6-Deoxy-gamma-mangostin

Details

• Internal ID: 89f3832a-b4c2-4c65-8955-508bddfd7a5e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1,3,7-trihydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C=CC2=C1C(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC2=C1C(=O)C3=C(O2)C=C(C(=C3O)CC=C(C)C)O)O)C
• InChI: InChI=1S/C23H24O5/c1-12(2)5-7-14-16(24)9-10-18-20(14)23(27)21-19(28-18)11-17(25)15(22(21)26)8-6-13(3)4/h5-6,9-11,24-26H,7-8H2,1-4H3
• InChI Key: XEWOBYXKXJFGNN-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 105037-94-3
• 6-Deoxy-g-mangostin
• SCHEMBL3416398
• DTXSID60551664
• CHEBI:175008
• 1,3,7-trihydroxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
• 1,3,7-trihydroxy-2,8-di-(3-methylbut-2-enyl)xanthone
• 1,3,7-Trihydroxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 9CI
• 1,3,7-TRIHYDROXY-2,8-BIS(3-METHYLBUT-2-EN-1-YL)-9H-XANTHEN-9-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.5775	57.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6586	65.86%
OATP2B1 inhibitior	-	0.5554	55.54%
OATP1B1 inhibitior	+	0.9348	93.48%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6137	61.37%
P-glycoprotein inhibitior	-	0.4291	42.91%
P-glycoprotein substrate	-	0.8901	89.01%
CYP3A4 substrate	-	0.5385	53.85%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.6161	61.61%
CYP2C9 inhibition	+	0.8846	88.46%
CYP2C19 inhibition	+	0.8949	89.49%
CYP2D6 inhibition	-	0.6473	64.73%
CYP1A2 inhibition	+	0.9450	94.50%
CYP2C8 inhibition	-	0.6925	69.25%
CYP inhibitory promiscuity	+	0.9133	91.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.5555	55.55%
Skin irritation	-	0.6962	69.62%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4187	41.87%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	-	0.6612	66.12%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8308	83.08%
Acute Oral Toxicity (c)	III	0.6731	67.31%
Estrogen receptor binding	+	0.9067	90.67%
Androgen receptor binding	+	0.7936	79.36%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8136	81.36%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.9364	93.64%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	99.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.80%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.12%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.29%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.29%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.26%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.32%	90.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.77%	91.38%
CHEMBL3194	P02766	Transthyretin	81.56%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.22%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.12%	96.95%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.12%	83.10%

Plants that contains it

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

Cross-Links

• PubChem: 13873657
• NPASS: NPC303742
• LOTUS: LTS0123333
• wikiData: Q82431450