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methyl (4R,4aS)-7-[(5R,6R,10aS)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-4-yl]-4,8,9-trihydroxy-6-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylate

Table of Contents

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 ad149879-dd03-465c-8a5a-0fad0825d4fb
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
IUPAC Name methyl (4R,4aS)-7-[(5R,6R,10aS)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-4-yl]-4,8,9-trihydroxy-6-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H30O14/c1-11-10-17-21(26(39)22-15(34)7-8-18(36)31(22,45-17)29(41)43-3)24(37)19(11)13-5-6-14(33)20-25(38)23-16(35)9-12(2)28(40)32(23,30(42)44-4)46-27(13)20/h5-6,10,12,18,28,33,36-40H,7-9H2,1-4H3/t12-,18-,28-,31-,32+/m1/s1
InChI Key RBOLEWXSTOYYEK-QJAVGOATSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H30O14
Molecular Weight 638.60 g/mol
Exact Mass 638.16355563 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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CHEBI:201117
methyl (4R,4aS)-7-[(5R,6R,10aS)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-4-yl]-4,8,9-trihydroxy-6-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylate

2D Structure

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2D Structure of methyl (4R,4aS)-7-[(5R,6R,10aS)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-4-yl]-4,8,9-trihydroxy-6-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9281 92.81%
Caco-2 - 0.8263 82.63%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6458 64.58%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior + 0.8796 87.96%
OATP1B3 inhibitior + 0.8990 89.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8321 83.21%
BSEP inhibitior + 0.9330 93.30%
P-glycoprotein inhibitior + 0.7416 74.16%
P-glycoprotein substrate + 0.6482 64.82%
CYP3A4 substrate + 0.7009 70.09%
CYP2C9 substrate - 0.6019 60.19%
CYP2D6 substrate - 0.8532 85.32%
CYP3A4 inhibition - 0.7765 77.65%
CYP2C9 inhibition - 0.7493 74.93%
CYP2C19 inhibition - 0.8135 81.35%
CYP2D6 inhibition - 0.8571 85.71%
CYP1A2 inhibition - 0.8073 80.73%
CYP2C8 inhibition + 0.7086 70.86%
CYP inhibitory promiscuity - 0.8093 80.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4870 48.70%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7242 72.42%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7789 77.89%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5166 51.66%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7081 70.81%
Acute Oral Toxicity (c) I 0.5777 57.77%
Estrogen receptor binding + 0.8184 81.84%
Androgen receptor binding + 0.6941 69.41%
Thyroid receptor binding + 0.5701 57.01%
Glucocorticoid receptor binding + 0.7890 78.90%
Aromatase binding + 0.6895 68.95%
PPAR gamma + 0.6458 64.58%
Honey bee toxicity - 0.8292 82.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9637 96.37%

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 99.87% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.63% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.68% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.40% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.97% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.77% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.40% 90.71%
CHEMBL4208 P20618 Proteasome component C5 90.22% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.58% 96.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.04% 90.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.71% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.49% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.39% 99.23%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.24% 96.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.08% 91.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.68% 91.07%
CHEMBL5028 O14672 ADAM10 84.82% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.66% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.21% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.14% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.93% 97.53%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.64% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.25% 94.45%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.08% 93.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 132536680
LOTUS LTS0134209
wikiData Q105233227