Madagascine

Details

• Internal ID: 03468268-62b0-4e3c-bb93-0bf780a4b5b0
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,8-dihydroxy-3-methyl-6-(3-methylbut-2-enoxy)anthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)OCC=C(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)OCC=C(C)C
• InChI: InChI=1S/C20H18O5/c1-10(2)4-5-25-12-8-14-18(16(22)9-12)20(24)17-13(19(14)23)6-11(3)7-15(17)21/h4,6-9,21-22H,5H2,1-3H3
• InChI Key: AIEGEPAELPMAPY-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.50

Synonyms

• MADAGASCIN
• NSC661745
• 1,8-dihydroxy-3-methyl-6-(3-methylbut-2-enoxy)anthracene-9,10-dione
• 1,8-Dihydroxy-3-methyl-6-((3-methyl-2-butenyl)oxy)anthra-9,10-quinone
• CHEMBL1800811
• SCHEMBL16226233
• NSC-661745

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.89%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.67%	94.73%
CHEMBL4208	P20618	Proteasome component C5	93.62%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.39%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.60%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.19%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.65%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	86.43%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.36%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.17%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.62%	92.68%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.66%	96.95%

Plants that contains it

• Aloe africana
• Aloe ferox
• Aloe spicata
• Aloe vera
• Cratoxylum formosum
• Harungana madagascariensis
• Psorospermum glaberrimum
• Psorospermum tenuifolium
• Vismia guianensis
• Vismia martiana
• Vismia micrantha
• Vismia parviflora

Cross-Links

• PubChem: 378693
• NPASS: NPC154683
• ChEMBL: CHEMBL1800811
• LOTUS: LTS0068619
• wikiData: Q104397332