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V3501

Sigma-Aldrich

Vitamin K1

viscous liquid

Synonym(s):

2-Methyl-3-phytyl-1,4-naphthoquinone, 3-Phytylmenadione, Phylloquinone, Vitamin K1(20)

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About This Item

Empirical Formula (Hill Notation):
C31H46O2
CAS Number:
84-80-0
Molecular Weight:
450.70
Beilstein:
2568816
EC Number:
201-564-2
MDL number:
MFCD00214063
UNSPSC Code:
12352205
eCl@ss:
34058015
PubChem Substance ID:
24900741

biological source

synthetic (organic
inorganic)

Quality Level

100

form

viscous liquid

color

yellow to orange

refractive index

n20/D 1.527 (lit.)

mp

−20 °C (lit.)

density

0.984 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

O=C(C1=CC=CC=C21)C(C)=C(C/C=C(CCC[C@@H](CCC[C@H](C)CCCC(C)C)C)\C)C2=O

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

InChI key

MBWXNTAXLNYFJB-NKFFZRIASA-N

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General description

Vitamin K1/Phylloquinone is a prenylated naphthoquinone. It is produced by plants, green algae and some species of cyanobacteria.

Application

Vitamin K1 has been used in the preparation of culture media.

Biochem/physiol Actions

Vitamin K1 (Phylloquinone) is a lipid soluble polycyclic aromatic ketone used as a cofactor in the formation of coagulation factors II (prothrombin), VII, IX and X; anticoagulant factors protein C and S and as a cell signaling factor. Vitamin K1 is essential for blood coagulation, bone and vascular metabolism. Phylloquinone from green leafy vegetables and vegetable oil is the most important dietary source of vitamin K for humans.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bacteroides disiens sp. nov. and Bacteroides bivius sp. nov. from human clinical infections
Holdeman L V and Johnson J L
International Journal of Systematic and Evolutionary Microbiology (1977)
Phylloquinone (vitamin K1): occurrence, biosynthesis and functions
Basset J G, et al.
Mini-Reviews in Medicinal Chemistry (2017)
Edward P A Gebuis et al.
Haematologica, 96(4), 583-589 (2011-01-05)
Poor anticoagulant stability in patients using vitamin K antagonists is a risk factor for both bleeding and thrombosis. In previous studies supplementation with low dose vitamin K(1) was shown to improve the stability of anticoagulant control. We set up a
Ellen M Apalset et al.
Bone, 49(5), 990-995 (2011-08-16)
Evidence of the effect of vitamin K on bone health is conflicting. The aim was to investigate the association between intake of vitamins K1 and K2 and subsequent risk of hip fracture in a general population sample, as well as
Rogier Caluwé et al.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 29(7), 1385-1390 (2013-11-29)
Haemodialysis patients suffer from accelerated vascular calcification. The vitamin K-dependent matrix Gla protein (MGP) is one of the most powerful inhibitors of vascular calcification. Haemodialysis patients have high levels of the inactive form of MGP (desphosphorylated-uncarboxylated-MGP, dp-uc-MGP) and may benefit
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