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methyl (8R,10R,11S)-5,11-dihydroxy-3-methoxy-7,20-dioxo-9,13,19-trioxa-18-azaheptacyclo[16.6.1.02,16.04,14.06,12.08,10.021,25]pentacosa-1(24),2,4(14),5,15,21(25),22-heptaene-12-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 b6bf69ed-ecb8-4e3e-b51c-3a74d6089af8
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
IUPAC Name methyl (8R,10R,11S)-5,11-dihydroxy-3-methoxy-7,20-dioxo-9,13,19-trioxa-18-azaheptacyclo[16.6.1.02,16.04,14.06,12.08,10.021,25]pentacosa-1(24),2,4(14),5,15,21(25),22-heptaene-12-carboxylate
SMILES (Canonical) COC1=C2C(=CC3=C1C(=C4C(=O)C5C(O5)C(C4(O3)C(=O)OC)O)O)CN6C7=C(C=CC=C27)C(=O)O6
SMILES (Isomeric) COC1=C2C(=CC3=C1C(=C4C(=O)[C@H]5[C@H](O5)[C@@H](C4(O3)C(=O)OC)O)O)CN6C7=C(C=CC=C27)C(=O)O6
InChI InChI=1S/C24H17NO10/c1-31-18-12-8(7-25-15-9(12)4-3-5-10(15)22(29)35-25)6-11-13(18)16(26)14-17(27)19-20(33-19)21(28)24(14,34-11)23(30)32-2/h3-6,19-21,26,28H,7H2,1-2H3/t19-,20-,21-,24?/m0/s1
InChI Key HZPOGGDNWGZPDF-HCRAKGJFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H17NO10
Molecular Weight 479.40 g/mol
Exact Mass 479.08524574 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (8R,10R,11S)-5,11-dihydroxy-3-methoxy-7,20-dioxo-9,13,19-trioxa-18-azaheptacyclo[16.6.1.02,16.04,14.06,12.08,10.021,25]pentacosa-1(24),2,4(14),5,15,21(25),22-heptaene-12-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9454 94.54%
Caco-2 - 0.7934 79.34%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5863 58.63%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.8681 86.81%
OATP1B3 inhibitior + 0.9353 93.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8058 80.58%
P-glycoprotein inhibitior + 0.6249 62.49%
P-glycoprotein substrate + 0.6790 67.90%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 0.8029 80.29%
CYP2D6 substrate - 0.8691 86.91%
CYP3A4 inhibition - 0.8684 86.84%
CYP2C9 inhibition - 0.7277 72.77%
CYP2C19 inhibition - 0.6321 63.21%
CYP2D6 inhibition - 0.8602 86.02%
CYP1A2 inhibition - 0.6649 66.49%
CYP2C8 inhibition + 0.6759 67.59%
CYP inhibitory promiscuity - 0.6133 61.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Danger 0.4213 42.13%
Eye corrosion - 0.9810 98.10%
Eye irritation - 0.9179 91.79%
Skin irritation - 0.7776 77.76%
Skin corrosion - 0.9259 92.59%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8135 81.35%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.5539 55.39%
skin sensitisation - 0.8219 82.19%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5094 50.94%
Acute Oral Toxicity (c) III 0.5697 56.97%
Estrogen receptor binding + 0.6925 69.25%
Androgen receptor binding + 0.6893 68.93%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.8558 85.58%
Aromatase binding + 0.5286 52.86%
PPAR gamma + 0.7625 76.25%
Honey bee toxicity - 0.8309 83.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9024 90.24%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.87% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.26% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.66% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.27% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.25% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.85% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.45% 94.45%
CHEMBL2535 P11166 Glucose transporter 92.21% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.00% 97.21%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 89.04% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 88.73% 91.19%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 87.95% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.40% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 87.29% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.90% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.78% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.19% 90.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.09% 92.62%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.40% 82.38%
CHEMBL3401 O75469 Pregnane X receptor 82.13% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.54% 99.15%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.52% 97.50%
CHEMBL4530 P00488 Coagulation factor XIII 81.50% 96.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.25% 85.31%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.79% 96.77%

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 139588517
LOTUS LTS0075569
wikiData Q105110679