Structure database (LMSD)

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LM IDLMPR0104010040
Common NamePhytyl 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
Exact Mass
546.3265 (neutral)    Calculate m/z:
FormulaC28H55O5As
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Acyclic diterpenoids [PR010401]
PubChem CID-
InChIKeyDERBZIOJEXWVSK-HGEPQFIESA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
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
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StatusActive
ReferencesA 2-O-Methylriboside Unknown Outside the RNA World Contains Arsenic
Angew Chem Int Ed Engl. 2017
DOI: 10.1002/anie.201706310
PMID: 28763144
Calculated physicochemical properties (?):
 Heavy Atoms34Rings1Aromatic Rings0Rotatable Bonds18
 van der Waals
Molecular Volume
543.83Topological Polar
Surface Area
67.06Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP8.56Molar
Refractivity
145.41