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Substance Name: Phytonadione [USP:JAN]
RN: 84-80-0
UNII: S5Z3U87QHF
InChIKey: MBWXNTAXLNYFJB-NKFFZRIASA-N

Note

  • A family of phylloquinones that contains a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Members of this group of vitamin K 1 have only one double bond on the proximal isoprene unit. Rich sources of vitamin K 1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity.

Molecular Formula

  • C31-H46-O2

Molecular Weight

  • 450.7024
 

Classification Codes

  • Antifibrinolytic Agents
  • Coagulants
  • Drug / Therapeutic Agent
  • Fibrin Modulating Agents
  • Growth Substances
  • Hematologic Agents
  • Hemostatics
  • Human Data
  • Micronutrients
  • Vitamin (Prothrombogenic)
  • Vitamins

Names and Synonyms

Name of Substance

  • 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-
  • 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalened- ione
  • Phytonadione [USP:JAN]
  • Vitamin K 1
  • Vitamin K1

MeSH Heading

  • Vitamin K 1

Synonyms

  • 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, (R-(R*,R*-(E)))-
  • 1,4-Naphthoquinone, 2-methyl-3-phytyl-
  • 2',3'-trans-Vitamin K1
  • 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione
  • 2-Methyl-3-phytyl-1,4-naphthochinon
  • 2-Methyl-3-phytyl-1,4-naphthochinon [German]
  • 2-Methyl-3-phytyl-1,4-naphthoquinone
  • 3-Phytylmenadione
  • Antihemorrhagic vitamin
  • Aqua mephyton
  • Aquamephyton
  • Combinal K1
  • EINECS 201-564-2
  • Fitomenadiona
  • Fitomenadiona [INN-Spanish]
  • Fitomenadione
  • Fitomenadione [DCIT]
  • HSDB 3162
  • K-Ject
  • Kativ N
  • Kephton
  • Kinadion
  • Konakion
  • Mephyton
  • Mono-Kay
  • Monodion
  • NSC 270681
  • Phyllochinon
  • Phyllochinon [German]
  • Phyllochinonum
  • Phylloquinone
  • Phytomenadione
  • Phytomenadionum
  • Phytomenadionum [INN-Latin]
  • Phytonadione
  • Phytonadionum
  • Phytylmenadione
  • Synthex P
  • UNII-S5Z3U87QHF
  • Vitamin K1
  • Vitamin K1 (VAN)
  • Vitamin K1(20)

Systematic Names

  • 1,4-Naphthalenedione, 2-methyl-3-((2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-yl)-
  • 1,4-Naphthalenedione, 2-methyl-3-((2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecenyl)-
  • 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, (R-(R*,R*-(E)))-
  • Phylloquinone (8CI)
  • Phytomenadione

Superlist Name

  • Phylloquinone

Registry Numbers

CAS Registry Number

  • 84-80-0

FDA UNII

  • S5Z3U87QHF

Other Registry Numbers

  • 10485-69-5
  • 15973-57-6
  • 50926-17-5

System Generated Number

  • 0000084800

Structure Descriptors

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

InChIKey

MBWXNTAXLNYFJB-NKFFZRIASA-N

Smiles

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(=C\CC1=C(C)C(=O)c2ccccc2C1=O)\C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intramuscular 11429ug/kg/8D (11.429mg/kg) BLOOD: EOSINOPHILIA

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Archives of Dermatology. Vol. 121, Pg. 1421, 1985.
mouse LD50 intravenous > 6570mg/kg (6570mg/kg)   Drugs in Japan Vol. 6, Pg. 653, 1982.
mouse LD50 oral 25gm/kg (25000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 1339, 1967.
mouse LDLo subcutaneous 1gm/kg (1000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 25, 1958.
rat LD50 oral > 33487mg/kg (33487mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2808572,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point -2.00E+01 deg C   EXP
log P (octanol-water) 11.71 (none)   EST
Atmospheric OH Rate Constant 1.24E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.