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(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N-[(2R)-oxolan-2-yl]-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 41da38ed-41f0-4489-8815-7fcb7d442c18
Taxonomy Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N-[(2R)-oxolan-2-yl]-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H33NO8/c1-36-20-13-11-19(12-14-20)31-26(18-8-5-4-6-9-18)25(29(34)32-24-10-7-15-39-24)28(33)30(31,35)27-22(38-3)16-21(37-2)17-23(27)40-31/h4-6,8-9,11-14,16-17,24-26,28,33,35H,7,10,15H2,1-3H3,(H,32,34)/t24-,25-,26-,28-,30+,31+/m1/s1
InChI Key HXVLIDJYCOONBY-GNBUDUDOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H33NO8
Molecular Weight 547.60 g/mol
Exact Mass 547.22061701 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.22
H-Bond Acceptor 8
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)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N-[(2R)-oxolan-2-yl]-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 + 0.8893 88.93%
Caco-2 - 0.7095 70.95%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6038 60.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8861 88.61%
OATP1B3 inhibitior + 0.9439 94.39%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9634 96.34%
P-glycoprotein inhibitior + 0.8131 81.31%
P-glycoprotein substrate - 0.5339 53.39%
CYP3A4 substrate + 0.7038 70.38%
CYP2C9 substrate - 0.6153 61.53%
CYP2D6 substrate - 0.7804 78.04%
CYP3A4 inhibition - 0.7227 72.27%
CYP2C9 inhibition - 0.8241 82.41%
CYP2C19 inhibition - 0.7915 79.15%
CYP2D6 inhibition - 0.8752 87.52%
CYP1A2 inhibition - 0.8152 81.52%
CYP2C8 inhibition + 0.8029 80.29%
CYP inhibitory promiscuity - 0.7223 72.23%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9325 93.25%
Skin irritation - 0.7916 79.16%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3657 36.57%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8650 86.50%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5828 58.28%
Acute Oral Toxicity (c) III 0.6127 61.27%
Estrogen receptor binding + 0.6647 66.47%
Androgen receptor binding + 0.8008 80.08%
Thyroid receptor binding + 0.5468 54.68%
Glucocorticoid receptor binding + 0.6805 68.05%
Aromatase binding - 0.5079 50.79%
PPAR gamma + 0.5999 59.99%
Honey bee toxicity - 0.8340 83.40%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5251 52.51%
Fish aquatic toxicity + 0.7560 75.60%

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 98.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.50% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 94.45% 89.44%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.25% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.21% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.99% 97.09%
CHEMBL4208 P20618 Proteasome component C5 91.48% 90.00%
CHEMBL2581 P07339 Cathepsin D 89.78% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.74% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.04% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.52% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.66% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.92% 86.33%
CHEMBL2535 P11166 Glucose transporter 86.46% 98.75%
CHEMBL5028 O14672 ADAM10 85.32% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 83.81% 90.17%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.46% 89.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.26% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.20% 94.45%
CHEMBL240 Q12809 HERG 82.97% 89.76%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.88% 93.99%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.37% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.36% 95.50%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.63% 100.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.02% 99.18%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.28% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.12% 94.00%

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 elliptica

Cross-Links

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PubChem 10626429
LOTUS LTS0038533
wikiData Q105035161