menaquinone
Trade name: vitamin k2
Small moleculeexperimental
Vitamin K is a fat-soluble vitamin, which exists in two different forms in nature: vitamin K1 (phylloquinone or phytonadione) and vitamin K2 (menaquinones), a feature of which is a long polyprenyl lateral chain. Menaquinone-7 (MK-7) is a form of vitamin K2 that occurs naturally in some animal-derived and is available as an ingredient of dietary supplements. A novel method of marking five different cis/trans isomers of vitamin K2 (MK-7) (including 6-CIS form) in dietary supplements recently was developed and validated. — NCATS
Clinical trial activity
44 trials · 41 clinical orgs · 0 marketing orgs
Phase 1
6
Phase 2
14
Phase 3
4
Phase 4
6
Earliest trial started Jan 1, 2007 (NCT00402974)
Timeline
Indications
Approved for
Studied for
- Aortic Valve Disease · Phase 2
- Aortic Valve Stenosis · Phase 2
- Arteries · Phase 2
- Atherosclerosis · Phase 2
- Bicuspid Aortic Valve Disease · Phase 2
- Bone Diseases · Phase 2/Phase 3
- Bone Diseases, Metabolic · Phase 1
- Cardiovascular Diseases · Phase 2/Phase 3
- Carotid Artery Diseases · Phase 2
- Chronic Kidney Disease-Mineral and Bone Disorder · Phase 1/Phase 2
- Diabetes Mellitus · Phase 1/Phase 2
- Diabetes Mellitus, Type 2 · Phase 2
- Dyslipidemias · Phase 1/Phase 2
- Hemodialysis, Home · Phase 3
- Hyperglycemia · Phase 1/Phase 2
- Hyperlipidemias · Phase 1/Phase 2
- Insulin Resistance · Phase 1/Phase 2
- Kidney Diseases · Phase 4
- Kidney Failure, Chronic · Phase 2/Phase 3
- Multidetector Computed Tomography · Phase 1
- Nutritional and Metabolic Diseases · Phase 1/Phase 2
- Obesity · Phase 1/Phase 2
- Osteoporosis · Phase 1
- Osteoporosis, Postmenopausal · Phase 2/Phase 3
- Pancreas · Phase 1/Phase 2
- Prediabetic State · Phase 1/Phase 2
- Renal Dialysis · Phase 1/Phase 2
- Renal Insufficiency, Chronic · Phase 4
- Retinal Drusen · Phase 4
- Thrombosis · Phase 2
- Vascular Calcification · Phase 4
- Vascular Stiffness · Phase 2
- Vitamin K · Phase 2/Phase 3
- Vitamin K 2 · Phase 1
- Vitamin K Deficiency · Phase 1/Phase 2
Mechanism of action
GGCX activator
Chemistry & pharmacology
Loading structure…
SMILES
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC1=C(C)C(=O)C2=CC=CC=C2C1=O- Mol. weight
- 648.9992 g/mol
- Lipinski Ro5
- 2 violation(s)
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
Oral
No
Parenteral
No
Topical
No
Sources
- WikipediaVitamin K2 ↗
- NCATS8427BML8NY ↗
- ChEMBLCHEMBL1230575 ↗
Also known as
- menaquinone
- menaquinone
- menaquinone
- menaquinone
- menaquinone 7
- menaquinone 7
- menaquinone 7
- menaquinone-7
- menaquinone-7
- menaquinone-7
- menaquinone-7
- vitamin k2
- vitamin k2
- vitamin k2
- vitamin k2(35)
- vitamin mk 7
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07206537 | N/A | Apr 1, 2025 | Ain Shams University |
| NCT06707909 | Phase 4 | Nov 23, 2024 | Cairo University |
| NCT05943457 | N/A | Sep 30, 2023 | Lebanese American University, Lesaffre International, Omicron Pharmaceuticals |
| NCT05942053 | Phase 4 | Jul 15, 2023 | Tanta University |
| NCT05500443 | N/A | Nov 30, 2022 | University of Southern Denmark |
| NCT05259046 | N/A | Jun 21, 2022 | University of Copenhagen |
| NCT04010578 | N/A | Oct 1, 2019 | European Commission, Maastricht University |
| NCT05285787 | Phase 2 | Mar 1, 2019 | Augusta University, Epizon Pharma, Inc. |
| NCT03243890 | Phase 1 | Jan 12, 2018 | University of Southern Denmark |
| NCT03305536 | Phase 2 | Jan 2, 2018 | Hopital St. Georges, Ajaltoun, Nattopharma, Omicron Pharmaceuticals |
| NCT03311321 | Phase 1/Phase 2 (Phase 2) | Sep 13, 2017 | Augusta University |
| NCT04539418 | Phase 4 | Dec 1, 2016 | Catholic University of Salta, Universidad Católica de Salta |
| NCT02976246 | Phase 2/Phase 3 (Phase 3) | Nov 1, 2016 | Steno Diabetes Center Copenhagen, University of Copenhagen |
| NCT02959762 | Phase 1/Phase 2 (Phase 2) | Oct 1, 2016 | Augusta University |
| NCT02917525 | Phase 2 | Aug 1, 2016 | Maastricht University |
| NCT02876354 | Phase 4 | Aug 1, 2016 | Saint-Joseph University |
| NCT02870829 | Phase 2 | Jul 1, 2016 | Government of Singapore, National University of Singapore, Nattopharma |
| NCT02839044 | Phase 2 | Jun 1, 2016 | Utrecht University |
| NCT02610933 | Phase 4 | Nov 1, 2015 | OLV Hospital, Aalst, Belgium, Onze Lieve Vrouw Hospital |
| NCT02404519 | N/A | Jun 1, 2015 | Maastricht University |
Showing 20 of 44 trials
Page 1 / 3
Organizations
Research & Development (41)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Maastricht University | Academic/Hospital | 13 | 13 | 2 | 2007 |
| Augusta University | Academic/Hospital | 5 | 4 | 1 | 2013 |
| Nattopharma | For profit | 4 | 0 | 1 | 2013 |
| Omicron Pharmaceuticals | For profit | 3 | 0 | 2 | 2015 |
| Lebanese American University | Academic/Hospital | 2 | 2 | 2 | 2015 |
| OLV Hospital, Aalst, Belgium | Academic/Hospital | 2 | 0 | 2 | 2011 |
| Onze Lieve Vrouw Hospital | Academic/Hospital | 2 | 2 | 2 | 2011 |
| Tufts University | Academic/Hospital | 2 | 0 | 1 | 2013 |
| University of Alabama, Birmingham | Academic/Hospital | 2 | 0 | 1 | 2013 |
| University of Copenhagen | Academic/Hospital | 2 | 2 | 2 | 2016 |
| University of Southern Denmark | Academic/Hospital | 2 | 2 | 2 | 2018 |
| Utrecht University | Academic/Hospital | 2 | 2 | 2 | 2007 |
| Yale University | Academic/Hospital | 2 | 0 | 1 | 2013 |
| Aarhus University | Academic/Hospital | 1 | 1 | 1 | 2013 |
| Ain Shams University | Academic/Hospital | 1 | 1 | 1 | 2025 |
| AZ Sint-Jan | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Cairo University | Academic/Hospital | 1 | 1 | 1 | 2024 |
| Catholic University of Salta | Academic/Hospital | 1 | 1 | 1 | 2016 |
| Changhua Christian Hospital | Academic/Hospital | 1 | 1 | 1 | 2011 |
| Danisco | For profit | 1 | 1 | 1 | 2012 |
41 organizations
Page 1 / 3