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Identification
NameANTHRACENE
Accession NumberDB07372
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 178.2292
Monoisotopic: 178.07825032
Chemical FormulaC14H10
InChI KeyMWPLVEDNUUSJAV-UHFFFAOYSA-N
InChI
InChI=1S/C14H10/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1/h1-10H
IUPAC Name
anthracene
SMILES
C1=CC2=CC3=CC=CC=C3C=C2C=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassAnthracenes
Sub ClassNot Available
Direct ParentAnthracenes
Alternative Parents
Substituents
  • Anthracene
  • Polycyclic hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9728
Caco-2 permeable+0.8537
P-glycoprotein substrateNon-substrate0.7437
P-glycoprotein inhibitor INon-inhibitor0.9276
P-glycoprotein inhibitor IINon-inhibitor0.9361
Renal organic cation transporterNon-inhibitor0.8178
CYP450 2C9 substrateNon-substrate0.8091
CYP450 2D6 substrateNon-substrate0.8874
CYP450 3A4 substrateNon-substrate0.7722
CYP450 1A2 substrateInhibitor0.6798
CYP450 2C9 substrateNon-inhibitor0.907
CYP450 2D6 substrateNon-inhibitor0.9231
CYP450 2C19 substrateNon-inhibitor0.8548
CYP450 3A4 substrateNon-inhibitor0.9288
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5335
Ames testAMES toxic0.9118
CarcinogenicityNon-carcinogens0.7059
BiodegradationNot ready biodegradable0.8151
Rat acute toxicity1.9645 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9317
hERG inhibition (predictor II)Non-inhibitor0.9054
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000484 mg/mLALOGPS
logP4.56ALOGPS
logP3.95ChemAxon
logS-5.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity58.96 m3·mol-1ChemAxon
Polarizability20.61 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraMS1D NMR
References
Synthesis Reference

Lucien E. Bourson, Serge Y. Delavarenne, Pierre Tellier, “1,2,3,4,4a,9a-Hexahydro-9,10-anthracene-dione, its preparation and its application to the delignification of lignocellulosic materials.” U.S. Patent US4235666, issued June, 1929.

US4235666
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Naphthalene 1,2-dioxygenase subunit alpha

Kind: protein

Organism: Pseudomonas sp. (strain C18)

Pharmacological action: unknown

Components

Name UniProt ID Details
Naphthalene 1,2-dioxygenase subunit alpha P0A111 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

2. Naphthalene 1,2-dioxygenase subunit beta

Kind: protein

Organism: Pseudomonas sp. (strain C18)

Pharmacological action: unknown

Components

Name UniProt ID Details
Naphthalene 1,2-dioxygenase subunit beta P0A113 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on September 15, 2010 15:20 / Updated on September 16, 2013 18:06