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1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N-methyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide

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 cb2b11ae-8d38-4b58-93d9-2c036a1bbbc9
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name 1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N-methyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
SMILES (Canonical) CNC(=O)C1C(C2(C(C1O)(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC(=C(C=C4)OC)O)C5=CC=CC=C5
SMILES (Isomeric) CNC(=O)C1C(C2(C(C1O)(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC(=C(C=C4)OC)O)C5=CC=CC=C5
InChI InChI=1S/C28H29NO8/c1-29-26(32)22-23(15-8-6-5-7-9-15)28(16-10-11-19(35-3)18(30)12-16)27(33,25(22)31)24-20(36-4)13-17(34-2)14-21(24)37-28/h5-14,22-23,25,30-31,33H,1-4H3,(H,29,32)
InChI Key DAJQAGPFCQEWFJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H29NO8
Molecular Weight 507.50 g/mol
Exact Mass 507.18931688 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.41
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1,8b-dihydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N-methyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9426 94.26%
Caco-2 - 0.6096 60.96%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5997 59.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8897 88.97%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9378 93.78%
P-glycoprotein inhibitior + 0.7665 76.65%
P-glycoprotein substrate - 0.6210 62.10%
CYP3A4 substrate + 0.6725 67.25%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.7533 75.33%
CYP3A4 inhibition + 0.5147 51.47%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8070 80.70%
CYP2D6 inhibition - 0.8541 85.41%
CYP1A2 inhibition - 0.7902 79.02%
CYP2C8 inhibition + 0.8024 80.24%
CYP inhibitory promiscuity + 0.5645 56.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.4786 47.86%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8539 85.39%
Skin irritation - 0.8268 82.68%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5605 56.05%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8975 89.75%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.4880 48.80%
Acute Oral Toxicity (c) III 0.5830 58.30%
Estrogen receptor binding + 0.7164 71.64%
Androgen receptor binding + 0.7955 79.55%
Thyroid receptor binding + 0.5899 58.99%
Glucocorticoid receptor binding + 0.6848 68.48%
Aromatase binding - 0.5820 58.20%
PPAR gamma + 0.7005 70.05%
Honey bee toxicity - 0.7055 70.55%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8514 85.14%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.60% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.73% 97.14%
CHEMBL2581 P07339 Cathepsin D 91.61% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.08% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.02% 99.15%
CHEMBL1255126 O15151 Protein Mdm4 89.08% 90.20%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.32% 89.44%
CHEMBL340 P08684 Cytochrome P450 3A4 87.25% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.20% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.72% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.97% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.34% 99.23%
CHEMBL4208 P20618 Proteasome component C5 84.94% 90.00%
CHEMBL2535 P11166 Glucose transporter 84.82% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.55% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.38% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.19% 94.00%
CHEMBL5028 O14672 ADAM10 83.89% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.45% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.04% 95.89%

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.
Aglaia odorata

Cross-Links

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PubChem 85066103
LOTUS LTS0031478
wikiData Q104973644