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[(1aR,3aR,4R,5S,7S,7aR,7bS)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-5-hydroxy-7a-(hydroxymethyl)-1a,4,7b-trimethyl-2,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxiren-7-yl] benzoate

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 97137642-292f-4f81-8ca0-ff43eae4a3bf
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
IUPAC Name [(1aR,3aR,4R,5S,7S,7aR,7bS)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-5-hydroxy-7a-(hydroxymethyl)-1a,4,7b-trimethyl-2,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxiren-7-yl] benzoate
SMILES (Canonical) CC(=O)OC(CC1=CC(=O)OC1)C2(C3CCC4(C(C3(C(CC2O)OC(=O)C5=CC=CC=C5)CO)(O4)C)C)C
SMILES (Isomeric) CC(=O)O[C@@H](CC1=CC(=O)OC1)[C@@]2([C@H]3CC[C@@]4([C@]([C@@]3([C@H](C[C@@H]2O)OC(=O)C5=CC=CC=C5)CO)(O4)C)C)C
InChI InChI=1S/C29H36O9/c1-17(31)36-22(12-18-13-24(33)35-15-18)27(3)20-10-11-26(2)28(4,38-26)29(20,16-30)23(14-21(27)32)37-25(34)19-8-6-5-7-9-19/h5-9,13,20-23,30,32H,10-12,14-16H2,1-4H3/t20-,21+,22+,23+,26-,27-,28-,29+/m1/s1
InChI Key OROSEBUCDUVSEX-ARBBAGNKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36O9
Molecular Weight 528.60 g/mol
Exact Mass 528.23593272 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 9
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 [(1aR,3aR,4R,5S,7S,7aR,7bS)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-5-hydroxy-7a-(hydroxymethyl)-1a,4,7b-trimethyl-2,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxiren-7-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9634 96.34%
Caco-2 - 0.7525 75.25%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7297 72.97%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8356 83.56%
OATP1B3 inhibitior + 0.9537 95.37%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9762 97.62%
P-glycoprotein inhibitior + 0.7857 78.57%
P-glycoprotein substrate + 0.5466 54.66%
CYP3A4 substrate + 0.7019 70.19%
CYP2C9 substrate - 0.8170 81.70%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition + 0.6599 65.99%
CYP2C9 inhibition - 0.7551 75.51%
CYP2C19 inhibition - 0.8147 81.47%
CYP2D6 inhibition - 0.9168 91.68%
CYP1A2 inhibition - 0.7364 73.64%
CYP2C8 inhibition + 0.6770 67.70%
CYP inhibitory promiscuity - 0.8236 82.36%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Danger 0.4445 44.45%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.5732 57.32%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7659 76.59%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5414 54.14%
skin sensitisation - 0.8715 87.15%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5726 57.26%
Acute Oral Toxicity (c) I 0.5536 55.36%
Estrogen receptor binding + 0.8604 86.04%
Androgen receptor binding + 0.7214 72.14%
Thyroid receptor binding + 0.5637 56.37%
Glucocorticoid receptor binding + 0.7873 78.73%
Aromatase binding + 0.7848 78.48%
PPAR gamma + 0.7035 70.35%
Honey bee toxicity - 0.7694 76.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9922 99.22%

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
CHEMBL2581 P07339 Cathepsin D 97.73% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 95.87% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.86% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.44% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.51% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.18% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.45% 82.69%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.89% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.20% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.00% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.90% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.47% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.68% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.40% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 84.89% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.81% 89.00%
CHEMBL5028 O14672 ADAM10 83.30% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.51% 83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101661883
LOTUS LTS0023808
wikiData Q105198124