Menaquinone-4
Athanor · official
C31H40O2 · 444.6 g/mol
IUPAC name: 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
Also called vitamin K2, MK-4, menatetrenone, vitamin K
Names and identifiers
- IUPAC name
- 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
- Synonyms
- vitamin K2, MK-4, menatetrenone
+ 34 more
vitamin K, Menaquinone 4, Kaytwo, Menaquinone K4, vitamin K2(20), Menatetrenona, Vitamin MK 4, Menatetrenonum, Kaytwo n, MENATETRANONE, 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione, DTXSID6048969, 2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinone, 2-Methyl-3-geranylgeranyl-1,4-naphthoquinone, 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinone, 27Y876D139, DTXCID3028895, CHEBI:78277, 1,4-Naphthalenedione, 2-methyl-3-((2E,6E,10E)3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-, vitamin MK-4, 2-methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl)naphthalene-1,4-dione, (E,E,E)-isomer of menatetrenone, 2-Methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)-1,4-naphthoquinone, 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-naphthoquinone, 2-methyl-3-all-trans-tetraprenyl-1,4-naphthoquinone, RefChem:810913, E0167, Kefton-2, Glakay, 2-Methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)naphthalene-1,4-dione, MFCD00079646, Menaquinone (K2), 2-Methyl-3-tetraprenyl-1,4-naphthoquinone, MLS000028742
- Molecular formula
- C31H40O2
- Empirical formula
- C31H40O2
- Molecular weight
- 444.6 g/mol
- Exact mass
- 444.30283
- CAS number
- 863-61-6
- PubChem CID
- 5282367
- Canonical SMILES
- CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
- Isomeric SMILES
- CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
- InChI
- 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+
- InChIKey
- DKHGMERMDICWDU-GHDNBGIDSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 33
- Rings
- 2
- Aromatic rings
- 1
- Fraction sp³ carbons (Fsp3)
- 0.42
- H-bond donors
- 0
- H-bond acceptors
- 2
- Rotatable bonds
- 11
- TPSA (Ų)
- 34.1
- Formal charge
- 0
- XLogP3
- 8.9 PubChem
- Complexity
- 855 PubChem
- Stereocenters
- None
- Double-bond geometry
- C6=C8: E · C11=C13: E · C16=C17: E
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C83.74%
- H9.07%
- O7.20%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 8.92 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -7.62 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.12 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 444.66
- log P ≤ 5 (Crippen): 8.92
- H-bond donors ≤ 5: 0
- H-bond acceptors ≤ 10: 2
Breaks 1 of the four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: SynHet - Synthetic Heterocycles, Clinivex, DempoChem.
Always read the supplier’s safety data sheet before working with it.
Spectra
- GC-MSHuman Metabolome Database (HMDB) (EI-B · positive) · MassBank of North America (MoNA) (HITACHI M-80 · EI-B · positive) · MassBank of North America (MoNA) (HITACHI M-80 · EI-B · positive) · MassBank of North America (MoNA) (HITACHI M-80 · EI-B · positive) · SpectraBase
- LC-MSMassBank of North America (MoNA) (Thermo Q Exactive HF · ESI-QFT · positive) · MassBank of North America (MoNA) (Thermo Q Exactive HF · ESI-QFT · positive) · MassBank of North America (MoNA) (Thermo Q Exactive HF · ESI-QFT · positive)
- Other MSMassBank Europe (HITACHI M-80 · EI-B · POSITIVE) · MassBank of North America (MoNA) (positive) · MassBank of North America (MoNA) (positive) · MassBank of North America (MoNA) (positive)
- ATR-IRSpectraBase (Bio-Rad FTS · ATR-Neat (DuraSamplIR II) ground)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.