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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/REAXYS Number:
2568816
EC Number:
201-564-2
MDL number:
MFCD00214063
UNSPSC Code:
12352205
eCl@ss:
34058015
PubChem Substance ID:
24900741
NACRES:
NA.28

biological source

synthetic (organic
inorganic)

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

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Phylloquinone (vitamin K1): occurrence, biosynthesis and functions
Basset J G, et al.
Mini-Reviews in Medicinal Chemistry (2017)
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)
Beverly Murray et al.
The Journal of antimicrobial chemotherapy, 75(8), 2149-2155 (2020-04-15)
Ibezapolstat (ACX-362E) is the first DNA polymerase IIIC inhibitor undergoing clinical development for the oral treatment of Clostridioides difficile infection (CDI). In this study, the in vitro activity of ibezapolstat was evaluated against a panel of 104 isolates of C.
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
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
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