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D-lombricine
Sign in to saveAlso known as O(3)-([2-guanidinoethoxy]phosphono)-D-serine, lombricine
Lombricine is a phosphagen that is unique to earthworms. Structurally, it is a phosphodiester of 2-guanidinoethanol and D-serine (not the usual L-serine), which is then further phosphorylated by lombricine kinase to phospholombricine.
Chemical data
- Formula
- C6H15N4O6P
- Molecular weight
- 270.18 g/mol
- IUPAC name
- (2R)-2-azaniumyl-3-[2-(diaminomethylideneazaniumyl)ethoxy-oxidophosphoryl]oxypropanoate
- SMILES
- C(COP(=O)([O-])OC[C@H](C(=O)[O-])[NH3+])[NH+]=C(N)N
- InChIKey
- GSDBGCKBBJVPNC-SCSAIBSYSA-N
- XLogP
- -5.6
- Polar surface area
- 192 Ų
- H-bond donors
- 4
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 270.073
Show 3 more facts
- chemical formula
- C₆H₁₅N₄O₆P
- canonical SMILES
- C(COP(=O)(O)OCC(C(=O)O)N)N=C(N)N
- isomeric SMILES
- C(COP(=O)(O)OC[C@H](C(=O)O)N)N=C(N)N
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
{{Chembox | ImageFile = Lombricine.svg | ImageSize = 200px | IUPACName = O-[{2-[(Diaminomethylene)amino]ethoxy}(hydroxy)phosphoryl]-D-serine | OtherNames = D-Lombricine |Section1= |Section2= |Section3= }}
Lombricine is a phosphagen that is unique to earthworms. Structurally, it is a phosphodiester of 2-guanidinoethanol and D-serine (not the usual L-serine), which is then further phosphorylated by lombricine kinase to phospholombricine.
Excerpted from Wikipedia’s “D-lombricine” article, available under the CC BY-SA 4.0 licence.