Plumbagin
PubChem CID: 10205
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| Compound Synonyms | Plumbagin, 481-42-5, 5-hydroxy-2-methylnaphthalene-1,4-dione, 5-Hydroxy-2-methyl-1,4-naphthoquinone, Plumbagine, 2-Methyljuglone, Plumbaein, Plumbagone, 5-Hydroxy-2-methyl-1,4-naphthalenedione, 1,4-Naphthalenedione, 5-hydroxy-2-methyl-, 2-Methyl-5-hydroxy-1,4-naphthoquinone, 5-Hydroxy-2-methyl-[1,4]naphthoquinone, CCRIS 6671, NSC 236613, NSC 688284, YAS4TBQ4OQ, 5-hydroxy-2-methyl-1,4-dihydronaphthalene-1,4-dione, EINECS 207-569-6, NSC-236613, NSC-688284, BRN 1870475, CHEBI:8273, PCUR-101, AI3-38055, PLUMBAGIN [MI], MFCD00001682, 1,4-NAPHTHOQUINONE, 5-HYDROXY-2-METHYL-, CHEMBL295316, 4-08-00-02376 (Beilstein Handbook Reference), NSC236613, NSC688284, 5-Hydroxy-2-methyl-naphthalene-1,4-dione, SR-05000002263, UNII-YAS4TBQ4OQ, Pumbagin, 5-Hydroxy-2-methylnaphthoquinone, Plumbagin (Standard), Plumbagin [WHO-DD], ST069355, RTK1, 1, 5-hydroxy-2-methyl-, SCHEMBL34186, BSPBio_002546, PCUR101, Plumbagin from Plumbago indica, SPECTRUM1505129, GTPL7003, PCUR 101, Synthetic Plumbagin PCUR-101, DTXSID8075413, ACon1_001611, HY-N1497R, HMS3870L13, WLN: L66 BV EVJ C1 GQ, HY-N1497, BDBM50012070, MSK177647, s4777, STL564479, AKOS015969699, CCG-208032, CCG-208410, FP13778, NCGC00094567-01, NCGC00094567-02, NCGC00094567-03, NCGC00094567-04, NCGC00094567-05, NCGC00094567-06, BP-25404, NCI60_001904, PS-11338, DB-051524, CS-0017042, NS00031768, P1139, 5-HYDROXY,2-METHYL-1,4-NAPHTOQUINONE, 5- HYDROXY,2-METHYL-1,4-NAPHTOQUINONE, AP-782/41885488, A1-00788, Q2550553, SR-05000002263-2, SR-05000002263-3, BRD-K36137799-001-02-4, BRD-K36137799-001-03-2, 207-569-6, Plumbagin2-Methyljuglone, 5-hydroxy-2-methylnaphthalene-1,4-dione, 5-Hydroxy-2-methyl-1,4-naphthoquinone |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 54.4 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCC(C)C2CCCCC12 |
| Np Classifier Class | Naphthalenes and derivatives, Naphthoquinones |
| Deep Smiles | CC=CC=O)ccC6=O))cccc6O |
| Heavy Atom Count | 14.0 |
| Classyfire Class | Naphthalenes |
| Description | 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 . |
| Scaffold Graph Node Level | OC1CCC(O)C2CCCCC12 |
| Classyfire Subclass | Naphthoquinones |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 316.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P11387, P28593, P09623, Q99558, Q03164, P46063, Q99714, B2RXH2, P55210, Q16637, Q9NUW8, P10636, P04049, P28482, P51450, P00352, Q9F4F7, P97697, P16050, O97447, Q02750, P15428, P29466, P04637, P54132, P08684, Q92830, P11473, Q9UBT6, O94782, n.a., P11021, O42275, P81908, P40763, P04626, P27695, Q09472, Q92831, P04798, Q16678, P05177, P10635, P11712, P33261, O14733, P30304, P30305, Q16762, Q7BGE6, P61604, P0A6F5, Q8BLA8, O75762 |
| Iupac Name | 5-hydroxy-2-methylnaphthalene-1,4-dione |
| Prediction Hob | 1.0 |
| Veber Rule | True |
| Classyfire Superclass | Benzenoids |
| Target Id | NPT47, NPT149, NPT48, NPT1226, NPT93, NPT50, NPT51, NPT1424, NPT282, NPT94, NPT792, NPT491, NPT151, NPT277, NPT539, NPT58, NPT109, NPT286, NPT1079, NPT1080, NPT1603, NPT208, NPT1604, NPT3060, NPT911, NPT346 |
| Xlogp | 2.3 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C11H8O3 |
| Scaffold Graph Node Bond Level | O=C1C=CC(=O)c2ccccc21 |
| Prediction Swissadme | 0.0 |
| Inchi Key | VCMMXZQDRFWYSE-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.0909090909090909 |
| Logs | -3.142 |
| Rotatable Bond Count | 0.0 |
| Logd | 2.107 |
| Synonyms | 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, 2-methyl-5-hydroxy-1,4-naphthoquinone (plumbagin), 2-methyl-5-hydroxy-1,4-naphthoquinone(plumbagin), plumbagin, plumbagin(2-methyl-5-hydroxynaphthoquinone), plumbagin(5-hydroxy-2-methyl-1,4-naphthoquinone) |
| Esol Class | Soluble |
| Functional Groups | CC1=CC(=O)ccC1=O, cO |
| Compound Name | Plumbagin |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 188.047 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 188.047 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 188.18 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | True |
| Esol | -2.766571257142857 |
| Inchi | InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3 |
| Smiles | CC1=CC(=O)C2=C(C1=O)C=CC=C2O |
| Nring | 2.0 |
| Np Classifier Biosynthetic Pathway | Polyketides |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Np Classifier Superclass | Naphthalenes |
- 1. Outgoing r'ship
FOUND_INto/from Aconitum Burnatii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Aconitum Excelsum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Ammannia Baccifera (Plant) Rel Props:Source_db:npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Barleria Alluaudii (Plant) Rel Props:Source_db:cmaup_ingredients - 5. Outgoing r'ship
FOUND_INto/from Ceratostigma Plumbaginoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Ceratostigma Willmottianum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Dionaea Muscipula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Diospyros Kaki (Plant) Rel Props:Source_db:fooddb_chem_all - 9. Outgoing r'ship
FOUND_INto/from Diospyros Maritima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
FOUND_INto/from Diospyros Sylvatica (Plant) Rel Props:Reference:ISBN:9770972795006 - 11. Outgoing r'ship
FOUND_INto/from Drosera Peltata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 12. Outgoing r'ship
FOUND_INto/from Drosera Rotundifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 13. Outgoing r'ship
FOUND_INto/from Euphorbia Pekinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 14. Outgoing r'ship
FOUND_INto/from Juglans Cinerea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 15. Outgoing r'ship
FOUND_INto/from Juglans Nigra (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 16. Outgoing r'ship
FOUND_INto/from Juglans Regia (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 17. Outgoing r'ship
FOUND_INto/from Lagerstroemia Parviflora (Plant) Rel Props:Source_db:npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Nepenthes Khasiana (Plant) Rel Props:Reference:ISBN:9770972795006 - 19. Outgoing r'ship
FOUND_INto/from Nepenthes Thorelii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 20. Outgoing r'ship
FOUND_INto/from Plumbagella Micrantha (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 21. Outgoing r'ship
FOUND_INto/from Plumbago Auriculata (Plant) Rel Props:Reference:ISBN:9788185042114; ISBN:9788185042138 - 22. Outgoing r'ship
FOUND_INto/from Plumbago Europaea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 23. Outgoing r'ship
FOUND_INto/from Plumbago Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 24. Outgoing r'ship
FOUND_INto/from Plumbago Rosea (Plant) Rel Props:Source_db:npass_chem_all - 25. Outgoing r'ship
FOUND_INto/from Plumbago Zeylanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 26. Outgoing r'ship
FOUND_INto/from Quillaja Saponaria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 27. Outgoing r'ship
FOUND_INto/from Sedum Formosanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 28. Outgoing r'ship
FOUND_INto/from Triphyophyllum Peltatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all