Madecassoside

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

Identification

Generic Name
Madecassoside
DrugBank Accession Number
DB15532
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 975.132
Monoisotopic: 974.508644912
Chemical Formula
C48H78O20
Synonyms
  • Asiaticoside A
  • Redermic

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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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
CareMe Madecassoside Cica Derma Repair Control TreatmentCream0.1 g/100mLTopicalMIRINAGLOBAL2020-03-21Not applicableUS flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Dr.Different CICA MetalMadecassoside (0.26 g/100g) + Asiaticoside (0.012 g/100g)CreamTopicalDareun Cosmetics Co., Ltd.2021-05-01Not applicableUS flag
Dr.Different CICA Metal Calming PadMadecassoside (0.009 g/90mL) + Centella asiatica (0.045 g/90mL)LiquidTopicalDareun Cosmetics Co., Ltd.2021-09-01Not applicableUS flag
Karatica Im Cica Essence PackMadecassoside (0.01 g/100mL) + Asiatic acid (0.01 g/100mL) + Asiaticoside (0.01 g/100mL) + Madecassic acid (0.01 g/100mL)LiquidTopicalKaratica Co., Ltd2019-08-17Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
CareMe Madecassoside Cica Derma Repair Control TreatmentMadecassoside (0.1 g/100mL)CreamTopicalMIRINAGLOBAL2020-03-21Not applicableUS flag
Dr.Different CICA MetalMadecassoside (0.26 g/100g) + Asiaticoside (0.012 g/100g)CreamTopicalDareun Cosmetics Co., Ltd.2021-05-01Not applicableUS flag
Dr.Different CICA Metal Calming PadMadecassoside (0.009 g/90mL) + Centella asiatica (0.045 g/90mL)LiquidTopicalDareun Cosmetics Co., Ltd.2021-09-01Not applicableUS flag
Karatica Im Cica Essence PackMadecassoside (0.01 g/100mL) + Asiatic acid (0.01 g/100mL) + Asiaticoside (0.01 g/100mL) + Madecassic acid (0.01 g/100mL)LiquidTopicalKaratica Co., Ltd2019-08-17Not applicableUS flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Terpene glycosides
Direct Parent
Triterpene saponins
Alternative Parents
Triterpenoids / Oligosaccharides / 12-beta-hydroxysteroids / 7-alpha-hydroxysteroids / O-glycosyl compounds / Oxanes / Secondary alcohols / Cyclic alcohols and derivatives / Carboxylic acid esters / Polyols
show 7 more
Substituents
12-beta-hydroxysteroid / 12-hydroxysteroid / 7-alpha-hydroxysteroid / 7-hydroxysteroid / Acetal / Alcohol / Aliphatic heteropolycyclic compound / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester
show 19 more
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
carboxylic ester, trisaccharide derivative, triterpenoid saponin, pentacyclic triterpenoid (CHEBI:66651)
Affected organisms
Not Available

Chemical Identifiers

UNII
CQ2F5O6YIY
CAS number
34540-22-2
InChI Key
BNMGUJRJUUDLHW-HCZMHFOYSA-N
InChI
InChI=1S/C48H78O20/c1-19-10-11-48(13-12-46(6)22(28(48)20(19)2)8-9-27-44(4)14-24(52)39(61)45(5,18-50)38(44)23(51)15-47(27,46)7)43(62)68-42-35(59)32(56)30(54)26(66-42)17-63-40-36(60)33(57)37(25(16-49)65-40)67-41-34(58)31(55)29(53)21(3)64-41/h8,19-21,23-42,49-61H,9-18H2,1-7H3/t19-,20+,21+,23-,24-,25-,26-,27-,28+,29+,30-,31-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42+,44-,45+,46-,47-,48+/m1/s1
IUPAC Name
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1S,2R,4aS,6aS,6bR,8R,8aR,9R,10R,11R,12aR,12bR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate
SMILES
[H][C@@]1(O[C@@H]2[C@@H](CO)O[C@@H](OC[C@H]3O[C@@H](OC(=O)[C@]45CC[C@@H](C)[C@H](C)[C@@]4([H])C4=CC[C@]6([H])[C@@]7(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@]7([H])[C@H](O)C[C@@]6(C)[C@]4(C)CC5)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@H]2O)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O

References

General References
Not Available
ChemSpider
28639016
BindingDB
23212
RxNav
87855
ChEBI
66651
ZINC
ZINC000253529433
Wikipedia
Centella_asiatica

Clinical Trials

Clinical Trials
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
CreamTopical0.1 g/100mL
CreamTopical
LiquidTopical
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.71 mg/mLALOGPS
logP-0.03ALOGPS
logP-1.8Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)11.75Chemaxon
pKa (Strongest Basic)-3.6Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count19Chemaxon
Hydrogen Donor Count13Chemaxon
Polar Surface Area335.44 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity234.14 m3·mol-1Chemaxon
Polarizability103.17 Å3Chemaxon
Number of Rings8Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
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/MSsplash10-0570-0200510039-2d8c7e1430c1937c3a69
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0000210029-f434d0164dd2e6531045
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01t9-0500210093-4996a23d43f72864a410
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0300110119-00b6196da79957522215
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-2542093324-21b0d329ca5610d4ed8e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00g0-0230911341-39af8b75ee6a24fc8952
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-308.5596663
predicted
DarkChem Lite v0.1.0

Drug created at October 09, 2019 21:52 / Updated at June 12, 2020 16:53