Phylloquinone

Athanor · official

C₃₁H₄₆O₂ · 450.7 g/mol

IUPAC name: 2-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione

Also called vitamin K1, vitamin K, phytomenadione, phytonadione

Vitamins

Open in Athanor

Drawn from its SMILES with RDKit

WarningMay cause an allergic skin reaction · May cause long lasting harmful effects to aquatic life

Names and identifiers

IUPAC name: 2-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
Synonyms: vitamin K1, vitamin K, phytomenadione
+ 38 more
phytonadione, VITAMIN K1, Phytomenadione, Phytylmenadione, Mephyton, 3-Phytylmenadione, Monodion, Synthex P, Phyllochinon, Kinadion, Kephton, Mono-Kay, Combinal K1, Fitomenadiona, Kativ N, alpha-Phylloquinone, trans-Phylloquinone, K-Ject, 2-Methyl-3-phytyl-1,4-naphthoquinone, Antihemorrhagic vitamin, Phyllochinonum, Phytomenadionum, Phytonadionum, Orakay, Aqua mephyton, Fitomenadione, Vitamin K 1, 2',3'-trans-Vitamin K1, 2-Methyl-3-phytyl-1,4-naphthochinon, DTXSID8023472, Kanavit, Neokay, NSC-270681, Konakion mm, Vitamin K1(20), Konakion mm paed, S5Z3U87QHF, 2-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
Molecular formula: C₃₁H₄₆O₂
Empirical formula: C₃₁H₄₆O₂
Molecular weight: 450.7 g/mol
Exact mass: 450.34978
CAS number: 84-80-0
PubChem CID: 5284607
Canonical SMILES: CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
Isomeric SMILES: CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C
InChI: 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
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: Pale yellow oil or yellow crystals[1]
3 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source
– LIGHT-YELLOW SOLIDS OR OILS [1] Hazardous Substances Data Bank (HSDB)cites Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 942
–shown Pale yellow oil or yellow crystals [1] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. V2 3690
– Clear, yellow to amber, viscous, odourless liquid [1] Hazardous Substances Data Bank (HSDB)cites IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work).
Odor: Odorless[1]
Solubility in water: SOL IN FATS[1]

Value	As written	Source
–	LIGHT-YELLOW SOLIDS OR OILS	[1] Hazardous Substances Data Bank (HSDB)cites Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 942
–shown	Pale yellow oil or yellow crystals	[1] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. V2 3690
–	Clear, yellow to amber, viscous, odourless liquid	[1] Hazardous Substances Data Bank (HSDB)cites IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work).

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 33
Rings: 2
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.61
H-bond donors: 0
H-bond acceptors: 2
Rotatable bonds: 14
TPSA (Å²): 34.1
Formal charge: 0
XLogP3: 10.9 PubChem
Complexity: 696 PubChem
Stereocenters: 2 definedCIP: C7: R · C12: R
Double-bond geometry: C17=C19: E
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C82.61%
H10.29%
O7.10%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 9.16 Crippen (Wildman and Crippen 1999)
log S (water solubility): -7.61 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.49 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 450.71
log P ≤ 5 (Crippen): 9.16
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 2

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 124 company reports to ECHA. Source [2].

Harmful or irritant

H317May cause an allergic skin reaction (83.9% of reports)
H413May cause long lasting harmful effects to aquatic life (85.5% of reports)

Precautionary statements: P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P501

View all classifications (2)

[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 13.7% (17 of 124) of reports.
[2] European Chemicals Agency (ECHA) · 124 reports · WarningH317, H413

Storage

The drug is photosensitive and must be protected from light at all times. Infusion solutions should be protected from light by wrapping the container with aluminum foil or other opaque material. Phytonadione tablets should be stored in well-closed, light-resistant containers.[1]

Safety data sheets on the supplier’s page: BLD Pharm, BOC Sciences, Ambeed.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[5]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.