MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 318492 | Name: Phytonadione
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phytonadione is often called vitamin K1. It is a fat-soluble vitamin that is stable to air and moisture but decomposes in sunlight. It is found naturally in a wide variety of green plants. Phytonadione is also an antidote for coumatetralyl. Vitamin K is needed for the posttranslational modification of certain proteins, mostly required for blood coagulation.

Chemical Structure

Phytonadione
Phytonadione
CAS#84-80-0

Theoretical Analysis

MedKoo Cat#: 318492

Name: Phytonadione

CAS#: 84-80-0

Chemical Formula: C31H46O2

Exact Mass: 450.3498

Molecular Weight: 450.71

Elemental Analysis: C, 82.61; H, 10.29; O, 7.10

Price and Availability

Size Price Availability Quantity
1g USD 150.00
2g USD 250.00
5g USD 450.00
10g USD 650.00
20g USD 850.00
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Phytonadione; VITAMIN K1; Phylloquinone; 3-Phytylmenadione; Alpha-Phylloquinone; Aquamephyton, Konakion, Phyllohydroquinone, Phylloquinone, Phytomenadione, Phytonadione
IUPAC/Chemical Name
2-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
InChi Key
MBWXNTAXLNYFJB-NKFFZRIASA-N
InChi Code
InChI=1S/C31H46O2/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/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1
SMILES Code
CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
Appearance
White to light yellow solid powder.
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Vitamin K1 a naturally occurring vitamin required for blood coagulation and bone and vascular metabolism.
In vitro activity:
Vitamin K1 treatment caused a significant antiproliferative effect and induced apoptosis in all the cell lines, with the involvement of the MAPK pathway. A concomitant and significant decrease in the polyamine biosynthesis occurred. This is the first study demonstrating a significant polyamine decrease in addition to the antiproliferative and proapoptotic effects following vitamin K1 administration to colon cancer cell lines. Reference: Biomed Res Int. 2015;2015:296721. https://pubmed.ncbi.nlm.nih.gov/26075224/
In vivo activity:
Thus, the present study was designed to examine the healing effects of creams prepared from vitamin K1 on full-thickness wound in rats. The effects produced by the topical vitamin K showed significant (P < 0.01) healing when compared with control group in parameters such as wound contraction, epithelialization period, hydroxyproline content and tensile strength. Histopathological studies also showed improvement with vitamin K. Reference: Indian J Pharmacol. 2014 Jul-Aug;46(4):409-12. https://pubmed.ncbi.nlm.nih.gov/25097279/
Solvent mg/mL mM comments
Solubility
DMF 25.0 55.47
DMSO 15.3 33.95
Ethanol 37.5 83.20
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 450.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Naskhi A, Jabbari S, Othman GQ, Aziz FM, Salihi A, Sharifi M, Sari S, Akhtari K, Abdulqadir SZ, Alasady AA, Abou-Zied OK, Hasan A, Falahati M. Vitamin K1 As A Potential Molecule For Reducing Single-Walled Carbon Nanotubes-Stimulated α-Synuclein Structural Changes And Cytotoxicity. Int J Nanomedicine. 2019 Oct 24;14:8433-8444. doi: 10.2147/IJN.S223182. PMID: 31749617; PMCID: PMC6818677. 2. Orlando A, Linsalata M, Tutino V, D'Attoma B, Notarnicola M, Russo F. Vitamin K1 exerts antiproliferative effects and induces apoptosis in three differently graded human colon cancer cell lines. Biomed Res Int. 2015;2015:296721. doi: 10.1155/2015/296721. Epub 2015 May 17. PMID: 26075224; PMCID: PMC4449879. 3. Deng C, Yao K, Peng F, Zhao B, Chen Z, Chen W, Zhao Y, Zhang H, Wang J. The Effect of Dietary Vitamin K1 Supplementation on Trabecular Meshwork and Retina in a Chronic Ocular Hypertensive Rat Model. Invest Ophthalmol Vis Sci. 2020 Jul 1;61(8):40. doi: 10.1167/iovs.61.8.40. PMID: 32721021; PMCID: PMC7425704. 4. Hemmati AA, Houshmand G, Ghorbanzadeh B, Nemati M, Behmanesh MA. Topical vitamin K1 promotes repair of full thickness wound in rat. Indian J Pharmacol. 2014 Jul-Aug;46(4):409-12. doi: 10.4103/0253-7613.135953. PMID: 25097279; PMCID: PMC4118534.
In vitro protocol:
1. Naskhi A, Jabbari S, Othman GQ, Aziz FM, Salihi A, Sharifi M, Sari S, Akhtari K, Abdulqadir SZ, Alasady AA, Abou-Zied OK, Hasan A, Falahati M. Vitamin K1 As A Potential Molecule For Reducing Single-Walled Carbon Nanotubes-Stimulated α-Synuclein Structural Changes And Cytotoxicity. Int J Nanomedicine. 2019 Oct 24;14:8433-8444. doi: 10.2147/IJN.S223182. PMID: 31749617; PMCID: PMC6818677. 2. Orlando A, Linsalata M, Tutino V, D'Attoma B, Notarnicola M, Russo F. Vitamin K1 exerts antiproliferative effects and induces apoptosis in three differently graded human colon cancer cell lines. Biomed Res Int. 2015;2015:296721. doi: 10.1155/2015/296721. Epub 2015 May 17. PMID: 26075224; PMCID: PMC4449879.
In vivo protocol:
1. Deng C, Yao K, Peng F, Zhao B, Chen Z, Chen W, Zhao Y, Zhang H, Wang J. The Effect of Dietary Vitamin K1 Supplementation on Trabecular Meshwork and Retina in a Chronic Ocular Hypertensive Rat Model. Invest Ophthalmol Vis Sci. 2020 Jul 1;61(8):40. doi: 10.1167/iovs.61.8.40. PMID: 32721021; PMCID: PMC7425704. 2. Hemmati AA, Houshmand G, Ghorbanzadeh B, Nemati M, Behmanesh MA. Topical vitamin K1 promotes repair of full thickness wound in rat. Indian J Pharmacol. 2014 Jul-Aug;46(4):409-12. doi: 10.4103/0253-7613.135953. PMID: 25097279; PMCID: PMC4118534.
1: Shea MK, Booth SL, Weiner DE, Brinkley TE, Kanaya AM, Murphy RA, Simonsick EM, Wassel CL, Vermeer C, Kritchevsky SB; Health ABC Study.. Circulating Vitamin K Is Inversely Associated with Incident Cardiovascular Disease Risk among Those Treated for Hypertension in the Health, Aging, and Body Composition Study (Health ABC). J Nutr. 2017 May;147(5):888-895. doi: 10.3945/jn.117.249375. Epub 2017 Mar 29. PubMed PMID: 28356433. 2: Rivosecchi RM, Kane-Gill SL, Garavaglia J, MacLasco A, Johnson H. The effectiveness of intravenous vitamin K in correcting cirrhosis-associated coagulopathy. Int J Pharm Pract. 2017 Feb 17. doi: 10.1111/ijpp.12355. [Epub ahead of print] PubMed PMID: 28211589. 3: Nannapaneni NK, Jalalpure SS, Muppavarapu R, Sirigiri SK. A sensitive and rapid UFLC-APCI-MS/MS bioanalytical method for quantification of endogenous and exogenous Vitamin K1 isomers in human plasma: Development, validation and first application to a pharmacokinetic study. Talanta. 2017 Mar 1;164:233-243. doi: 10.1016/j.talanta.2016.11.056. Epub 2016 Nov 25. PubMed PMID: 28107923. 4: March KL, Patel KS, Twilla JD. Attempted Suicide by Massive Warfarin Ingestion Conservatively Managed Using Phytonadione. Case Rep Hematol. 2016;2016:7095251. doi: 10.1155/2016/7095251. Epub 2016 Dec 4. PubMed PMID: 28044113; PubMed Central PMCID: PMC5164890. 5: Long J, Peng X, Luo Y, Sun Y, Lin G, Wang Y, Qiu Z. Treatment of a long-acting anticoagulant rodenticide poisoning cohort with vitamin K1 during the maintenance period. Medicine (Baltimore). 2016 Dec;95(51):e5461. doi: 10.1097/MD.0000000000005461. PubMed PMID: 28002326; PubMed Central PMCID: PMC5181810. 6: Lee H, Lee J, Choi K, Kim B. Development of isotope dilution-liquid chromatography/tandem mass spectrometry for the accurate determination of trans- and cis-vitamin K(1) isomers in infant formula. Food Chem. 2017 Apr 15;221:729-736. doi: 10.1016/j.foodchem.2016.11.112. Epub 2016 Nov 22. PubMed PMID: 27979265. 7: Wu YC, Chen CM, Kuo CJ, Lee JJ, Chen PC, Chang YC, Chen TH. Prevalence and molecular characterization of Clostridium difficile isolates from a pig slaughterhouse, pork, and humans in Taiwan. Int J Food Microbiol. 2017 Feb 2;242:37-44. doi: 10.1016/j.ijfoodmicro.2016.11.010. Epub 2016 Nov 12. PubMed PMID: 27870984. 8: Farley TM, Andreas EM. Reversal of anticoagulation with four-factor prothrombin complex concentrate without concurrent vitamin K (phytonadione) for urgent surgery in a patient at moderate-to-high risk for thromboembolism. BMJ Case Rep. 2016 Oct 27;2016. pii: bcr2016217092. doi: 10.1136/bcr-2016-217092. PubMed PMID: 27789547. 9: Sussmann RA, de Moraes MM, Cebrián-Torrejón G, Porta EO, Doménech-Carbó A, Yamaguchi LF, Katzin AM, Kato MJ. Stabilization and detection of hydrophylloquinone as di-O-methyl derivative. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Oct 15;1033-1034:368-71. doi: 10.1016/j.jchromb.2016.09.011. Epub 2016 Sep 8. PubMed PMID: 27631574. 10: Lim D, Melucci J, Rizer MK, Prier BE, Weber RJ. Detection of adverse drug events using an electronic trigger tool. Am J Health Syst Pharm. 2016 Sep 1;73(17 Suppl 4):S112-20. doi: 10.2146/ajhp150481. PubMed PMID: 27543596. 11: Shao J, Wu P, Wu J, Li M. [Mechanism of losartan suppressing vascular calcification in rat aortic artery]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2016 Aug;32(8):1060-4. Chinese. PubMed PMID: 27412937. 12: Campani V, Biondi M, Mayol L, Cilurzo F, Pitaro M, De Rosa G. Development of nanoemulsions for topical delivery of vitamin K1. Int J Pharm. 2016 Sep 10;511(1):170-7. doi: 10.1016/j.ijpharm.2016.07.004. Epub 2016 Jul 4. PubMed PMID: 27386792. 13: Tabassum R, Gupta BD. Simultaneous estimation of vitamin K1 and heparin with low limit of detection using cascaded channels fiber optic surface plasmon resonance. Biosens Bioelectron. 2016 Dec 15;86:48-55. doi: 10.1016/j.bios.2016.06.030. Epub 2016 Jun 11. PubMed PMID: 27318569. 14: Pyo SM, Meinke M, Klein AF, Fischer TC, Müller RH. A novel concept for the treatment of couperosis based on nanocrystals in combination with solid lipid nanoparticles (SLN). Int J Pharm. 2016 Aug 20;510(1):9-16. doi: 10.1016/j.ijpharm.2016.05.017. Epub 2016 Jun 2. PubMed PMID: 27265313. 15: Stumpf JL, Ciarkowski SL, Leja N, Jaynes EK. Phytonadione oral liquid. Am J Health Syst Pharm. 2016 Jun 15;73(12):858-61. doi: 10.2146/ajhp160049. PubMed PMID: 27261231. 16: Cunningham E. What Is Vitamin K2 and Does It Have an Impact on Bone Health? J Acad Nutr Diet. 2016 May;116(5):888. doi: 10.1016/j.jand.2016.03.003. PubMed PMID: 27126161. 17: Cafolla A, Gentili A, Cafolla C, Perez V, Baldacci E, Pasqualetti D, Demasi B, Curini R. Plasma Vitamin K1 Levels in Italian Patients Receiving Oral Anticoagulant Therapy for Mechanical Heart Prosthesis: A Case-Control Study. Am J Cardiovasc Drugs. 2016 Aug;16(4):267-74. doi: 10.1007/s40256-016-0169-0. PubMed PMID: 27084708. 18: Orlando A, Linsalata M, Russo F. Antiproliferative effects on colon adenocarcinoma cells induced by co-administration of vitamin K1 and Lactobacillus rhamnosus GG. Int J Oncol. 2016 Jun;48(6):2629-38. doi: 10.3892/ijo.2016.3463. Epub 2016 Mar 29. PubMed PMID: 27035094. 19: Wyskida K, Żak-Gołąb A, Wajda J, Klein D, Witkowicz J, Ficek R, Rotkegel S, Spiechowicz U, Kocemba Dyczek J, Ciepał J, Olszanecka-Glinianowicz M, Więcek A, Chudek J. Functional deficiency of vitamin K in hemodialysis patients in Upper Silesia in Poland. Int Urol Nephrol. 2016 May;48(5):765-71. doi: 10.1007/s11255-016-1255-6. Epub 2016 Mar 21. PubMed PMID: 27000106; PubMed Central PMCID: PMC4839038. 20: Ferland G, Doucet I, Mainville D. Phylloquinone and Menaquinone-4 Tissue Distribution at Different Life Stages in Male and Female Sprague-Dawley Rats Fed Different VK Levels Since Weaning or Subjected to a 40% Calorie Restriction since Adulthood. Nutrients. 2016 Mar 4;8(3):141. doi: 10.3390/nu8030141. PubMed PMID: 26959054; PubMed Central PMCID: PMC4808870.