di-O-acetylmangostin

Details

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Internal ID e3022b3a-4c6b-4d24-ba2d-f2facba10940
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
IUPAC Name [6-acetyloxy-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)-9-oxoxanthen-3-yl] acetate
SMILES (Canonical) CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)OC(=O)C)OC)CC=C(C)C)OC(=O)C)C
SMILES (Isomeric) CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)OC(=O)C)OC)CC=C(C)C)OC(=O)C)C
InChI InChI=1S/C28H30O8/c1-14(2)8-10-18-20(34-16(5)29)12-22-25(26(18)31)27(32)24-19(11-9-15(3)4)28(33-7)23(35-17(6)30)13-21(24)36-22/h8-9,12-13,31H,10-11H2,1-7H3
InChI Key WBVGQHDFFNOEEI-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H30O8
Molecular Weight 494.50 g/mol
Exact Mass 494.19406791 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.53
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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CHEMBL465553
3,6-Diacethoxymangostin
3,6-di-O-acetyl-alpha-mangostin
BDBM50346337
[6-acetoxy-1-hydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)-9-oxo-xanthen-3-yl] acetate

2D Structure

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2D Structure of di-O-acetylmangostin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9833 98.33%
Caco-2 - 0.5252 52.52%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6309 63.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8861 88.61%
OATP1B3 inhibitior + 0.8497 84.97%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8623 86.23%
P-glycoprotein inhibitior + 0.8851 88.51%
P-glycoprotein substrate - 0.6538 65.38%
CYP3A4 substrate + 0.5475 54.75%
CYP2C9 substrate + 0.6359 63.59%
CYP2D6 substrate - 0.8616 86.16%
CYP3A4 inhibition - 0.8956 89.56%
CYP2C9 inhibition + 0.6153 61.53%
CYP2C19 inhibition + 0.6841 68.41%
CYP2D6 inhibition - 0.7561 75.61%
CYP1A2 inhibition + 0.6803 68.03%
CYP2C8 inhibition + 0.4907 49.07%
CYP inhibitory promiscuity - 0.5109 51.09%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6468 64.68%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.7912 79.12%
Skin irritation - 0.7693 76.93%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis + 0.5536 55.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7048 70.48%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8022 80.22%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8666 86.66%
Acute Oral Toxicity (c) III 0.6731 67.31%
Estrogen receptor binding + 0.8737 87.37%
Androgen receptor binding + 0.7198 71.98%
Thyroid receptor binding + 0.5148 51.48%
Glucocorticoid receptor binding + 0.8334 83.34%
Aromatase binding + 0.6435 64.35%
PPAR gamma + 0.7461 74.61%
Honey bee toxicity - 0.7124 71.24%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9945 99.45%

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 98.95% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.49% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.02% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.94% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.18% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.84% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.65% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 90.43% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.96% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.43% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.85% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.59% 96.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.16% 97.21%
CHEMBL3194 P02766 Transthyretin 80.63% 90.71%

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.
Garcinia mangostana

Cross-Links

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PubChem 44566652
NPASS NPC474350
ChEMBL CHEMBL465553