Structure Database (LMSD)

Common Name
Menaquinone-9
Systematic Name
2-methyl-3-((2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl)naphthalene-1,4-dione
Synonyms
  • MK-9
LM ID
LMPR02010041
Formula
C56H80O2
Exact Mass
Calculate m/z
784.61583
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
Escherichia coli (#562)
Gammaproteobacteria (#1236)
Isolation and identification of menaquinone-9 from purified nitrate reductase of Escherichia coli.,
J Bacteriol, 1995
Pubmed ID: 7601837

String Representations

InChiKey (Click to copy)
WCRXHNIUHQUASO-UVZVDVBNSA-N
InChi (Click to copy)
InChI=1S/C56H80O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+
SMILES (Click to copy)
C1(C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C)C(=O)C2=C(C=CC=C2)C(=O)C=1C

Other Databases

CHEBI ID
44147
PubChem CID
6289935
Cayman ID
18242

Calculated Physicochemical Properties

Heavy Atoms 58
Rings 2
Aromatic Rings 1
Rotatable Bonds 26
Van der Waals Molecular Volume 919.72
Topological Polar Surface Area 34.14
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 2
logP 17.55
Molar Refractivity 255.78

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Created at
-
Updated at
11th Apr 2022