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[(1R,2R,3S,3aR,8bS)-2-carbamoyl-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-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 127258b7-e665-4a04-a4ba-80c9d89786c2
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name [(1R,2R,3S,3aR,8bS)-2-carbamoyl-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-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)N
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)N
InChI InChI=1S/C29H29NO8/c1-16(31)37-26-23(27(30)32)24(17-8-6-5-7-9-17)29(18-10-12-19(34-2)13-11-18)28(26,33)25-21(36-4)14-20(35-3)15-22(25)38-29/h5-15,23-24,26,33H,1-4H3,(H2,30,32)/t23-,24-,26-,28+,29+/m1/s1
InChI Key HIKINLURCAYHIF-IDAMAFBJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H29NO8
Molecular Weight 519.50 g/mol
Exact Mass 519.18931688 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.02
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)-2-carbamoyl-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-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 + 0.9620 96.20%
Caco-2 - 0.5939 59.39%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5582 55.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8941 89.41%
OATP1B3 inhibitior + 0.9114 91.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9602 96.02%
P-glycoprotein inhibitior + 0.8604 86.04%
P-glycoprotein substrate - 0.6846 68.46%
CYP3A4 substrate + 0.6451 64.51%
CYP2C9 substrate + 0.5989 59.89%
CYP2D6 substrate - 0.8166 81.66%
CYP3A4 inhibition - 0.6836 68.36%
CYP2C9 inhibition - 0.6992 69.92%
CYP2C19 inhibition - 0.8961 89.61%
CYP2D6 inhibition - 0.9137 91.37%
CYP1A2 inhibition - 0.9124 91.24%
CYP2C8 inhibition + 0.7886 78.86%
CYP inhibitory promiscuity - 0.7779 77.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Danger 0.4323 43.23%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.8421 84.21%
Skin irritation - 0.8514 85.14%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3748 37.48%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.9213 92.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.6079 60.79%
Acute Oral Toxicity (c) III 0.5299 52.99%
Estrogen receptor binding + 0.8204 82.04%
Androgen receptor binding + 0.7868 78.68%
Thyroid receptor binding + 0.6506 65.06%
Glucocorticoid receptor binding + 0.7468 74.68%
Aromatase binding - 0.5612 56.12%
PPAR gamma + 0.7355 73.55%
Honey bee toxicity - 0.8091 80.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5449 54.49%
Fish aquatic toxicity + 0.9065 90.65%

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 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.25% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.87% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.65% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 91.53% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.62% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.67% 94.08%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.09% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.82% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.61% 97.14%
CHEMBL2581 P07339 Cathepsin D 84.73% 98.95%
CHEMBL4208 P20618 Proteasome component C5 84.29% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.21% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.91% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.63% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.38% 94.45%
CHEMBL2535 P11166 Glucose transporter 82.30% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.29% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.77% 99.23%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.14% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.06% 100.00%

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 10553960
LOTUS LTS0062830
wikiData Q105028893