A vitamin K1 metabolite
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Vitamin K1 2,3-epoxide

Item No. 16017

Technical Information
Formal Name
1a,7a-dihydro-1a-methyl-7a-(3,7,11,15-tetramethyl-2-hexadecen-1-yl)-naphth[2,3-b]oxirene-2,7-dione
CAS Number
25486-55-9
Synonyms
  • 2,3-epoxy Phylloquinone
  • Phylloquinone oxide
  • Vitamin K oxide
Molecular Formula
C31H46O3
Formula Weight
Purity
≥95%
A 5 mg/ml solution in ethanol
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/ml
λmax
227 nm
SMILES
O=C1C2(C/C=C(C)/CCCC(C)CCCC(C)CCCC(C)C)OC(C)2C(C3=CC=CC=C31)=O
InChi Code
InChI=1S/C31H46O3/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-31-29(33)27-19-8-7-18-26(27)28(32)30(31,6)34-31/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+
InChi Key
KUTXFBIHPWIDJQ-LKUDQCMESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Vitamin K1 2,3-epoxide is the inactive metabolite of vitamin K1. During clotting, vitamin K1 is converted to this epoxide form and then rapidly reduced back to the vitamin by a microsomal epoxide reductase. This is referred to as the vitamin K epoxide cycle.1 Certain anticoagulants target clotting factor synthesis by inhibiting the recycling of vitamin K1 from the inactive epoxide.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choonara, I.A., Malia, R.G., Haynes, B.P., et alThe relationship between inhibition of vitamin K1 2,3-epoxide reductase and reduction of clotting factor activity with warfarin. Br. J. Clin. Pharmacol. 25(1), 1-7 (1988).