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1143-38-0 molecular structure
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1,8-dihydroxy-9,10-dihydroanthracen-9-one

ChemBase ID: 105600
Molecular Formular: C14H10O3
Molecular Mass: 226.2274
Monoisotopic Mass: 226.06299418
SMILES and InChIs

SMILES:
Oc1cccc2c1C(=O)c1c(C2)cccc1O
Canonical SMILES:
Oc1cccc2c1C(=O)c1c(C2)cccc1O
InChI:
InChI=1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2
InChIKey:
NUZWLKWWNNJHPT-UHFFFAOYSA-N

Cite this record

CBID:105600 http://www.chembase.cn/molecule-105600.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1,8-dihydroxy-9,10-dihydroanthracen-9-one
IUPAC Traditional name
anthralin
Synonyms
Dithranol
Anthraforte
Cignolin
Micanol
Psoriderm
Anthralin
1,8-Dihydroxy-9(10H)-anthracenone
1,8-Dihydroxyanthrone
Dithranol
Anthralin
1,8 Dihydroxyanthrone
1,8,9-Anthracenetriol
DITHRANOL
1,8,9-蒽三酚
1,8-二羟基蒽-9(10H)-酮
二羟蒽酚
蒽林
地蒽酚
CAS Number
1143-38-0
EC Number
214-538-0
MDL Number
MFCD00053409
Beilstein Number
2054360
PubChem SID
162092151
24846722
24893712
PubChem CID
2202

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.669733  H Acceptors
H Donor LogD (pH = 5.5) 4.243987 
LogD (pH = 7.4) 4.241703  Log P 4.2440166 
Molar Refractivity 64.2745 cm3 Polarizability 24.218582 Å3
Polar Surface Area 57.53 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Acetone expand Show data source
Benzene expand Show data source
Chloroform expand Show data source
Apperance
Yellow Crystalline Solid expand Show data source
Melting Point
176-181°C expand Show data source
178-181 °C(lit.) expand Show data source
178-183 °C expand Show data source
Absorption Wavelength
absorption 337 nm, >2000 expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
RTECS
CB8927000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
mouse ... Alox12(11684) expand Show data source
Purity
≥90% (HPLC) expand Show data source
≥98.0% expand Show data source
≥98.0% (HPLC) expand Show data source
≥98.5% (HPLC) expand Show data source
99% expand Show data source
Grade
matrix substance for MALDI-MS expand Show data source
puriss. p.a. expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Suitability
in accordance for UV test expand Show data source
Cation Traces
Ba: ≤5 mg/kg expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤20 mg/kg expand Show data source
K: ≤50 mg/kg expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Na: ≤50 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤20 mg/kg expand Show data source
Pb: ≤5 mg/kg expand Show data source
Zn: ≤10 mg/kg expand Show data source
Analyte suitability
dendrimers expand Show data source
lipids expand Show data source
polymers expand Show data source
abs.
absorption/337 nm ≥2000 (mol. absorption) expand Show data source
Empirical Formula (Hill Notation)
C14H10O3 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02191502 external link
Purity: 99%
Inhibits leukotriene biosynthesis.
Sigma Aldrich - D2773 external link
Application
Dithranol, an athracene derivative, is a free radical generating mitochondrial poison that induces apoptosis in keratinocytes. Dithranol is being studied as a potential anti-psoriasis medication.
Sigma Aldrich - 10608 external link
Other Notes
Matrix substance for MALDI-MS (matrix-assisted laser desorption ionization MS)1

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Ashton, R.E., et al.: J. Am. Acad. Dermatol., 9, 173 (1983)
  • • Kemeny, L., et al.: Skin Pharmacol., 3, 1 (1983)
  • • Mahrle, G., et al.: Clin. Dermatol., 15, 723 (1997)
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PATENTS

PATENTS

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INTERNET

INTERNET

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