1.0 2010-04-08 22:06:52 UTC 2025-11-18 23:00:14 UTC FDB005844 Plumbagin Plumbagin, also known as 5-hydroxy-2-methyl-1,4-naphthoquinone or 2-methyljuglone, is a member of the class of compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Plumbagin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Plumbagin can be found in black walnut, common walnut, japanese persimmon, and persimmon, which makes plumbagin a potential biomarker for the consumption of these food products. Plumbagin is named after the plant genus Plumbago, from which it was originally isolated. It is also commonly found in the carnivorous plant genera Drosera and Nepenthes. It is also a component of the black walnut drupe . 1, 4-Naphthoquinone, 5-hydroxy-2-methyl- 1,4-Naphthalenedione, 5-hydroxy-2-methyl- 1,4-Naphthalenedione, 5-hydroxy-2-methyl- (9CI) 1,4-Naphthoquinone, 5-hydroxy-2-methyl- 2-Methyl-5-hydroxy-1,4-naphthoquinone 2-Methyljuglone 5- HYDROXY,2-METHYL-1,4-NAPHTOQUINONE 5-Hydroxy-2-methyl-1, 4-naphthalenedione 5-Hydroxy-2-methyl-1,4-naphthalenedione 5-Hydroxy-2-methyl-1,4-naphthoquinone 5-Hydroxy-2-methyl-naphthalene-1,4-dione 5-hydroxy-2-methylnaphthalene-1,4-dione 5-Hydroxy-2-methylnaphthoquinone Plumbaein Plumbagin from plumbago indica Plumbagine Plumbagone C11H8O3 188.1794 188.047344122 5-hydroxy-2-methyl-1,4-dihydronaphthalene-1,4-dione plumbagin 481-42-5 CC1=CC(=O)C2=C(C=CC=C2O)C1=O InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 VCMMXZQDRFWYSE-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Naphthoquinones Organic compounds Benzenoids Naphthalenes Naphthoquinones Aromatic homopolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Aryl ketones Hydrocarbon derivatives Organic oxides Quinones Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homopolycyclic compound Aryl ketone Hydrocarbon derivative Ketone Naphthoquinone Organic oxide Organic oxygen compound Organooxygen compound Quinone Vinylogous acid a small molecule naphthoquinone phenols logp 2.15 ALOGPS logs -2.18 ALOGPS solubility 1.23e+00 g/l ALOGPS melting_point 78.5 oC logp 2.24 ChemAxon pka_strongest_acidic 9.48 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 5-hydroxy-2-methyl-1,4-dihydronaphthalene-1,4-dione ChemAxon average_mass 188.1794 ChemAxon mono_mass 188.047344122 ChemAxon smiles CC1=CC(=O)C2=C(C=CC=C2O)C1=O ChemAxon formula C11H8O3 ChemAxon inchi InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 ChemAxon inchikey VCMMXZQDRFWYSE-UHFFFAOYSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 52.52 ChemAxon polarizability 18.52 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 104400 Specdb::MsMs 104401 Specdb::MsMs 104402 Specdb::MsMs 170670 Specdb::MsMs 170671 Specdb::MsMs 170672 Specdb::CMs 105824 Specdb::CMs 117941 Specdb::CMs 958533 Specdb::CMs 958534 8273 Black walnut Type 1 specific Juglans nigra 16719 Common walnut Type 1 specific Juglans regia 51240 Japanese persimmon Type 1 specific Diospyros kaki 35925 Persimmon Type 1 specific Diospyros 13492 Abortifacient 13 A chemical substance that interrupts pregnancy after implantation. Allelochemic 41 Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti coagulant 191 An agent that prevents blood clotting. Anti feedant 275 Anti implantation 364 Anti leishmanic 388 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti leukemic 393 A substance that inhibits or prevents the proliferation of neoplasms. Anti leukodermic 394 Anti plasmodial 532 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-alopecic 104 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-fertility 276 Anti-flu 284 A substance that destroys or inhibits replication of viruses. Anti-histoplasmotic 332 Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Cardioparalytic 768 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Central nervous system stimulant 816 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Choleretic 801 Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Diaphoretic 879 Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. Fungicide 940 A substance used to destroy fungal pests. Hypotensive 1021 Immunostimulant 1032 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity. Insecticide 1040 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Juvabional 1058 Myostimulant 1135 Neuroparalytic 1156 Paramecicide 1197 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Phagocytotic 1212 Protisticide 1266 Sudorific 1336 Uteroactive 1402 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Vasodilator 1413 A drug used to cause dilation of the blood vessels. Vesicant 1426 Any compound that causes severe skin, eye and mucosal pain and irritation.