Menatetrenone

Details

• Internal ID: 6e368338-03ad-437b-a816-8b666da69820
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds > Menaquinones
• IUPAC Name: 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C31H40O2/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/h7-8,12,14,16,18-20H,9-11,13,15,17,21H2,1-6H3/b23-14+,24-16+,25-20+
• InChI Key: DKHGMERMDICWDU-GHDNBGIDSA-N
• Popularity: 1,408 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₂
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.302830514 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 8.90

Synonyms

• Menaquinone-4
• 863-61-6
• Menaquinone 4
• 11032-49-8
• Kaytwo
• Kefton-2
• Menaquinone K4
• Vitamin MK 4
• vitamin K2(20)
• Menatetrenona
• Menatetrenonum
• MENATETRANONE
• 6041-00-5
• Vitamin K2(sub 20)
• Kaytwo n
• Menatetrenone [INN:JAN]
• 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]naphthalene-1,4-dione
• Menatetrenonum [INN-Latin]
• K2(sub 20)
• Menatetrenona [INN-Spanish]
• 2-Methyl-3-trans-tetraprenyl-1,4-naphthoquinone
• MK-4
• 2-Methyl-3-geranylgeranyl-1,4-naphthoquinone
• C31H40O2
• MLS000028742
• 2-Methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)naphthalene-1,4-dione
• DTXSID6048969
• E3100
• CHEBI:78277
• UNII-27Y876D139
• 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthoquinone
• 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetrenyl)-1,4-naphthoquinone
• MK4
• SMR000058955
• 2-Methyl-3-tetraprenyl-1,4-naphthoquinone
• 27Y876D139
• 1,4-Naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-
• 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthochinon
• 1,4-Naphthalenedione, 2-methyl-3-((2E,6E,10E)3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-
• 1,4-Naphthalenedione, 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-, (E,E,E)-
• C31-H40-O2
• 2-Methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-1,4-naphthalenedione
• Vitamin K Quinone
• Glakay
• Vitamin K2(MK-4);Menaquinone K4
• menaquinone(4)
• (E,E,E)-isomer of menatetrenone
• NCGC00183125-01
• 2-methyl-3-((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl)naphthalene-1,4-dione
• Vitamin K-2
• MFCD00079646
• Vitamin K2 (TN)
• Vitamin K2 (generic)
• Opera_ID_148
• Menadione sodium bisulfite;Vitamin K3 sodium bisulfite
• MENATETRENONE [INN]
• MENATETRENONE [JAN]
• DSSTox_CID_28895
• DSSTox_RID_80857
• Menatetrenone (JP17/INN)
• DSSTox_GSID_45406
• MENAQUINONE 4 [MI]
• MENATETRENONE [MART.]
• SCHEMBL434553
• SCHEMBL571912
• 2-methyl-3-all-trans-tetraprenyl-1,4-naphthoquinone
• MENATETRENONE [WHO-DD]
• CCRIS 9334
• CHEMBL259223
• MQ-4
• DTXCID3028895
• MENAQUINONE-4 [USP-RS]
• HMS2230J06
• Ea-0167
• Vitamin K2 (MK-4) Menatetrenone
• AMY22672
• HY-B2156
• EINECS 234-264-5
• Tox21_110567
• Tox21_113413
• BDBM50423776
• s5082
• AKOS025311021
• AKOS037645019
• Menaquinone (K2), analytical standard
• CCG-269176
• CS-T-57475
• DB12148
• NCGC00181325-01
• NCGC00181325-03
• AS-17910
• AS-56161
• CAS-863-61-6
• LS-95656
• CS-0020307
• M2398
• A17083
• D00100
• E-0167
• A935204
• Q192354
• 1,4-Naphthoquinone, 2-methyl-3-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl)-
• 1,4-Naphthalenedione, 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenyl]-
• 2-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]-1,4-naphthoquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4040	P28482	MAP kinase ERK2	5011.9 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	19952.6 nM; 25118.9 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.43%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.59%	91.49%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.26%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.82%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.48%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.28%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.43%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.19%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.97%	82.69%

Plants that contains it

• Amorpha fruticosa

Cross-Links

• PubChem: 5282367
• NPASS: NPC284475
• ChEMBL: CHEMBL259223