Mangostenone D

Details

• Internal ID: d9665bed-2c30-4d5e-bf2f-40e8235f5603
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 5,9,11-trihydroxy-3,3-dimethyl-10-(3-methylbut-2-enyl)-1,2-dihydropyrano[3,2-a]xanthen-12-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C4=C(C(=C3)O)OC(CC4)(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC3=C(C2=O)C4=C(C(=C3)O)OC(CC4)(C)C)O)C
• InChI: InChI=1S/C23H24O6/c1-11(2)5-6-12-14(24)9-17-19(20(12)26)21(27)18-13-7-8-23(3,4)29-22(13)15(25)10-16(18)28-17/h5,9-10,24-26H,6-8H2,1-4H3
• InChI Key: VEUQWGPUUYXBDE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.68
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL2437090
• SCHEMBL13078806

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9632	96.32%
Caco-2	+	0.6002	60.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6334	63.34%
OATP2B1 inhibitior	-	0.7058	70.58%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4722	47.22%
P-glycoprotein inhibitior	+	0.6003	60.03%
P-glycoprotein substrate	-	0.7511	75.11%
CYP3A4 substrate	+	0.6148	61.48%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.7795	77.95%
CYP2C9 inhibition	+	0.5334	53.34%
CYP2C19 inhibition	+	0.5223	52.23%
CYP2D6 inhibition	-	0.7349	73.49%
CYP1A2 inhibition	+	0.6144	61.44%
CYP2C8 inhibition	-	0.5673	56.73%
CYP inhibitory promiscuity	+	0.6030	60.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6666	66.66%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.5669	56.69%
Skin irritation	-	0.6916	69.16%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5178	51.78%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.7515	75.15%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8928	89.28%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.8462	84.62%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8405	84.05%
Aromatase binding	+	0.7435	74.35%
PPAR gamma	+	0.9037	90.37%
Honey bee toxicity	-	0.7655	76.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9807	98.07%

Targets

Proven Targets:

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	99.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.93%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.81%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.41%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.11%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.44%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.57%	94.73%
CHEMBL233	P35372	Mu opioid receptor	87.03%	97.93%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.66%	95.64%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.80%	93.40%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.57%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.90%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.16%	94.75%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.07%	91.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.75%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.73%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.34%	96.09%

Plants that contains it

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

Cross-Links

• PubChem: 11696901
• NPASS: NPC25152
• LOTUS: LTS0173983
• wikiData: Q105284873