Macluraxanthone

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	1e121a42-a5f0-497f-8445-e6e9dc334904
Taxonomy	Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name	5,9,10-trihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)pyrano[3,2-b]xanthen-6-one
SMILES (Canonical)	CC1(C=CC2=C(C3=C(C(=C2O1)C(C)(C)C=C)OC4=C(C3=O)C=CC(=C4O)O)O)C
SMILES (Isomeric)	CC1(C=CC2=C(C3=C(C(=C2O1)C(C)(C)C=C)OC4=C(C3=O)C=CC(=C4O)O)O)C
InChI	InChI=1S/C23H22O6/c1-6-22(2,3)15-19-12(9-10-23(4,5)29-19)17(26)14-16(25)11-7-8-13(24)18(27)20(11)28-21(14)15/h6-10,24,26-27H,1H2,2-5H3
InChI Key	XRVLGJCHUWXTDX-UHFFFAOYSA-N
Popularity	14 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₃H₂₂O₆
Molecular Weight	394.40 g/mol
Exact Mass	394.14163842 g/mol
Topological Polar Surface Area (TPSA)	96.20 Å²
XlogP	5.30
Atomic LogP (AlogP)	4.71
H-Bond Acceptor	6
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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5848-14-6

NSC107228

3-Hydroxyblancoxanthone

Spectrum_000523

SpecPlus_000294

5,9,10-trihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)pyrano[3,2-b]xanthen-6-one

CHEBI:6623

NSC 107228

12-(1,1-dimethylallyl)-5,9,10-trihydroxy-2,2-dimethyl-pyrano[3,2-b]xanthen-6-one

2H,6H-Pyrano(3,2-b)xanthen-6-one, 12-(1,1-dimethyl-2-propenyl)-5,9,10-trihydroxy-2,2-dimethyl-

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9623	96.23%
Caco-2	-	0.6227	62.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7249	72.49%
OATP2B1 inhibitior	-	0.5641	56.41%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9803	98.03%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6962	69.62%
P-glycoprotein inhibitior	+	0.5949	59.49%
P-glycoprotein substrate	-	0.5566	55.66%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.6270	62.70%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	-	0.5942	59.42%
CYP2C9 inhibition	-	0.7395	73.95%
CYP2C19 inhibition	-	0.6173	61.73%
CYP2D6 inhibition	-	0.8657	86.57%
CYP1A2 inhibition	+	0.6207	62.07%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6656	66.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.5975	59.75%
Skin irritation	-	0.6835	68.35%
Skin corrosion	-	0.8770	87.70%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5503	55.03%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6622	66.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5913	59.13%
Acute Oral Toxicity (c)	III	0.6632	66.32%
Estrogen receptor binding	+	0.8482	84.82%
Androgen receptor binding	+	0.6676	66.76%
Thyroid receptor binding	+	0.7991	79.91%
Glucocorticoid receptor binding	+	0.8760	87.60%
Aromatase binding	+	0.8264	82.64%
PPAR gamma	+	0.7761	77.61%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9887	98.87%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	39810.7 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	31622.8 nM 22387.2 nM 15848.9 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	25118.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.44%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.12%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.99%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.83%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.35%	85.30%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.46%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	90.23%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.64%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	88.40%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.63%	94.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.83%	90.93%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.29%	98.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.13%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.17%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.98%	95.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.17%	92.88%

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.

Albizia julibrissin

Aster bellidiastrum

Calophyllum blancoi

Calophyllum inophyllum

Calophyllum pinetorum

Calophyllum soulattri

Caragana halodendron

Cratoxylum cochinchinense