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methyl (2R,4S)-4,5',8',10-tetrahydroxy-7'-methoxy-4',9,9'-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-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 429ce2cc-4b08-42a7-8230-2a4346949fc1
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
IUPAC Name methyl (2R,4S)-4,5',8',10-tetrahydroxy-7'-methoxy-4',9,9'-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylate
SMILES (Canonical) COC1=C(C2=C(C(=C1)O)C(=O)C3=C(C2=O)OC4(C3)CC(C5=C(O4)C(=C6C(=C5)C=C(OC6=O)C(=O)OC)O)O)O
SMILES (Isomeric) COC1=C(C2=C(C(=C1)O)C(=O)C3=C(C2=O)O[C@]4(C3)C[C@@H](C5=C(O4)C(=C6C(=C5)C=C(OC6=O)C(=O)OC)O)O)O
InChI InChI=1S/C26H18O13/c1-35-13-5-11(27)16-17(19(13)30)21(32)23-10(18(16)29)6-26(39-23)7-12(28)9-3-8-4-14(24(33)36-2)37-25(34)15(8)20(31)22(9)38-26/h3-5,12,27-28,30-31H,6-7H2,1-2H3/t12-,26+/m0/s1
InChI Key DJICBKSAAXLOMR-GWQKEKGPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H18O13
Molecular Weight 538.40 g/mol
Exact Mass 538.07474062 g/mol
Topological Polar Surface Area (TPSA) 195.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 1.97
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,4S)-4,5',8',10-tetrahydroxy-7'-methoxy-4',9,9'-trioxospiro[3,4-dihydropyrano[4,3-g]chromene-2,2'-3H-benzo[f][1]benzofuran]-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9493 94.93%
Caco-2 - 0.7859 78.59%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7626 76.26%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.8439 84.39%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9360 93.60%
P-glycoprotein inhibitior + 0.7232 72.32%
P-glycoprotein substrate + 0.5875 58.75%
CYP3A4 substrate + 0.6993 69.93%
CYP2C9 substrate + 0.6183 61.83%
CYP2D6 substrate - 0.8510 85.10%
CYP3A4 inhibition + 0.5531 55.31%
CYP2C9 inhibition + 0.5221 52.21%
CYP2C19 inhibition - 0.5296 52.96%
CYP2D6 inhibition - 0.6765 67.65%
CYP1A2 inhibition - 0.6934 69.34%
CYP2C8 inhibition + 0.6928 69.28%
CYP inhibitory promiscuity - 0.5203 52.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.6733 67.33%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8572 85.72%
Skin irritation - 0.7151 71.51%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6484 64.84%
Micronuclear + 0.8359 83.59%
Hepatotoxicity + 0.5638 56.38%
skin sensitisation - 0.7753 77.53%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6654 66.54%
Acute Oral Toxicity (c) I 0.5359 53.59%
Estrogen receptor binding + 0.8273 82.73%
Androgen receptor binding + 0.7358 73.58%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8674 86.74%
Aromatase binding + 0.6849 68.49%
PPAR gamma + 0.6659 66.59%
Honey bee toxicity - 0.6846 68.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9648 96.48%

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 99.41% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.88% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.96% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.43% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.59% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.43% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.75% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.25% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.61% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.30% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.04% 89.00%
CHEMBL4208 P20618 Proteasome component C5 83.57% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.47% 93.03%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.38% 96.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.31% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.10% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.78% 86.33%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.44% 94.42%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.08% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.45% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 81.09% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.01% 99.15%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.82% 96.90%
CHEMBL4581 P52732 Kinesin-like protein 1 80.73% 93.18%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.55% 97.09%

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 162816413
LOTUS LTS0118032
wikiData Q104982252