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8,17-Dihydroxy-12-(3-hydroxy-4-methoxyphenyl)-7,16-dimethoxy-4-oxa-1-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

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 2db8b963-2532-4f8c-a116-b175c74ffb8c
Taxonomy Organoheterocyclic compounds > Pyrroles > Substituted pyrroles > Phenylpyrroles
IUPAC Name 8,17-dihydroxy-12-(3-hydroxy-4-methoxyphenyl)-7,16-dimethoxy-4-oxa-1-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=C3C4=CC(=C(C=C4CCN3C5=C2C6=CC(=C(C=C6OC5=O)OC)O)O)OC)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=C3C4=CC(=C(C=C4CCN3C5=C2C6=CC(=C(C=C6OC5=O)OC)O)O)OC)O
InChI InChI=1S/C28H23NO8/c1-34-20-5-4-14(9-17(20)30)24-25-16-10-19(32)23(36-3)12-21(16)37-28(33)27(25)29-7-6-13-8-18(31)22(35-2)11-15(13)26(24)29/h4-5,8-12,30-32H,6-7H2,1-3H3
InChI Key JOMAOYFMBLTSQC-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H23NO8
Molecular Weight 501.50 g/mol
Exact Mass 501.14236669 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8,17-Dihydroxy-12-(3-hydroxy-4-methoxyphenyl)-7,16-dimethoxy-4-oxa-1-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6161 61.61%
Caco-2 - 0.6185 61.85%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.6886 68.86%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.9133 91.33%
OATP1B3 inhibitior + 0.9156 91.56%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.6429 64.29%
BSEP inhibitior + 0.8566 85.66%
P-glycoprotein inhibitior + 0.8289 82.89%
P-glycoprotein substrate + 0.6264 62.64%
CYP3A4 substrate + 0.6386 63.86%
CYP2C9 substrate - 0.5815 58.15%
CYP2D6 substrate - 0.8286 82.86%
CYP3A4 inhibition - 0.7561 75.61%
CYP2C9 inhibition - 0.6454 64.54%
CYP2C19 inhibition - 0.6181 61.81%
CYP2D6 inhibition - 0.7340 73.40%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.6964 69.64%
CYP inhibitory promiscuity + 0.6999 69.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5299 52.99%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8592 85.92%
Skin irritation - 0.8157 81.57%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis + 0.5136 51.36%
Human Ether-a-go-go-Related Gene inhibition - 0.7011 70.11%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8914 89.14%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9272 92.72%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.8661 86.61%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding + 0.5917 59.17%
Glucocorticoid receptor binding + 0.8543 85.43%
Aromatase binding + 0.5460 54.60%
PPAR gamma + 0.7905 79.05%
Honey bee toxicity - 0.7893 78.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5449 54.49%
Fish aquatic toxicity - 0.4617 46.17%

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
CHEMBL2581 P07339 Cathepsin D 98.61% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.83% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.72% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.66% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.13% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 94.32% 91.49%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 93.41% 95.53%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.30% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.62% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.19% 92.94%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.04% 95.78%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.80% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.71% 99.23%
CHEMBL2056 P21728 Dopamine D1 receptor 87.69% 91.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.67% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.09% 90.71%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.07% 96.67%
CHEMBL5747 Q92793 CREB-binding protein 84.47% 95.12%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.05% 96.25%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.42% 93.65%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.41% 99.15%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.07% 96.77%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.89% 93.03%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.65% 80.78%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.54% 92.38%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 80.38% 95.72%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.19% 99.17%

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 9983486
LOTUS LTS0154524
wikiData Q105132419