Vitamin K

Details

• Internal ID: 4b4d80ec-5199-47a4-83b0-f2fb3e354ddb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds
• IUPAC Name: 2-methyl-3-[(E)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
• SMILES (Isomeric): CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CCCC(C)CCCC(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+
• InChI Key: MBWXNTAXLNYFJB-LKUDQCMESA-N
• Popularity: 15,156 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₂
• Molecular Weight: 450.70 g/mol
• Exact Mass: 450.349780706 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 10.90
• Atomic LogP (AlogP): 9.16
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

• VITAMIN K
• 81818-54-4
• Kephton
• Kinadion
• 2-methyl-3-[(E)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
• Aqua mephyton
• Vitamin K1(20)
• .alpha.-Phylloquinone
• Mono-Kay
• Combinal K1
• Kativ N
• K-Ject
• Vitamin K semiquinone radical
• Phythyl-menadion
• 2',3'-trans-Vitamin K1
• EINECS 234-408-7
• EINECS 279-833-9
• 2-methyl-3-(3,7,11,15-tetramethylhexadec-2-en-1-yl)naphthalene-1,4-dione
• VitaminK1-18O(Mixtureof1-18Oand4-18O)
• 2-methyl-3-(3,7,11,15-tetramethylhexadec-2-enyl)naphthalene-1,4-dione
• 10485-69-5
• Aqua-Mephytin
• Phyllochinon [German]
• (E)-2-Methyl-3-(3,7,11,15-tetramethylhexadec-2-en-1-yl)naphthalene-1,4-dione
• (E)-2-Methyl-3-(3,7,11,15-tetramethylhexadec-2-en-1-yl)naphthalene-1,4-dione1
• 2-methyl-3-[(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione
• Fitomenadione [DCIT]
• Vitamin K1 (VAN)
• 2581046-19-5
• 27696-10-2
• SMR000059144
• Phytonadione [USAN:JAN]
• Fitomenadiona [INN-Spanish]
• Phytomenadionum [INN-Latin]
• C31H46O2
• NSC270681
• Vitamina K
• 2-Methyl-3-(3,7,11,15-tetramethylhexadec-2-enyl)-1,4-naphthoquinone
• 2-Methyl-3-phythyl-1,4-naphthochinon
• C31-H46-O2
• 2-methyl-3-[(2E)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione
• NCGC00159423-02
• Vitamin K substances
• Vitamin K (generic)
• 2-Methyl-3-phytyl-1,4-naphthochinon [German]
• starbld0012504
• D07QPA
• Vitamin K1 (Phytonadione)
• Phytonadione (JP17/USP)
• MLS001332659
• MLS001332660
• CHEMBL520156
• 2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalened- ione
• 2-Methyl-3-[(2E)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone #
• CHEBI:94399
• [r-[r*,R*-(E)]]-2-Methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-napthalenedione
• [r-[r*,R*-(E)]]-2-Methyl-3-(3-7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione
• HMS2232C17
• BCP23822
• BBL036678
• STL559057
• AKOS024284357
• 3-((2E)-3,7,11,15-tetramethylhexadec-2-enyl)-2-methylnaphthalene-1,4-dione
• NCGC00186656-01
• LS-94617
• VS-13623
• P0642
• C02059
• D00148
• 1, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-
• 2-(3,7,11,15-Tetramethyl-2-hexadecenyl)-3-methyl-1,4-naphthoquinone
• 2-Methyl-3-(3,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione
• 1, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, [R-[R*,R*-(E)]]-
• 2-Methyl-3-[(2Z)-3,7,11,15-tetramethyl-2-hexadecenyl]-1,4-naphthoquinone
• 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, radical ion(1-), (R-(R*,R*-(E)))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7617	76.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9757	97.57%
P-glycoprotein inhibitior	+	0.7584	75.84%
P-glycoprotein substrate	-	0.7250	72.50%
CYP3A4 substrate	+	0.5230	52.30%
CYP2C9 substrate	-	0.7707	77.07%
CYP2D6 substrate	-	0.8031	80.31%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.8958	89.58%
CYP inhibitory promiscuity	+	0.7542	75.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6185	61.85%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8917	89.17%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	+	0.6964	69.64%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7459	74.59%
Acute Oral Toxicity (c)	IV	0.6192	61.92%
Estrogen receptor binding	+	0.5732	57.32%
Androgen receptor binding	-	0.6936	69.36%
Thyroid receptor binding	-	0.5266	52.66%
Glucocorticoid receptor binding	-	0.4913	49.13%
Aromatase binding	-	0.5518	55.18%
PPAR gamma	+	0.6055	60.55%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.84%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.75%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	95.54%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	92.66%	92.51%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.19%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.17%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.97%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.58%	82.69%
CHEMBL1907	P15144	Aminopeptidase N	85.16%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.64%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.48%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.99%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	81.40%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.46%	99.17%

Plants that contains it

• Alhagi maurorum
• Camellia sinensis
• Cannabis sativa
• Changium smyrnioides
• Nitraria tangutorum
• Prunella vulgaris
• Prunus domestica
• Rosa roxburghii
• Secale cereale
• Zea mays

Cross-Links

• PubChem: 5280483
• NPASS: NPC1682
• ChEMBL: CHEMBL520156
• LOTUS: LTS0008383
• wikiData: Q105161012