[(1R,2S,4S,7S,8R,9R)-9-acetyloxy-3,3-bis(acetyloxymethyl)spiro[10-oxatricyclo[6.4.0.02,4]dodec-11-ene-7,2'-oxirane]-12-yl]methyl acetate

Details

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Internal ID f2066a0d-52e8-4d45-8476-30729275ba64
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids
IUPAC Name [(1R,2S,4S,7S,8R,9R)-9-acetyloxy-3,3-bis(acetyloxymethyl)spiro[10-oxatricyclo[6.4.0.02,4]dodec-11-ene-7,2'-oxirane]-12-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1=COC(C2C1C3C(C3(COC(=O)C)COC(=O)C)CCC24CO4)OC(=O)C
SMILES (Isomeric) CC(=O)OCC1=CO[C@@H]([C@@H]2[C@H]1[C@@H]3[C@@H](C3(COC(=O)C)COC(=O)C)CC[C@@]24CO4)OC(=O)C
InChI InChI=1S/C23H30O10/c1-12(24)28-7-16-8-29-21(33-15(4)27)20-18(16)19-17(5-6-23(20)11-32-23)22(19,9-30-13(2)25)10-31-14(3)26/h8,17-21H,5-7,9-11H2,1-4H3/t17-,18+,19-,20-,21+,23+/m0/s1
InChI Key SSULSKPILGDMLE-ZJJXDXEASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H30O10
Molecular Weight 466.50 g/mol
Exact Mass 466.18389715 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.51
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,4S,7S,8R,9R)-9-acetyloxy-3,3-bis(acetyloxymethyl)spiro[10-oxatricyclo[6.4.0.02,4]dodec-11-ene-7,2'-oxirane]-12-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9649 96.49%
Caco-2 - 0.6523 65.23%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7689 76.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8780 87.80%
OATP1B3 inhibitior + 0.9541 95.41%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7583 75.83%
P-glycoprotein inhibitior + 0.7422 74.22%
P-glycoprotein substrate - 0.6821 68.21%
CYP3A4 substrate + 0.6254 62.54%
CYP2C9 substrate - 0.8093 80.93%
CYP2D6 substrate - 0.8537 85.37%
CYP3A4 inhibition - 0.9617 96.17%
CYP2C9 inhibition - 0.9047 90.47%
CYP2C19 inhibition - 0.8651 86.51%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.7478 74.78%
CYP2C8 inhibition + 0.4806 48.06%
CYP inhibitory promiscuity - 0.9094 90.94%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6730 67.30%
Eye corrosion - 0.9668 96.68%
Eye irritation - 0.8396 83.96%
Skin irritation - 0.7096 70.96%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.5437 54.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4369 43.69%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5476 54.76%
skin sensitisation - 0.6506 65.06%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.6267 62.67%
Acute Oral Toxicity (c) III 0.4611 46.11%
Estrogen receptor binding + 0.9044 90.44%
Androgen receptor binding + 0.6475 64.75%
Thyroid receptor binding + 0.5493 54.93%
Glucocorticoid receptor binding + 0.8488 84.88%
Aromatase binding + 0.6622 66.22%
PPAR gamma + 0.6483 64.83%
Honey bee toxicity - 0.8370 83.70%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9165 91.65%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.01% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.50% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.98% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.88% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 88.92% 95.93%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.73% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.03% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.17% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.37% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.62% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.59% 97.25%
CHEMBL2581 P07339 Cathepsin D 83.14% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.83% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.95% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.70% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.46% 94.33%

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.
Plagiochila asplenioides
Plagiochila porelloides

Cross-Links

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PubChem 101290194
LOTUS LTS0047813
wikiData Q105265622