Page last updated: 2024-12-10

menaquinone 7

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Occurs in Manufacturing Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

menaquinone-7 : A menaquinone whose side-chain contains seven isoprene units in an all-trans-configutation. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5287554
CHEMBL ID1230575
CHEBI ID44245
SCHEMBL ID436068
MeSH IDM0173250

Synonyms (56)

Synonym
chebi:44245 ,
menakinon 7
CHEMBL1230575
menaquinone-7
vitamin k2(35)
1,4-naphthalenedione, 2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-, (all-e)-
1,4-naphthalenedione, 2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosahept-aenyl)-3-methyl-, (all-e)-
menaquinone k7
1,4-naphthoquinone, 2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosahept-aenyl)-3-methyl-, (all-e)-
menaquinone 7
hsdb 1040
vitamin mk 7
mk7 ,
menaquinone(7)
mk-7
menaquinone 7, synthetic
2-[(2e,6e,10e,14e,18e,22e)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaenyl]-3-methylnaphthalene-1,4-dione
2124-57-4
menaquinone k
8427bml8ny ,
unii-8427bml8ny
(all-e)-2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosahept-aenyl)-3-methyl-1,4-naphthoquinone
(all-e)-2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-1,4-naphthalenedione
2-[(2e,6e,10e,14e,18e,22e)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl]-3-methylnaphthalene-1,4-dione
SCHEMBL436068
menaquinone-7 [dsc]
menaquinone-7 [inci]
menaquinone-7 [who-dd]
menaquinone-7 [usp-rs]
1,4-naphthalenedione, 2-((2e,6e,10e,14e,18e,22e)-3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-
menaquinone 7 [mi]
1,4-naphthoquinone, 2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-, (all-e)-
menaquinone 7 [hsdb]
(all-ee)-2-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl)-3-methyl-1,4-naphthalenedione
2-[(2e,6e,10e,14e,18e,22e)-3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptaenyl]-3-methylnaphthoquinone #
13425-62-2
2-methyl-3-(3,7,11,15,19,23,27-heptamethyl-2,6,10,14,18,22,26-octacosaheptenyl)-1,4-naphthoquinone
mfcd06200757
AKOS027326821
J-013950
2-((2e,6e,10e,14e,18e,22e)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaen-1-yl)-3-methylnaphthalene-1,4-dione
DB13075
2-((2e,6e,10e,14e,18e,22e)-3,7,11,15,19,23,27-heptamethyloctacosa-2,6,10,14,18,22,26-heptaenyl)-3-methylnaphthalene-1,4-dione
trans-menaquinone 7
Q27120546
vitamin mk-7vitamin k2-7
vitamin k2-7
vitamin mk-7
CS-0046153
HY-112499
vitamin k2-7;vitamin k2(35);vitamin mk-7
menaquinone mk-7
DTXSID801317474
AS-78195
vitamin k2 menaquinone-7 (mk-7)
AC-36642

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The no observed adverse effect level (NOAEL) of MK-7, when administered orally to rats for 90 days, was considered to be equal to 10 mg/kg body weight/day, the highest dose tested, based on lack of toxicity during the 90-day study period."( Safety and toxicological evaluation of a synthetic vitamin K2, menaquinone-7.
Møller, M; Preston, T; Pucaj, K; Rasmussen, H, 2011
)
0.37

Bioavailability

ExcerptReferenceRelevance
" However, little is known about the bioavailability of nutritional MK-4."( Comparison of menaquinone-4 and menaquinone-7 bioavailability in healthy women.
Sato, T; Schurgers, LJ; Uenishi, K, 2012
)
0.38
" MK-7 was well absorbed and reached maximal serum level at 6 h after intake and was detected up to 48 h after intake."( Comparison of menaquinone-4 and menaquinone-7 bioavailability in healthy women.
Sato, T; Schurgers, LJ; Uenishi, K, 2012
)
0.38
" However, menaquinone-7 (MK-7) has greater bioavailability and efficacy than MK-4 after oral administration."( Menaquinone-7 as a novel pharmacological therapy in the treatment of rheumatoid arthritis: A clinical study.
Abdel-Rahman, MS; Ahmed, S; Alkady, EA, 2015
)
0.42
" Menaquinone-7 has greater bioavailability than other forms of vitamin K, which has led to increasing sales and use of menaquinone-7 supplements."( US Pharmacopeial Convention safety evaluation of menaquinone-7, a form of vitamin K.
Marles, RJ; Oketch-Rabah, HA; Roe, AL, 2017
)
0.46
" MK-7 has higher efficacy due to its higher bioavailability and longer half-life than other vitamin K homologs."( MK-7 and Its Effects on Bone Quality and Strength.
Inaba, N; Sato, T; Yamashita, T, 2020
)
0.56

Dosage Studied

ExcerptRelevanceReference
"Patients (40 cases) were treated with daily dosage of warfarin of 2-7 mg after being undergone artificial valve replacements."( Anticoagulant effects of warfarin and kinetics of K vitamins in blood and feces.
Ishibashi, M; Kariyazono, H; Nakamura, K; Saigenji, H; Shimokawa, S; Taira, A; Toyohira, H, 1994
)
0.29
" We were therefore interested to study the dose-response effects of extra intake of menaquinones on the carboxylation of the extra-hepatic Gla-proteins."( Low-dose menaquinone-7 supplementation improved extra-hepatic vitamin K status, but had no effect on thrombin generation in healthy subjects.
Cranenburg, EC; Knapen, MH; Magdeleyns, EJ; Schurgers, LJ; Smit, E; Teunissen, KJ; Theuwissen, E; Vermeer, C, 2012
)
0.38
" Study 1 was a double-blind, randomized controlled dose-finding trial; 60 postmenopausal women aged 50-69 y were allocated to one of four dosage group and consumed 0, 50, 100, or 200 μg menaquinone-7 daily for 4 wk, respectively, with a controlled diet in accordance with recommended daily intakes for 2010 in Japan."( Low-Dose Daily Intake of Vitamin K(2) (Menaquinone-7) Improves Osteocalcin γ-Carboxylation: A Double-Blind, Randomized Controlled Trials.
Inaba, N; Sato, T; Yamashita, T, 2015
)
0.42
" MK-7 is able to modulate immune and inflammatory reactions in the dose-response inhibition of TNF-α, IL-1α, and IL-1β gene expression and protein production by the healthy hMDMs in vitro."( Inhibition of TNF-α, IL-1α, and IL-1β by Pretreatment of Human Monocyte-Derived Macrophages with Menaquinone-7 and Cell Activation with TLR Agonists In Vitro.
Badmaev, V; Ho, CT; Lee, PS; Maresz, K; Mehta, DS; Pan, MH; Popko, J; Stohs, SJ; Wu, JC, 2016
)
0.43
" On the basis of this conclusion, US Pharmacopeia monographs have been developed to establish quality standards for menaquinone-7 as a dietary ingredient and as a dietary supplement in various dosage forms."( US Pharmacopeial Convention safety evaluation of menaquinone-7, a form of vitamin K.
Marles, RJ; Oketch-Rabah, HA; Roe, AL, 2017
)
0.46
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (14 Product(s))

Product Categories

Product CategoryProducts
Vitamins & Supplements10
Professional Supplements4

Products

ProductBrandCategoryCompounds Matched from IngredientsDate Retrieved
Ancient Nutrition Glandulars - Womens Vitality Blend -- 180 CapsulesAncient NutritionVitamins & SupplementsVitamin D3, Iodine, Vitamin K2, menaquinone-7, Vitamin K2, Vitamin B122024-11-29 10:47:42
Carlson Elite Omega-3 plus D & K Natural Lemon -- 90 SoftgelsCarlsonVitamins & SupplementsEPA, Vitamin K2, MK-7, Vitamin K22024-11-29 10:47:42
Chapter One Vitamin D3 & K2 Mixed Berries -- 60 GummiesChapter OneVitamins & SupplementsVitamin D3, Menaquinone-72024-11-29 10:47:42
Designs for Sport Multi + Phyto - NSF Certified for Sport -- 120 Vegetarian CapsulesDesigns for SportProfessional SupplementsVitamin C, Benfotiamine, Biotin, Boron, Chromium, Folate, Lycopene, Manganese, MK-7, MK-9, Molybdenum, Niacin, Pantothenic Acid, Vitamin B6, Quercetin, Trans-Resveratrol, Vitamin A, Riboflavin, Selenium, Thiamin, Vanadium, Vitamin B12, Vitamin B6, Vitamin K2024-11-29 10:47:42
Designs for Sport Power Pack - NSF Certified for Sport -- 30 PacketsDesigns for SportProfessional SupplementsVitamin C, Benfotiamine, Biotin, Boron, Chromium, Folate, Lycopene, Manganese, MK-7, MK-9, Molybdenum, Niacin, Pantothenic Acid, Vitamin B6, Quercetin, Trans-Resveratrol, Vitamin A, Riboflavin, Selenium, Thiamin, Vanadium, Vitamin B12, Vitamin B6, Vitamin K2024-11-29 10:47:42
Dr. Mercola Vitamins D3 & K2 Low Dose -- 30 CapsulesDr. MercolaProfessional SupplementsVitamin D3, MK-72024-11-29 10:47:42
Force Factor MK-7 Vitamin K2 -- 100 mcg - 60 Vegetable CapsulesForce FactorVitamins & SupplementsVitamin K2, MK-7, Vitamin K22024-11-29 10:47:42
Garden of Life Vitamin Code RAW K-Complex -- 60 Vegan CapsulesGarden of LifeVitamins & SupplementsMK-7, MK-42024-11-29 10:47:42
Irwin Naturals Triple-Source Magnesium + Ashwagandha -- 60 Liquid SoftgelsIrwin NaturalsVitamins & Supplementsannatto, Vitamin D3, leaf, glycerin, Vitamin K2, Menaquinone-7, Vitamin K2, Vitamin B6, titanium dioxide, Vitamin B62024-11-29 10:47:42
Momentous Essential Multivitamin - NSF Certified for Sport - 30 Servings -- 120 Vegetarian CapsulesMomentousProfessional SupplementsVitamin C, Benfotiamine, Biotin, Boron, Chromium, Folate, microcrystalline cellulose, Lycopene, Manganese, MK-7, MK-9, Molybdenum, Niacin, Pantethine, Pantothenic Acid, Vitamin B6, Quercetin, Trans-Resveratrol, Vitamin A, Riboflavin, Selenium, Thiamin, Vanadium, Vitamin B12, Vitamin B6, Vitamin K2024-11-29 10:47:42
Vitacost Ultra Vitamin K includes Advanced K2 Complex -- 180 SoftgelsVitacost BrandVitamins & Supplements K2, menaquinone-7, menaquinone-4, K2, phytonadione, Vitamin K2024-11-29 10:47:42
Vitacost Vitamin D3 & K2 Natural Cherry Flavored -- 60 Chewable TabletsVitacost BrandVitamins & Supplementscitric acid, citric acid, Fructose, Menaquinone-7, sorbitol2024-11-29 10:47:42
Vitacost Vitamin K2 -- 100 mcg MK-7 - 16 mg Nattokinase - 200 SoftgelsVitacost BrandVitamins & Supplementsglycerin, Menaquinone-7, Nattokinase2024-11-29 10:47:42
Vitacost-Synergy Twice Daily Energy† Multivitamin -- 60 CapsulesVitacost-SynergyVitamins & SupplementsVitamin C, Benfotiamine, Biotin, cholecalciferol, Chromium, Coenzyme Q10, Vitamin E, Folate, Vitamin E, Iodine, Lutein, Manganese, Vitamin K2, Menaquinone-7, Vitamin K2, Molybdenum, Niacin, Pantothenic Acid, Vitamin B6, Vitamin A, Riboflavin, Selenium, Thiamin, Alpha Lipoic Acid, Vitamin B12, Vitamin B6, phytonadione, Vitamin K, Zeaxanthin2024-11-29 10:47:42

Roles (5)

RoleDescription
Mycoplasma genitalium metaboliteAny bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
bone density conservation agentAn agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human blood serum metaboliteAny metabolite (endogenous or exogenous) found in human blood serum samples.
cofactorAn organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
menaquinoneAny member of the class of menaquinones that is 2-methyl-1,4-naphthoquinone with an unsaturated isoprenoid chain at the 3-position.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (1)

PathwayProteinsCompounds
Vitamin K metabolism and activation of dependent proteins1212

Research

Studies (818)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (0.12)18.7374
1990's15 (1.83)18.2507
2000's36 (4.40)29.6817
2010's696 (85.09)24.3611
2020's70 (8.56)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 42.88

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index42.88 (24.57)
Research Supply Index6.74 (2.92)
Research Growth Index6.53 (4.65)
Search Engine Demand Index128.96 (26.88)
Search Engine Supply Index3.99 (0.95)

This Compound (42.88)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials28 (3.42%)5.53%
Reviews12 (1.47%)6.00%
Case Studies2 (0.24%)4.05%
Observational2 (0.24%)0.25%
Other774 (94.62%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Clinical Trials (22)

Trial Overview

TrialPhaseEnrollmentStudy TypeStart DateStatus
Clinical Study Evaluating the Role of Vitamin K2 as Adjuvant Therapy to Angiotensin Converting Enzyme Inhibitor on Blood Pressure, Proteinuria and Bone Metabolism in Patients With Chronic Kidney Disease [NCT05942053]Phase 444 participants (Anticipated)Interventional2023-07-15Not yet recruiting
A Phase 2, Double Blind, Randomized, Placebo-controlled Clinical Trial to Investigate the Safety and Effects of Oral Vitamin K2 Supplementation in COVID-19 [NCT04770740]40 participants (Actual)Interventional2021-02-22Completed
Decalcification of the Aortic Valve by Vitamin K2 (Menaquinone-7) [NCT03305536]Phase 2150 participants (Anticipated)Interventional2018-01-02Recruiting
A Randomized, Placebo-controlled, Double Blind Trial to Investigate Whether Vitamin K2 Can Influence Arterial Calcification in Patients With Type 2 Diabetes [NCT02839044]68 participants (Actual)Interventional2016-06-30Completed
Vitamin K and Glucose Metabolism in Adults at Risk for Diabetes [NCT02366481]30 participants (Anticipated)Interventional2015-02-28Active, not recruiting
Comparison of Absorption and Efficacy of 3 Different Menaquinone-7 Delivery Systems; Casein Powder, Arabic Gum Powder, or Linseed Oil [NCT00858767]69 participants (Actual)Interventional2008-10-31Completed
Clinical Trial on Beneficial Effects of Long Term Menaquinone-7 (Vitamin K2) Intake by Postmenopausal Women [NCT00642551]240 participants (Actual)Interventional2008-03-31Completed
Effects of Omega-3 Fatty Acids and Menaquinone-7 on Thrombotic Tendency [NCT00732576]57 participants (Actual)Interventional2008-01-31Completed
Vitamin K and Glucose Metabolism in Children at Risk for Diabetes [NCT01972113]30 participants (Anticipated)Interventional2013-09-30Recruiting
The Effects of Vitamin K2 Supplementation on the Progression of Coronary Artery Calcification [NCT01002157]180 participants (Actual)Interventional2011-10-31Active, not recruiting
The Effects of Menaquinone-7 Supplementation in Patients With Severe Coronary Calcifications [NCT05500443]400 participants (Anticipated)Interventional2023-02-08Recruiting
Safety Study of Vitamin K2 During Anticoagulation in Human Volunteers [NCT00512928]20 participants (Actual)Interventional2007-09-30Completed
Vitamin K to Slow Progression of Dyslipidemia and Diabetes Risk [NCT02959762]30 participants (Anticipated)Interventional2016-10-31Active, not recruiting
The VITAKIDS-Study: The Effect of Vitamin K Supplementation on Osteocalcin Carboxylation in Healthy Children [NCT00402974]55 participants (Actual)Interventional2007-01-31Completed
Dose-finding Study for Vitamin K2 in Human Volunteers [NCT00483431]42 participants (Actual)Interventional2007-05-31Completed
A Phase 2 Prospective Safety/Tolerability, Pharmacokinetics, Surrogate Biomarkers as Proxies for Efficacy Trial of EPN-701 in Subjects With Stable End Stage Renal Disease (ESRD) Receiving Outpatient Hemodialysis [NCT05285787]Phase 220 participants (Actual)Interventional2019-03-01Completed
Novel Health Effects of Vitamin K: a Placebo-controlled Randomized Trial in the General Population (InterVitaminK) [NCT05259046]450 participants (Anticipated)Interventional2022-06-21Recruiting
Vitamin K to Slow Progression of Cardiovascular Disease Risk in Hemodialysis Patients (Vita-K 'n' CKD Study) [NCT03311321]60 participants (Anticipated)Interventional2017-09-13Recruiting
Intervention Study on the Effect of Vitamin K2 (Menaquinone-7) Supplementation on the Vascular Stiffness in Subjects With Poor Vitamin K-status [NCT02404519]240 participants (Actual)Interventional2016-01-31Active, not recruiting
Treatment to Reduce Vascular Calcification in Hemodialysis Patients Using Vitamin K (Trevasc-HDK): A Study Protocol for a Randomized Controlled Trial [NCT02870829]Phase 2178 participants (Actual)Interventional2016-07-31Completed
The Effects of Menaquinone-7 Supplementation in Patients With Aortic Valves Calcification [NCT03243890]389 participants (Actual)Interventional2018-01-12Completed
Efficacy of Vitamin K2 Supplementation in Adult Episodic Migraine [NCT05943457]160 participants (Anticipated)Interventional2023-09-30Not yet recruiting
[information is prepared from clinicaltrials.gov, extracted Sep-2024]