Structure Database (LMSD)

Common Name
Mycinonic acid I
Systematic Name
5R-hydroxy-4S-methyl-2E-heptenoic acid
Synonyms
LM ID
LMFA01020402
Formula
C8H14O3
Exact Mass
Calculate m/z
158.094295
Sum Composition
FA 8:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Branched fatty acids [FA0102]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Micromonospora griseorubida (#28040)
Actinomycetes (#1760)
Mycinamicin biosynthesis: isolation and structural elucidation of mycinonic acids, proposed intermediates for formation of mycinamicins. X-Ray molecular structure of p-bromophenacyl 5-hydroxy-4-methylhept-2-enoate,
J. Chem. Soc., Perkin Trans. 1, 1991

String Representations

InChiKey (Click to copy)
SUTQROWYWGRRPW-LYNIJRAASA-N
InChi (Click to copy)
InChI=1S/C8H14O3/c1-3-7(9)6(2)4-5-8(10)11/h4-7,9H,3H2,1-2H3,(H,10,11)/b5-4+/t6-,7+/m0/s1
SMILES (Click to copy)
C(O)(=O)/C=C/[C@H](C)[C@H](O)CC

Other Databases

CHEBI ID
168163
PubChem CID
14082277

Calculated Physicochemical Properties

Heavy Atoms 11
Rings 0
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 168.05
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 1.32
Molar Refractivity 42.75

Admin

Created at
-
Updated at
14th May 2021