NAV

Macelignan

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Macelignan
DrugBank Accession Number
DB14129
Background

Macelignan is an NSAID with antioxidant, free radical scavenging, and neuroprotective activities.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 328.408
Monoisotopic: 328.167459253
Chemical Formula
C20H24O4
Synonyms
  • (8R,8'S)-7-(3,4-methylenedioxyphenyl)-7'-(4-hydroxy-3-methoxyphenyl)-8,8'-dimethylbutane
  • Anwulignan
  • Austrobailignan 6
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
OHUI White-skin Science White PerfectionCream0.15 mL/100mLTopicalLg Household & Health Care Ltd.2010-09-022011-09-02US flag
Ohui White-skin Science White PerfectionEmulsion0.105 mL/100mLTopicalLg Household & Health Care Ltd.2010-10-282011-06-01US flag
OHUI White-skin Science White Perfection SerumCream0.11 mL/100mLTopicalLg Household & Health Care Ltd.2010-09-022011-06-01US flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
O HUI white-skin science white calming maskMacelignan (0.01 g/100g) + Diacetyl benzoyl lathyrol (0.11 g/100g)LiquidTopicalLg Household & Health Care Ltd.2010-07-192011-07-19US flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
O HUI white-skin science white calming maskMacelignan (0.01 g/100g) + Diacetyl benzoyl lathyrol (0.11 g/100g)LiquidTopicalLg Household & Health Care Ltd.2010-07-192011-07-19US flag
OHUI White-skin Science White PerfectionMacelignan (0.15 mL/100mL)CreamTopicalLg Household & Health Care Ltd.2010-09-022011-09-02US flag
Ohui White-skin Science White PerfectionMacelignan (0.105 mL/100mL)EmulsionTopicalLg Household & Health Care Ltd.2010-10-282011-06-01US flag
OHUI White-skin Science White Perfection SerumMacelignan (0.11 mL/100mL)CreamTopicalLg Household & Health Care Ltd.2010-09-022011-06-01US flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.
Kingdom
Organic compounds
Super Class
Lignans, neolignans and related compounds
Class
Dibenzylbutane lignans
Sub Class
Not Available
Direct Parent
Dibenzylbutane lignans
Alternative Parents
Methoxyphenols / Phenylpropanes / Benzodioxoles / Phenoxy compounds / Methoxybenzenes / Anisoles / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Oxacyclic compounds / Acetals
show 1 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / Acetal / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound / Benzenoid / Benzodioxole / Dibenzylbutane lignan skeleton / Ether / Hydrocarbon derivative
show 11 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
8PP3614Z43
CAS number
107534-93-0
InChI Key
QDDILOVMGWUNGD-UONOGXRCSA-N
InChI
InChI=1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1
IUPAC Name
4-[(2S,3R)-4-(2H-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol
SMILES
COC1=CC(C[C@H](C)[C@H](C)CC2=CC3=C(OCO3)C=C2)=CC=C1O

References

General References
Not Available
ChemSpider
8579683
BindingDB
90735
RxNav
1872381
ChEBI
94153
ChEMBL
CHEMBL254071
ZINC
ZINC000013108863
Wikipedia
Macelignan

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
LiquidTopical
CreamTopical0.15 mL/100mL
EmulsionTopical0.105 mL/100mL
CreamTopical0.11 mL/100mL
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00285 mg/mLALOGPS
logP4.86ALOGPS
logP5.13Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)10.28Chemaxon
pKa (Strongest Basic)-4.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area47.92 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity92.91 m3·mol-1Chemaxon
Polarizability37.11 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-052b-0491000000-c1ad60c906a5677c0ecd
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0019000000-cc1eb785180594706449
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0032-0295000000-1db574fec5dee4e45011
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000j-0951000000-30d79b7f16243a7c8808
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03g0-0593000000-aa48d520a72385601241
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-0291000000-3047b461e90faa83b780
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-197.8402424
predicted
DarkChem Lite v0.1.0
[M-H]-195.3736424
predicted
DarkChem Lite v0.1.0
[M+H]+198.2802424
predicted
DarkChem Lite v0.1.0
[M+H]+195.3157424
predicted
DarkChem Lite v0.1.0
[M+Na]+197.4942424
predicted
DarkChem Lite v0.1.0
[M+Na]+195.2161424
predicted
DarkChem Lite v0.1.0

Drug created at June 26, 2018 13:16 / Updated at June 12, 2020 16:53