Structure Database (LMSD)

Common Name
Menaquinone-4
Systematic Name
2-methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl)naphthalene-1,4-dione
Synonyms
  • MK-4
  • Menatetrenone
LM ID
LMPR02030042
Formula
C31H40O2
Exact Mass
Calculate m/z
444.30283
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Quinones and hydroquinones [PR02]
Vitamin K [PR0203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Staphylococcus aureus (#1280)
Bacilli (#91061)
Menaquinone-4 and -5 in a bacterium.,
Biochem J, 1967
Pubmed ID: 6048777
Mus musculus (#10090)
Mammalia (#40674)
Multiple Dietary Vitamin K Forms Are Converted to Tissue Menaquinone-4 in Mice.,
J Nutr, 2022
Pubmed ID: 34550377

String Representations

InChiKey (Click to copy)
DKHGMERMDICWDU-GHDNBGIDSA-N
InChi (Click to copy)
InChI=1S/C31H40O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+
SMILES (Click to copy)
C1(C/C=C(\C)/CC/C=C(\C)/CC/C=C(/CC/C=C(\C)/C)\C)C(=O)C2=C(C=CC=C2)C(=O)C=1C

Other Databases

CHEBI ID
78277
PubChem CID
5282367
SwissLipids ID
SLM:000390031
PDB ID
1L3

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 2
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 500.42
Topological Polar Surface Area 34.14
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 8.92
Molar Refractivity 140.82

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Created at
25th Apr 2022
Updated at
25th Apr 2022