Compound: RefChem:1092886
SMILES: O=C1C(=O)C(=C(O)c2c1cccc2)CC=C(C)C
InChIKey: CWPGNVFCJOPXFB-UHFFFAOYSA-N
Synonyms: RefChem:1092886, Npc216413, lapachol, 84-79-7, Greenhartin, Bethabarra wood, Taiguic acid, Lapachic acid, Lapachol wood, C.I. Natural Yellow 16, Taigu wood, IPE-tobacco wood, Greenharten, Surinam greenheart wood, 2-hydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione, NSC-11905, C.I. 75490, Zlut prirodni 16, 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione, NSC 11905, 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, 1,4-Naphthalenedione, 2-hydroxy-3-(3-methyl-2-butenyl)-, NSC 629756, 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, NSC11905, MFCD00001679, NSC629756, 1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-, DTXSID6049430, B221938VB6, NSC-629756, 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthalenedione, Tecomin (VAN), Lapachoic acid, Zlut prirodni 16 [Czech], CCRIS 745, EINECS 201-563-7, BRN 2051889, Greenhartin;, Groenhartin;, Taiguic acid;, UNII-B221938VB6, Lapachol (Standard), 2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone, Lapachol, 98%, Natural Yellow-?16, IMB-LA, LAPACHOL [MI], Spectrum2_001451, Spectrum3_000768, Spectrum5_001873, bmse000989, NCIMech_000076, Oprea1_717083, BSPBio_002416, 4-08-00-02487 (Beilstein Handbook Reference), CHEMBL15193, DivK1c_000594, SCHEMBL157255, SCHEMBL157256, SPECTRUM1501204, SPBio_001341, CHEBI:6377, orb1303108, orb3140067, DTXCID5029390, SCHEMBL31492698, HMS501N16, HY-N6961R, KBio1_000594, KBio3_001636, CWPGNVFCJOPXFB-UHFFFAOYSA-N, NINDS_000594, GLXC-07402, HMS1921B06, HMS3869D03, HY-N6961, Tox21_202948, CCG-35464, s5684, 2-hydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione, 4-hydroxy-3-(3-methylbut-2-en-1-yl)-1,2-dihydronaphthalene-1,2-dione, AKOS015951424, AKOS032948320, AC-8971, CS-W020951, EBC-431044, SDCCGMLS-0066666.P001, CAS-84-79-7, IDI1_000594, NCGC00094931-01, NCGC00094931-02, NCGC00094931-03, NCGC00094931-04, NCGC00094931-06, NCGC00260494-01, NCGC00260494-02, WLN: L66 BV EVJ CQ D2UY1&1, AS-35308, CI 75490, NCI60_000457, NCI60_000587, PD087478, 1, 2-hydroxy-3-(3-methyl-2-butenyl)-, NS00021374, Cancer Chemother Rep (part 2) 4: 11 (1974), Q739601, SR-05000002489, 2-Hydroxy-3-(3-methyl-2-butenyl)naphthoquinone #, SR-05000002489-1, 2-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione, 2-Hydroxy-3-(3-methyl-but-2-enyl)-[1,4]naphthoquinone
Theoretical properties:
molecular_formula: C15H14O3
molecular_weight: 242.27 g/mol
exact_mass: 242.094294304 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 18
topological_polar_surface_area: 54.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Lapachol is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by hydroxy and 3-methylbut-2-en-1-yl groups at positions 2 and 3, respectively. It is a natural compound that exhibits antibacterial and anticancer properties, first isolated in 1882 from the bark of Tabebuia avellanedae. It has a role as an antibacterial agent, an antineoplastic agent, an anti-inflammatory agent and a plant metabolite. It is a hydroxy-1,4-naphthoquinone and an olefinic compound.