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[(1R,2R,3S,3aR,8bS)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2-(methylcarbamoyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate

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 845f88be-f435-4f8f-84f9-fbd59e132dd3
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name [(1R,2R,3S,3aR,8bS)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2-(methylcarbamoyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(C2(C1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5)C(=O)NC
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@H]([C@]2([C@@]1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5)C(=O)NC
InChI InChI=1S/C30H31NO8/c1-17(32)38-27-24(28(33)31-2)25(18-9-7-6-8-10-18)30(19-11-13-20(35-3)14-12-19)29(27,34)26-22(37-5)15-21(36-4)16-23(26)39-30/h6-16,24-25,27,34H,1-5H3,(H,31,33)/t24-,25-,27-,29+,30+/m1/s1
InChI Key HYOMTNPQTWGEHI-KKPOPCGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H31NO8
Molecular Weight 533.60 g/mol
Exact Mass 533.20496695 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3S,3aR,8bS)-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-2-(methylcarbamoyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9574 95.74%
Caco-2 - 0.5669 56.69%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6374 63.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8844 88.44%
OATP1B3 inhibitior + 0.9045 90.45%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9711 97.11%
P-glycoprotein inhibitior + 0.8685 86.85%
P-glycoprotein substrate - 0.6366 63.66%
CYP3A4 substrate + 0.6737 67.37%
CYP2C9 substrate - 0.7867 78.67%
CYP2D6 substrate - 0.8113 81.13%
CYP3A4 inhibition - 0.7062 70.62%
CYP2C9 inhibition - 0.6701 67.01%
CYP2C19 inhibition - 0.9179 91.79%
CYP2D6 inhibition - 0.9134 91.34%
CYP1A2 inhibition - 0.9274 92.74%
CYP2C8 inhibition + 0.7901 79.01%
CYP inhibitory promiscuity - 0.6620 66.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9043 90.43%
Carcinogenicity (trinary) Danger 0.3838 38.38%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8812 88.12%
Skin irritation - 0.8504 85.04%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4384 43.84%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.9267 92.67%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.6614 66.14%
Acute Oral Toxicity (c) III 0.5105 51.05%
Estrogen receptor binding + 0.7366 73.66%
Androgen receptor binding + 0.7965 79.65%
Thyroid receptor binding + 0.6379 63.79%
Glucocorticoid receptor binding + 0.7074 70.74%
Aromatase binding - 0.6049 60.49%
PPAR gamma + 0.7373 73.73%
Honey bee toxicity - 0.7048 70.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9428 94.28%

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 98.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.97% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.16% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.11% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.77% 97.14%
CHEMBL4208 P20618 Proteasome component C5 92.36% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.83% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 91.18% 91.19%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.55% 89.44%
CHEMBL2581 P07339 Cathepsin D 89.03% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.88% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.23% 96.00%
CHEMBL5028 O14672 ADAM10 85.51% 97.50%
CHEMBL2535 P11166 Glucose transporter 85.00% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.45% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.13% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.90% 94.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.39% 94.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.50% 97.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.81% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.19% 99.17%
CHEMBL256 P0DMS8 Adenosine A3 receptor 80.76% 95.93%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 80.15% 82.50%

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 21670098
LOTUS LTS0254826
wikiData Q105035396