This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration. This website is for informational and educational purposes only. Please do not self-medicate; contact a medical professional for advice before administration.

2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone

PubChem CID: 3884

Connections displayed (default: 10).
Loading graph...

Compound Synonyms lapachol, 84-79-7, Greenhartin, Bethabarra wood, Taiguic acid, Lapachol wood, Taigu wood, C.I. Natural Yellow 16, Lapachic acid, IPE-tobacco wood, Greenharten, Surinam greenheart wood, 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, NSC11905, NSC629756, 2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone, 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-, CHEBI:6377, 2-hydroxy-3-(3-methylbut-2-en-1-yl)naphthalene-1,4-dione, DTXSID6049430, B221938VB6, NSC-629756, 2-Hydroxy-3-(3-methyl-2-buten-1-yl)-1,4-naphthalenedione, Tecomin (VAN), Zlut prirodni 16 [Czech], CCRIS 745, EINECS 201-563-7, BRN 2051889, UNII-B221938VB6, Lapachol (Standard), MFCD00001679, Lapachol, 98%, Natural Yellow-?16, 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, DTXCID5029390, HMS501N16, HY-N6961R, KBio1_000594, KBio3_001636, CWPGNVFCJOPXFB-UHFFFAOYSA-N, NINDS_000594, HMS1921B06, HMS3869D03, BCP24022, HY-N6961, Tox21_202948, CCG-35464, s5684, AKOS015951424, AKOS032948320, AC-8971, CS-W020951, SDCCGMLS-0066666.P001, CAS-84-79-7, IDI1_000594, NCGC00094931-01, NCGC00094931-02, NCGC00094931-03, NCGC00094931-04, NCGC00094931-06, NCGC00260494-01, 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, NSC-11905, NSC 11905, NSC11905, 2-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione, 4-hydroxy-3-(3-methylbut-2-en-1-yl)-1,2-dihydronaphthalene-1,2-dione
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 CC1CCC2CCCCC2C1C
Np Classifier Class Naphthoquinones
Deep Smiles CC=CCC=CO)ccC=O)C6=O)))cccc6))))))))))C
Heavy Atom Count 18.0
Classyfire Class Naphthalenes
Scaffold Graph Node Level OC1CCC2CCCCC2C1O
Classyfire Subclass Naphthoquinones
Isotope Atom Count 0.0
Molecular Complexity 439.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione
Prediction Hob 1.0
Class Naphthalenes
Veber Rule True
Classyfire Superclass Benzenoids
Target Id NPT1566, NPT48, NPT93, NPT51, NPT94, NPT539, NPT109, NPT1627, NPT3060, NPT911
Xlogp 2.8
Superclass Benzenoids
Subclass Naphthoquinones
Gsk 4 400 Rule True
Molecular Formula C15H14O3
Scaffold Graph Node Bond Level O=C1C=Cc2ccccc2C1=O
Prediction Swissadme 0.0
Inchi Key CWPGNVFCJOPXFB-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.2
Logs -3.725
Rotatable Bond Count 2.0
Logd 2.616
Synonyms 2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphtho-quinone, Lapachol, sodium salt, 2-hydroxy-3(3-methyl-2-butenyl)-1,4-naphthaquinone (lapachol), lapachol, tecomin
Esol Class Soluble
Functional Groups CC1=C(O)ccC(=O)C1=O, CC=C(C)C
Compound Name 2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 242.094
Formal Charge 0.0
Monoisotopic Mass 242.094
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 242.27
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homopolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.2144654666666663
Inchi InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,16H,8H2,1-2H3
Smiles CC(=CCC1=C(C2=CC=CC=C2C(=O)C1=O)O)C
Nring 2.0
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Naphthoquinones
Np Classifier Superclass Naphthalenes

  • 1. Outgoing r'ship FOUND_IN to/from Acacia Nilotica (Plant) Rel Props:Reference:ISBN:9788172363178; ISBN:9788185042114
  • 2. Outgoing r'ship FOUND_IN to/from Achillea Serbica (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Aglaia Rubiginosa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Alluaudia Ascendens (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Avicennia Germinans (Plant) Rel Props:Reference:ISBN:9788172361266
  • 6. Outgoing r'ship FOUND_IN to/from Avicennia Marina (Plant) Rel Props:Reference:ISBN:9788172361150
  • 7. Outgoing r'ship FOUND_IN to/from Avicennia Officinalis (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172360481; ISBN:9789327275590
  • 8. Outgoing r'ship FOUND_IN to/from Centaurea Collina (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Echinocereus Blanckii (Plant) Rel Props:Source_db:cmaup_ingredients
  • 10. Outgoing r'ship FOUND_IN to/from Euonymus Nanus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 11. Outgoing r'ship FOUND_IN to/from Fernandoa Adenophylla (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172362300; ISBN:9788185042114
  • 12. Outgoing r'ship FOUND_IN to/from Handroanthus Impetiginosus (Plant) Rel Props:Reference:ISBN:9788172363093
  • 13. Outgoing r'ship FOUND_IN to/from Handroanthus Serratifolius (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042138
  • 14. Outgoing r'ship FOUND_IN to/from Kigelia Africana (Plant) Rel Props:Source_db:npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Kigelia Pinnata (Plant) Rel Props:Source_db:npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Magnolia Liliflora (Plant) Rel Props:Source_db:npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Magnolia Liliiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Markhamia Lutea (Plant) Rel Props:Reference:ISBN:9770972795006
  • 19. Outgoing r'ship FOUND_IN to/from Millingtonia Hortensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 20. Outgoing r'ship FOUND_IN to/from Physostigma Venenosum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 21. Outgoing r'ship FOUND_IN to/from Rabdosia Weisiensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 22. Outgoing r'ship FOUND_IN to/from Radermachera Sinica (Plant) Rel Props:Reference:ISBN:9788185042114
  • 23. Outgoing r'ship FOUND_IN to/from Sinapis Nigra (Plant) Rel Props:Source_db:cmaup_ingredients
  • 24. Outgoing r'ship FOUND_IN to/from Stereospermum Chelonoides (Plant) Rel Props:Reference:ISBN:9788172363093
  • 25. Outgoing r'ship FOUND_IN to/from Stereospermum Tetragonum (Plant) Rel Props:Reference:ISBN:9788172361792; ISBN:9788185042053
  • 26. Outgoing r'ship FOUND_IN to/from Tabebuia Avellanedae (Plant) Rel Props:Source_db:cmaup_ingredients
  • 27. Outgoing r'ship FOUND_IN to/from Tabebuia Heterophylla (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042114
  • 28. Outgoing r'ship FOUND_IN to/from Tabebuia Rosea (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042138
  • 29. Outgoing r'ship FOUND_IN to/from Talipariti Tiliaceum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Tecomella Undulata (Plant) Rel Props:Reference:ISBN:9788185042053; ISBN:9788185042084
  • 31. Outgoing r'ship FOUND_IN to/from Tectona Grandis (Plant) Rel Props:Reference:ISBN:9788172361150