(2S,4S,5R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.02,4]dodec-1(9)-en-10-one

Details

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Internal ID 36041754-4a94-4f65-8d38-b1e8e2c92cf0
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name (2S,4S,5R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.02,4]dodec-1(9)-en-10-one
SMILES (Canonical) CC1CCC(C2=C(COC2=O)C3C1C3)C(C)CCC=C(C)C
SMILES (Isomeric) C[C@@H]1CC[C@H](C2=C(COC2=O)[C@@H]3[C@H]1C3)[C@H](C)CCC=C(C)C
InChI InChI=1S/C20H30O2/c1-12(2)6-5-7-13(3)15-9-8-14(4)16-10-17(16)18-11-22-20(21)19(15)18/h6,13-17H,5,7-11H2,1-4H3/t13-,14-,15+,16+,17+/m1/s1
InChI Key GWENPRUHSSRYLN-NRKLIOEPSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O2
Molecular Weight 302.50 g/mol
Exact Mass 302.224580195 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 5.40
Atomic LogP (AlogP) 4.90
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4S,5R,8S)-5-methyl-8-[(2R)-6-methylhept-5-en-2-yl]-11-oxatricyclo[7.3.0.02,4]dodec-1(9)-en-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.8992 89.92%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.4566 45.66%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.9127 91.27%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior - 0.4937 49.37%
P-glycoprotein substrate - 0.6632 66.32%
CYP3A4 substrate + 0.5740 57.40%
CYP2C9 substrate - 0.6124 61.24%
CYP2D6 substrate - 0.8797 87.97%
CYP3A4 inhibition - 0.8997 89.97%
CYP2C9 inhibition - 0.6980 69.80%
CYP2C19 inhibition - 0.6032 60.32%
CYP2D6 inhibition - 0.8621 86.21%
CYP1A2 inhibition + 0.5957 59.57%
CYP2C8 inhibition - 0.9179 91.79%
CYP inhibitory promiscuity - 0.7938 79.38%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6052 60.52%
Eye corrosion - 0.8805 88.05%
Eye irritation - 0.8320 83.20%
Skin irritation - 0.5917 59.17%
Skin corrosion - 0.9514 95.14%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4056 40.56%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.5364 53.64%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity - 0.7145 71.45%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6279 62.79%
Acute Oral Toxicity (c) III 0.6774 67.74%
Estrogen receptor binding - 0.5891 58.91%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding + 0.5747 57.47%
Glucocorticoid receptor binding + 0.5868 58.68%
Aromatase binding - 0.6814 68.14%
PPAR gamma + 0.5837 58.37%
Honey bee toxicity - 0.8415 84.15%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9895 98.95%

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 97.34% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.57% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.00% 95.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.92% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.06% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.75% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.44% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.99% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.74% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.88% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.96% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.23% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.95% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.20% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.18% 97.25%

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.
Dendrobium densiflorum
Polygonatum kingianum

Cross-Links

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PubChem 23426901
NPASS NPC215516
LOTUS LTS0155546
wikiData Q105022285