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(1R)-2,3,3a,8b-Tetrahydro-1alpha-acetoxy-8bbeta-hydroxy-6,8-dimethoxy-3abeta-(4-methoxyphenyl)-3beta-phenyl-1H-cyclopenta[b]benzofuran-2alpha-carboxylic acid methyl ester

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 3d40ec55-cc94-4001-8a28-e58184751f78
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name methyl (1R,2R,3S,3aR,8bS)-1-acetyloxy-8b-hydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
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)OC
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)OC
InChI InChI=1S/C30H30O9/c1-17(31)38-27-24(28(32)37-5)25(18-9-7-6-8-10-18)30(19-11-13-20(34-2)14-12-19)29(27,33)26-22(36-4)15-21(35-3)16-23(26)39-30/h6-16,24-25,27,33H,1-5H3/t24-,25-,27-,29+,30+/m1/s1
InChI Key NJDCYEFLQWDCCN-KKPOPCGDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H30O9
Molecular Weight 534.60 g/mol
Exact Mass 534.18898253 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.71
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R)-2,3,3a,8b-Tetrahydro-1alpha-acetoxy-8bbeta-hydroxy-6,8-dimethoxy-3abeta-(4-methoxyphenyl)-3beta-phenyl-1H-cyclopenta[b]benzofuran-2alpha-carboxylic acid methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9854 98.54%
Caco-2 - 0.5557 55.57%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7531 75.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.8534 85.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9680 96.80%
P-glycoprotein inhibitior + 0.8999 89.99%
P-glycoprotein substrate - 0.6855 68.55%
CYP3A4 substrate + 0.6567 65.67%
CYP2C9 substrate - 0.7891 78.91%
CYP2D6 substrate - 0.8040 80.40%
CYP3A4 inhibition - 0.5637 56.37%
CYP2C9 inhibition - 0.6575 65.75%
CYP2C19 inhibition - 0.9462 94.62%
CYP2D6 inhibition - 0.9555 95.55%
CYP1A2 inhibition - 0.8802 88.02%
CYP2C8 inhibition + 0.7758 77.58%
CYP inhibitory promiscuity - 0.6579 65.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Danger 0.3740 37.40%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.7861 78.61%
Skin irritation - 0.8051 80.51%
Skin corrosion - 0.9665 96.65%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4050 40.50%
Micronuclear + 0.7559 75.59%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.9273 92.73%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.8173 81.73%
Acute Oral Toxicity (c) II 0.4712 47.12%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.7977 79.77%
Thyroid receptor binding + 0.6478 64.78%
Glucocorticoid receptor binding + 0.7523 75.23%
Aromatase binding - 0.5920 59.20%
PPAR gamma + 0.7208 72.08%
Honey bee toxicity - 0.7894 78.94%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5249 52.49%
Fish aquatic toxicity + 0.9833 98.33%

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 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.83% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.99% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 91.13% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.61% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.59% 97.14%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.40% 89.44%
CHEMBL4208 P20618 Proteasome component C5 88.32% 90.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.70% 94.08%
CHEMBL2581 P07339 Cathepsin D 87.31% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.29% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.00% 96.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.43% 81.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.02% 91.07%
CHEMBL2535 P11166 Glucose transporter 84.58% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.35% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.03% 99.23%
CHEMBL240 Q12809 HERG 82.72% 89.76%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.51% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.50% 99.17%

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
Aglaia rubiginosa

Cross-Links

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PubChem 10530360
LOTUS LTS0107102
wikiData Q105180090