5H-7,4-Methenofuro(3,2-c)oxireno(f)oxacycloundecin-5-one,1a,2,3,7,11,11a-hexahydro-8,11a-dimethyl-, (1aS,7R,11aS)-

Details

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Internal ID 031bb3a8-97e1-4b9c-b69c-6d33b6b44b98
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name (1R,8R,10S)-3,8-dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadeca-2(6),3,13(16)-trien-14-one
SMILES (Canonical) CC1=COC2=C1C3C=C(CCC4C(C2)(O4)C)C(=O)O3
SMILES (Isomeric) CC1=COC2=C1[C@H]3C=C(CC[C@H]4[C@@](C2)(O4)C)C(=O)O3
InChI InChI=1S/C15H16O4/c1-8-7-17-11-6-15(2)12(19-15)4-3-9-5-10(13(8)11)18-14(9)16/h5,7,10,12H,3-4,6H2,1-2H3/t10-,12+,15-/m1/s1
InChI Key NJMLHRWYACXVHJ-IFUGULHKSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C15H16O4
Molecular Weight 260.28 g/mol
Exact Mass 260.10485899 g/mol
Topological Polar Surface Area (TPSA) 52.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.61
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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Pseudoneolinderane
5H-7,4-Methenofuro(3,2-c)oxireno(f)oxacycloundecin-5-one,1a,2,3,7,11,11a-hexahydro-8,11a-dimethyl-, (1aS,7R,11aS)-
(1R,8R,10S)-3,8-Dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadeca-2(6),3,13(16)-trien-14-one
DTXSID90942107
AKOS040735408
3,10a-Dimethyl-4,8,9,9a,10a,11-hexahydro-6H-4,7-(metheno)furo[3,2-c]oxireno[f]oxacycloundecin-6-one
5H-7,4-Methenofuro [3,2-c] oxireno[f]oxacycloundecin-5-one,1a,2,3,7,11,11a-hexahydro-8-11a-dimethyl-, (1aS,7R,11aS)-

2D Structure

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2D Structure of 5H-7,4-Methenofuro(3,2-c)oxireno(f)oxacycloundecin-5-one,1a,2,3,7,11,11a-hexahydro-8,11a-dimethyl-, (1aS,7R,11aS)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 + 0.7639 76.39%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6651 66.51%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.9181 91.81%
OATP1B3 inhibitior + 0.9601 96.01%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.8318 83.18%
P-glycoprotein inhibitior - 0.8813 88.13%
P-glycoprotein substrate - 0.8671 86.71%
CYP3A4 substrate + 0.6077 60.77%
CYP2C9 substrate - 0.6050 60.50%
CYP2D6 substrate - 0.8608 86.08%
CYP3A4 inhibition - 0.8016 80.16%
CYP2C9 inhibition - 0.7792 77.92%
CYP2C19 inhibition - 0.7961 79.61%
CYP2D6 inhibition - 0.8858 88.58%
CYP1A2 inhibition + 0.7349 73.49%
CYP2C8 inhibition - 0.8147 81.47%
CYP inhibitory promiscuity - 0.8714 87.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5383 53.83%
Eye corrosion - 0.9734 97.34%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.6266 62.66%
Skin corrosion - 0.9151 91.51%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7230 72.30%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7080 70.80%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6033 60.33%
Acute Oral Toxicity (c) III 0.4485 44.85%
Estrogen receptor binding + 0.5755 57.55%
Androgen receptor binding + 0.5713 57.13%
Thyroid receptor binding - 0.5584 55.84%
Glucocorticoid receptor binding + 0.6365 63.65%
Aromatase binding - 0.6704 67.04%
PPAR gamma + 0.7205 72.05%
Honey bee toxicity - 0.8962 89.62%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9896 98.96%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.74% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 88.82% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.96% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.37% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.21% 91.11%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 85.72% 95.34%
CHEMBL2581 P07339 Cathepsin D 83.21% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.99% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.49% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.25% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.31% 93.03%

Cross-Links

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PubChem 497202
NPASS NPC190310
LOTUS LTS0107843
wikiData Q82919081