Mangostenone A

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	74c732bd-6cf3-48e9-9501-06f343744410
Taxonomy	Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
IUPAC Name	10,15-dihydroxy-7,7,19,19-tetramethyl-11-(3-methylbut-2-enyl)-2,8,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(22),3,5,9,11,14,16(21),17-octaen-13-one
SMILES (Canonical)	CC(=CCC1=C2C(=C3C=CC(OC3=C1O)(C)C)OC4=CC5=C(C=CC(O5)(C)C)C(=C4C2=O)O)C
SMILES (Isomeric)	CC(=CCC1=C2C(=C3C=CC(OC3=C1O)(C)C)OC4=CC5=C(C=CC(O5)(C)C)C(=C4C2=O)O)C
InChI	InChI=1S/C28H28O6/c1-14(2)7-8-16-20-24(31)21-19(13-18-15(22(21)29)9-11-27(3,4)33-18)32-25(20)17-10-12-28(5,6)34-26(17)23(16)30/h7,9-13,29-30H,8H2,1-6H3
InChI Key	YXCXOSIXGSUDDV-UHFFFAOYSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₂₈O₆
Molecular Weight	460.50 g/mol
Exact Mass	460.18858861 g/mol
Topological Polar Surface Area (TPSA)	85.20 Å²
XlogP	6.60
Atomic LogP (AlogP)	6.23
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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3H,7H,11H-Dipyrano[3,2-b:3',2'-h]xanthen-7-one, 5,8-dihydroxy-3,3,11,11-tetramethyl-6-(3-methyl-2-butenyl)-

SCHEMBL2051547

10,15-dihydroxy-7,7,19,19-tetramethyl-11-(3-methylbut-2-enyl)-2,8,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(22),3,5,9,11,14,16(21),17-octaen-13-one

5,8-Dihydroxy-3,3,11,11-tetramethyl-6-(3-methyl-but-2-enyl)-3H,11H-4,12,14-trioxa-benzo[a]naphthacen-7-one

5,8-dihydroxy-3,3,11,11-tetramethyl-6-(3-methylbut-2-en-1-yl)-3H,7H,11H-dipyrano[3,2-b:3',2'-h]xanthen-7-one

InChI=1/C28H28O6/c1-14(2)7-8-16-20-24(31)21-19(13-18-15(22(21)29)9-11-27(3,4)33-18)32-25(20)17-10-12-28(5,6)34-26(17)23(16)30/h7,9-13,29-30H,8H2,1-6H

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.5499	54.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9575	95.75%
P-glycoprotein inhibitior	+	0.8262	82.62%
P-glycoprotein substrate	-	0.5490	54.90%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.8783	87.83%
CYP2C9 inhibition	+	0.8399	83.99%
CYP2C19 inhibition	+	0.8610	86.10%
CYP2D6 inhibition	-	0.8178	81.78%
CYP1A2 inhibition	-	0.5684	56.84%
CYP2C8 inhibition	+	0.5669	56.69%
CYP inhibitory promiscuity	+	0.7222	72.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5590	55.90%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6574	65.74%
skin sensitisation	-	0.6445	64.45%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7959	79.59%
Acute Oral Toxicity (c)	III	0.7034	70.34%
Estrogen receptor binding	+	0.8443	84.43%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.8031	80.31%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.60%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.72%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.56%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.07%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.46%	90.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.23%	80.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.00%	95.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.71%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.05%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.04%	90.24%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.97%	85.30%
CHEMBL4208	P20618	Proteasome component C5	80.94%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Eucalyptus camaldulensis

Serpocaulon triseriale