9-Hydroxycalabaxanthone

Details

• Internal ID: a6b6d9a5-874b-4633-888a-1195fab2a203
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-b]xanthen-6-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C4=C(C=C3O2)OC(C=C4)(C)C)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C4=C(C=C3O2)OC(C=C4)(C)C)O)O)OC)C
• InChI: InChI=1S/C24H24O6/c1-12(2)6-7-14-19-17(10-15(25)23(14)28-5)29-18-11-16-13(8-9-24(3,4)30-16)21(26)20(18)22(19)27/h6,8-11,25-26H,7H2,1-5H3
• InChI Key: HQWHKELJHUFLGD-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₆
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.60

Synonyms

• 35349-68-9
• Mangostanin
• Xanthone I
• 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-b]xanthen-6-one
• CHEMBL561643
• HYDROXYCALABAXANTHONE, 9-
• 5,9-Dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)pyrano[3,2-b]xanthen-6(2H)-one
• 5,9-Dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-2H,6H-pyrano[3,2-b]xanthen-6-one; 6-Hydroxycalabaxanthone; 9-Hydroxycalabaxanthone
• D01WTQ
• SCHEMBL5617031
• CHEBI:190826
• DTXSID301318384
• HY-N2795
• BDBM50311741
• AKOS032962410
• MS-27014
• CS-0023322
• Q-100424
• B0005-190086
• 1,6-dihydroxy-7-methoxy-8-(3-methylbut-2-enyl)-6'',6''-dimethylpyrano(2'',3'':3,2)xanthone
• 2H,6H-Pyrano[3,2-b]xanthen-6-one, 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methyl-2-butenyl)-
• 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one
• 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-enyl)-2h,6h-pyrano-[3,2-b]-xanthene-6-one

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4158	P49327	Fatty acid synthase	40640 nM	IC50	PMID: 20817450
CHEMBL288	Q08499	Phosphodiesterase 4D	420 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.55%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.29%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.14%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	88.39%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.08%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.24%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.92%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.86%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.05%	85.30%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.79%	91.07%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia cowa
• Garcinia mangostana
• Garcinia morella
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Pentadesma butyracea
• Serpocaulon triseriale

Cross-Links

• PubChem: 5495929
• NPASS: NPC275780
• ChEMBL: CHEMBL561643