Compound: menadione
SMILES: O=C1c2c(C(=O)C=C1C)cccc2
InChIKey: MJVAVZPDRWSRRC-UHFFFAOYSA-N
Synonyms: menadione, 58-27-5, Vitamin K3, 2-Methyl-1,4-naphthoquinone, 2-methylnaphthalene-1,4-dione, Kayquinone, Menaphthone, Thyloquinone, Kanone, Kappaxin, Kayklot, Klottone, Panosine, 2-Methyl-1,4-naphthalenedione, Kolklot, 2-Methylnaphthoquinone, Kipca, Aquinone, Kaergona, Menadion, Menaphthon, Prokayvit, Aquakay, Kareon, Koaxin, Synkay, Kativ-G, K-Thrombyl, Hemodal, Kappaxan, Mitenon, Mitenone, Karcon, Kaykot, K-Vitan, Juva-K, Vitamin K2(0), Vitamin K 3, Menaquinone 0, Vitamin K0, 2-Methyl-1,4-naphthochinon, 3-Methyl-1,4-naphthoquinone, Memodol, Usaf ek-5185, 1,4-Naphthalenedione, 2-methyl-, 2-Methyl-1,4-naftochinon, 2-methyl-1,4-dihydronaphthalene-1,4-dione, Menaphthene, 1,4-Naphthoquinone, 2-methyl-, NSC-4170, 723JX6CXY5, DTXSID4021715, 1,4-naphthalenedione, 2-methyl, CHEBI:28869, DTXCID801715, Menadione Phenolic, Bisulfite, Menadione, Menadione 1528, RefChem:5996, Bisulfite, Menadione Sodium, Sodium Bisulfite, Menadione, 200-372-6, Menaphtone, Menadione (Vitamin K3), Kaynone, MFCD00001681, Menaquinone O, Methyl-1,4-naphthoquinone, NSC 4170, NSC4170, MNQ, CHEMBL590, 2-Methyl-1,4-naphthalendione, MLS000069420, Menadionum, VK3, Menadione (Vitamin K3) 10 microg/mL in Acetonitrile, 34524-96-4, Kappaxan (VAN), CAS-58-27-5, Menadione semiquinone, NCGC00016258-02, SMR000059102, 2-Methyl-1,4-naftochinon [Czech], Menadione (USP), Kappaxin (TN), 2-Methyl-1,4-naphthochinon [German], CCRIS 6672, HSDB 3354, Menadione [USP:BAN], SR-01000712386, EINECS 200-372-6, 2-Methyl-1,4-naphthodione, Methyl-1,4-naphthalenedione, UNII-723JX6CXY5, Mendione, AI3-14700, 1,4-Dihydro-2-methylnaphthalene-1,4-dione, Menadione CRS, 2-methyl-1,4-naphthoquinone, 5, Menadione, 9, Phytomenadione Imp. A (EP); Menadione; 2-methylnaphthalene-1,4-dione; Phytomenadione Impurity A, Prestwick_313, Menadione, 98%, Menadione (Standard), Menadione, crystalline, Spectrum_001228, SpecPlus_000191, MENADIONE [MI], MENADIONE [HSDB], Opera_ID_1802, Prestwick0_000459, Prestwick1_000459, Prestwick2_000459, Prestwick3_000459, Spectrum2_001194, Spectrum4_000722, Spectrum5_001764, MENADIONE [VANDF], M0373, Epitope ID:613443, MENADIONE [MART.], NCIMech_000105, cid_4055, MENADIONE [USP-RS], MENADIONE [WHO-DD], enadione (1.05793), 2-methyl-1,4-napthoquinone, SCHEMBL25970, BSPBio_000538, KBioGR_000984, KBioGR_002527, KBioSS_001708, KBioSS_002535, 2-methyl-1,4 naphthoquinone, MLS001148443, orb746837, BIDD:ER0556, DivK1c_000080, DivK1c_006287, SPECTRUM1502254, SPBio_001267, SPBio_002477, 3-methyl-1,4-naphthalenedione, BPBio1_000592, orb1310604, orb3139842, SCHEMBL6152803, SCHEMBL6742148, MENADIONE [ORANGE BOOK], MENADIONE [EP MONOGRAPH], SCHEMBL11024467, SCHEMBL21046658, SCHEMBL25358615, SCHEMBL29351164, 2-Methyl-[1,4]-naphthoquinone, BDBM24778, HMS500D22, HY-B0332R, KBio1_000080, KBio1_001231, KBio2_001708, KBio2_002527, KBio2_004276, KBio2_005095, KBio2_006844, KBio2_007663, KBio3_003005, WLN: L66 BV EVJ C1, MENADIONE [USP MONOGRAPH], MSK1511, cMAP_000077, NINDS_000080, Bio1_000471, Bio1_000960, Bio1_001449, HMS1569K20, HMS1921P06, HMS2092F12, HMS2096K20, HMS2232A09, HMS2234J16, HMS3371M08, HMS3373A12, HMS3655P03, HMS3869N03, HMS5080H07, Pharmakon1600-01502254, HY-B0332, STR01143, Tox21_110334, Tox21_301367, BBL027351, CCG-35354, EBC-11022, Menadione (K3), analytical standard, NSC758200, s1949, SBB012369, STL377874, AKOS004910447, AKOS025244105, Tox21_110334_1, DB00170, FM11258, FS-2556, NSC-758200, SB17255, IDI1_000080, QTL1_000056, NCGC00016258-01, NCGC00016258-03, NCGC00016258-04, NCGC00016258-06, NCGC00016258-07, NCGC00016258-08, NCGC00016258-11, NCGC00094978-01, NCGC00094978-02, NCGC00255225-01, AC-34841, NCI60_003945, SMR000653532, ST066885, SY018303, SBI-0051776.P002, Menadione, meets USP testing specifications, NS00010106, SW219798-1, T0449, C05377, D02335, EN300-125382, PHYTOMENADIONE IMPURITY A [EP IMPURITY], F049845, Q192471, 1,4-Naphthalenedione, 2-methyl-, radical ion(1-), SR-01000712386-2, SR-01000712386-5, SR-01000712386-6, VITAMIN K3; 2-METHYL-1,4-NAPHTHALENEDIONE, BRD-K78126613-001-16-0, BRD-K78126613-001-27-7, BRD-K78126613-001-28-5, BRD-K78126613-001-29-3, Vitamin K3: 1,4-Dihydro-1,4-dioxo-2-methylnaphthalene, Z1255430959, Menadione, European Pharmacopoeia (EP) Reference Standard, 03AAE1E9-B215-45AF-976C-91E61894A467, Menadione, United States Pharmacopeia (USP) Reference Standard, Menadione, Pharmaceutical Secondary Standard; Certified Reference Material, InChI=1/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H, 2-Methyl-1,4-naphthoquinone; Vitamin K2(0); Vitamin K3; 2-Methyl-1,4-dihydronaphthalene-1,4-dione
Theoretical properties:
molecular_formula: C11H8O2
molecular_weight: 172.18 g/mol
exact_mass: 172.052429494 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 13
topological_polar_surface_area: 34.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Bright yellow crystals
color: Bright yellow crystals
odor: Very faint acrid odor
vapor_pressure: 0.000188 [mmHg]
Descriptions:
pubchem: Menadione is a member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia. It has a role as an EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor, an antineoplastic agent, an angiogenesis inhibitor, a nutraceutical and a human urinary metabolite. It is a member of 1,4-naphthoquinones and a vitamin K.
chebi: A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia.
chembl: MENADIONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Menadione is a natural organic compound with the formula C6H4(CO)2C2H(CH3). It is an analog of 1,4-naphthoquinone with a methyl group in the 2-position. It is sometimes called vitamin K3. Use is allowed as a nutritional supplement in animal feed because of its vitamin K activity.