-2-methoxy-5-deoxy-5-(dimethylarsinyl)-β-D-ribofuranoside
Synonyms
  • ((3-hydroxy-2-methoxy-1-((3,7,11,15-tetramethylhexadec-2-en-1-yl)oxy)tetrahydro-furan-4-yl)methyl)dimethylarsine oxide
LM ID
LMPR0104010040
Formula
C28H55O5As
Exact Mass
Calculate m/z
546.326546
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Acyclic diterpenoids [PR010401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dunaliella tertiolecta (#3047)
Chlorophyceae (#3166)
A 2-O-Methylriboside Unknown Outside the RNA World Contains Arsenic.,
Angew Chem Int Ed Engl, 2017
Pubmed ID: 28763144

String Representations

InChiKey (Click to copy)
DERBZIOJEXWVSK-HGEPQFIESA-N
InChi (Click to copy)
InChI=1S/C28H55AsO5/c1-21(2)12-9-13-22(3)14-10-15-23(4)16-11-17-24(5)18-19-33-28-27(32-8)26(30)25(34-28)20-29(6,7)31/h18,21-23,25-28,30H,9-17,19-20H2,1-8H3/b24-18+/t22?,23?,25-,26-,27-,28-/m1/s1
SMILES (Click to copy)
CC(CCCC(CCCC(CCC/C(/C)=C/CO[C@H]1[C@H](OC)[C@H](O)[C@@H](C[As](=O)(C)C)O1)C)C)C

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 1
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 543.83
Topological Polar Surface Area 67.06
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 8.56
Molar Refractivity 145.41

Admin

Created at
7th Jul 2020
Updated at
8th Jul 2020