Bovine Metabolome Database: Showing metabocard for Phytonadione (BMDB0015157)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:40:40 UTC

Update Date

2020-06-04 19:48:21 UTC

BMDB ID

BMDB0015157

Secondary Accession Numbers

BMDB15157

Metabolite Identification

Common Name

Phytonadione

Description

Vitamin K1, also known as 3-phytylmenadione or phyllochinon, belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position. Thus, vitamin K1 is considered to be a quinone lipid molecule. Vitamin K1 is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Vitamin K1 is a potentially toxic compound.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione	ChEBI
2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone	ChEBI
2-Methyl-3-phytyl-1,4-naphthochinon	ChEBI
2-Methyl-3-phytyl-1,4-naphthoquinone	ChEBI
3-Phytylmenadione	ChEBI
alpha-Phylloquinone	ChEBI
Fitomenadiona	ChEBI
Phyllochinon	ChEBI
Phyllochinonum	ChEBI
Phytomenadione	ChEBI
Phytomenadionum	ChEBI
Phytonadione	ChEBI
Phytonadionum	ChEBI
Phytylmenadione	ChEBI
trans-Phylloquinone	ChEBI
a-Phylloquinone	Generator
Α-phylloquinone	Generator
Vitamin K hydroquinone (phylloquinone)	HMDB
Phyllohydroquinone	HMDB
Phylloquinone	HMDB
Aquamephyton	HMDB
Konakion	HMDB
Vitamin K 1	HMDB
2',3'-trans-Vitamin K1	HMDB
2’,3’-trans-vitamin K1	HMDB
Vitamin K1	ChEBI

Chemical Formula

C₃₁H₄₆O₂

Average Molecular Weight

450.6957

Monoisotopic Molecular Weight

450.349780716

IUPAC Name

2-methyl-3-[(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

Traditional Name

vitamin K

CAS Registry Number

84-80-0

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=CC=CC=C2C1=O

InChI Identifier

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

Chemical Taxonomy

Description

belongs to the class of organic compounds known as vitamin k compounds. These are quinone lipids containing a methylated naphthoquinone ring structure, and vary in the aliphatic side chain attached at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Vitamin K compounds

Alternative Parents

Substituents

Diterpenoid
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
Benzenoid
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phylloquinones (CHEBI:18067 )
Vitamin K (LMPR02030028 )

Ontology

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	-20 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.92e-05 g/L	Not Available
LogP	9.3	Not Available

Predicted Properties

Property	Value	Source
logP	8.48	ALOGPS
logP	9.7	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	142.96 m³·mol⁻¹	ChemAxon
Polarizability	55.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0002-1290000000-fa752c2db990f115c3c6	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0002-7379080000-ba90762b738ee84b3151	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-014i-6749020000-c4e58ef0e538e224dad4	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-00xr-5397040000-221a2f93d46494325e33	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udl-9740400000-e47d11ed7b15a667d611	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0udi-2540900000-d08585615fbc2418786a	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-1290000000-fa752c2db990f115c3c6	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-7379080000-ba90762b738ee84b3151	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-6749020000-c4e58ef0e538e224dad4	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00xr-5397040000-221a2f93d46494325e33	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-002r-2930000000-2b32596edebbe7e02cf7	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-1290000000-fa752c2db990f115c3c6	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-8269080000-4bdc9b3a41d7d08b7265	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0002-7379080000-ba90762b738ee84b3151	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-014i-6749020000-c4e58ef0e538e224dad4	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0g4i-3149020000-ad93d4a26002eefa74ce	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00xr-5397040000-221a2f93d46494325e33	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-6895400000-254b168b019b1fc92c97	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0121900000-22d50aa41f7e3fa9b9da	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0apr-1679100000-60b28d715716b428496d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4j-6592000000-1898f88b8876c5be2ea3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-20c987b9d7c887aaedea	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0101900000-ad51a9cf10696cc2c1cc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0089-2924500000-7863f3ba8e25eb26d7e0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-0fa21005c8f318085862	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0012-0900600000-ba5a0890b8d52557000e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0926300000-dced2a77b9eada02b080	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0115900000-6948ca06bb1f0c8c7dde	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4u-8519100000-8bd276b091dba2c8054b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000b-4901000000-1d7702921da0754927fe	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer