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[(1R,2R,3S,3aR,8bS)-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-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 109e54d3-be5d-42e8-bb1d-040d9a59080e
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name [(1R,2R,3S,3aR,8bS)-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-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)O)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)O)C5=CC=CC=C5)C(=O)NC
InChI InChI=1S/C30H31NO9/c1-16(32)39-27-24(28(34)31-2)25(17-9-7-6-8-10-17)30(18-11-12-21(37-4)20(33)13-18)29(27,35)26-22(38-5)14-19(36-3)15-23(26)40-30/h6-15,24-25,27,33,35H,1-5H3,(H,31,34)/t24-,25-,27-,29+,30+/m1/s1
InChI Key ZFKANXSSGOUVLL-KKPOPCGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H31NO9
Molecular Weight 549.60 g/mol
Exact Mass 549.19988157 g/mol
Topological Polar Surface Area (TPSA) 133.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 9
H-Bond Donor 3
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-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-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 - 0.6397 63.97%
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 + 0.8842 88.42%
OATP1B3 inhibitior + 0.9045 90.45%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9474 94.74%
P-glycoprotein inhibitior + 0.8199 81.99%
P-glycoprotein substrate - 0.5798 57.98%
CYP3A4 substrate + 0.6782 67.82%
CYP2C9 substrate - 0.7883 78.83%
CYP2D6 substrate - 0.8008 80.08%
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 + 0.8082 80.82%
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 - 0.8691 86.91%
Skin irritation - 0.8504 85.04%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5091 50.91%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.9267 92.67%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.6465 64.65%
Acute Oral Toxicity (c) III 0.5105 51.05%
Estrogen receptor binding + 0.7086 70.86%
Androgen receptor binding + 0.7824 78.24%
Thyroid receptor binding + 0.5881 58.81%
Glucocorticoid receptor binding + 0.6883 68.83%
Aromatase binding - 0.6035 60.35%
PPAR gamma + 0.7259 72.59%
Honey bee toxicity - 0.6439 64.39%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
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 99.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.82% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.53% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.10% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.35% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.03% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.37% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 91.39% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.08% 86.33%
CHEMBL1255126 O15151 Protein Mdm4 90.57% 90.20%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.98% 99.15%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.88% 89.44%
CHEMBL2535 P11166 Glucose transporter 86.98% 98.75%
CHEMBL4208 P20618 Proteasome component C5 86.19% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.02% 99.23%
CHEMBL5028 O14672 ADAM10 85.16% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.08% 92.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.06% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.71% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.04% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.92% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.43% 96.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.08% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.69% 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 100995626
LOTUS LTS0258545
wikiData Q105374258