Home > Compound List > Compound details
84-79-7 molecular structure
click picture or here to close

2-hydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione

ChemBase ID: 103371
Molecular Formular: C15H14O3
Molecular Mass: 242.26986
Monoisotopic Mass: 242.09429431
SMILES and InChIs

SMILES:
CC(=CCC1=C(O)C(=O)c2ccccc2C1=O)C
Canonical SMILES:
CC(=CCC1=C(O)C(=O)c2c(C1=O)cccc2)C
InChI:
InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3
InChIKey:
CIEYTVIYYGTCCI-UHFFFAOYSA-N

Cite this record

CBID:103371 http://www.chembase.cn/molecule-103371.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-hydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione
IUPAC Traditional name
tecomin
2-hydroxy-3-(3-methylbut-2-en-1-yl)-1,4-dihydronaphthalene-1,4-dione
Synonyms
2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone
Lapachol
2-Hydroxy-3-[3-methyl-2-butenyl)-1,4-naphthoquinone]
Natural Yellow 16
LAPACHOL
Greenhartin
Taiguic acid
Groenhartin
Lapachoic acid
2-羟基-3-(3-甲基-2-丁烯基)-1,4-萘醌
黄钟花醌
拉帕醇
CAS Number
84-79-7
EC Number
201-563-7
MDL Number
MFCD00001679
PubChem SID
162090374
24848565
PubChem CID
3884
Color Index Number
75490

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 5.7291365  H Acceptors
H Donor LogD (pH = 5.5) 2.3850307 
LogD (pH = 7.4) 0.9122968  Log P 2.5863564 
Molar Refractivity 71.7093 cm3 Polarizability 26.409409 Å3
Polar Surface Area 54.37 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Apperance
Yellow powder expand Show data source
Melting Point
141-143 °C(lit.) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
RTECS
QL8750000 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
20/21/22-36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H312-H315-H319-H332-H335 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Mechanism of Action
Inhibitor of DNA replication and RNA synthesis expand Show data source
Purity
98% expand Show data source
Certificate of Analysis
Download expand Show data source
Biological Source
Widespread occurrence in the plant world, particularly in heartwood, bark and roots, e.g. the Bignoniaceae and various Tabebuia, Tecomella and Tectona spp. expand Show data source
Application(s)
Antibacterial expand Show data source
Anticancer activity expand Show data source
Anticoagulant expand Show data source
Antifungal agent expand Show data source
Empirical Formula (Hill Notation)
C15H14O3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 142905 external link
Packaging
250 mg in glass bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 81D, (ir)
  • • Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 910A, (nmr)
  • • Hooker, S.C., J.A.C.S., 1936, 58, 1181, (synth, bibl)
  • • Burnett, A.R. et al., J.C.S.(C), 1967, 2100, (synth)
  • • Burnett, A.R. et al., Chem. Ind. (London), 1968, 1771, (synth)
  • • Pettit, G.R. et al., J.C.S.(C), 1971, 509, (synth)
  • • Jacobsen, N. et al., Acta Chem. Scand., 1973, 27, 3211, (synth)
  • • Rao, K.V., Cancer Chemother. Rep., Part 2, 1974, 4, 11, (use)
  • • Da Silveira, J.C. et al., Phytochemistry, 1975, 14, 1829, (isol)
  • • Sawnhey, S.S. et al., Indian J. Chem., 1976, 14, 295, (use)
  • • McDonald, I.A. et al., Aust. J. Chem., 1977, 30, 1727, (pmr, cmr)
  • • Sawnhey, S.S. et al., J. Indian Chem. Soc., 1977, 54, 403, (use)
  • • Kapoor, N.K. et al., Indian J. Chem., Sect. B, 1982, 21, 189, (synth)
  • • Ghera, E. et al., J.O.C., 1985, 50, 3355, (synth)
  • • Sun, J.S. et al., Tet. Lett., 1998, 39, 8221-8224, (synth)
  • • Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, HLY500
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle