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1a,5,9-Trimethyl-13-methylene-12-oxo-1a,2,3,6,7,8,9,10,10a,12,13,13a,14,14a-tetradecahydrooxireno[2',3':4,5]cyclotetradeca[1,2-b]furan-10-yl acetate

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 1fba724e-8f10-4f8e-b20b-d8a34d00ee72
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name [(1S,3S,5R,8Z,13S,14S,15R)-5,9,13-trimethyl-18-methylidene-17-oxo-4,16-dioxatricyclo[13.3.0.03,5]octadec-8-en-14-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H32O5/c1-13-8-6-10-14(2)19(25-16(4)23)20-17(15(3)21(24)26-20)12-18-22(5,27-18)11-7-9-13/h9,14,17-20H,3,6-8,10-12H2,1-2,4-5H3/b13-9-/t14-,17-,18-,19-,20+,22+/m0/s1
InChI Key KSMMWIWWLQEPOL-TZUJLDPPSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O5
Molecular Weight 376.50 g/mol
Exact Mass 376.22497412 g/mol
Topological Polar Surface Area (TPSA) 65.10 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.11
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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[(1S,3S,5R,8Z,13S,14S,15R)-5,9,13-Trimethyl-18-methylidene-17-oxo-4,16-dioxatricyclo[13.3.0.03,5]octadec-8-en-14-yl] acetate
1a,5,9-Trimethyl-13-methylene-12-oxo-1a,2,3,6,7,8,9,10,10a,12,13,13a,14,14a-tetradecahydrooxireno[2',3':4,5]cyclotetradeca[1,2-b]furan-10-yl acetate

2D Structure

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2D Structure of 1a,5,9-Trimethyl-13-methylene-12-oxo-1a,2,3,6,7,8,9,10,10a,12,13,13a,14,14a-tetradecahydrooxireno[2',3':4,5]cyclotetradeca[1,2-b]furan-10-yl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9821 98.21%
Caco-2 + 0.7406 74.06%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6737 67.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8708 87.08%
OATP1B3 inhibitior + 0.8932 89.32%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4938 49.38%
P-glycoprotein inhibitior + 0.6744 67.44%
P-glycoprotein substrate - 0.7500 75.00%
CYP3A4 substrate + 0.6951 69.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8860 88.60%
CYP3A4 inhibition - 0.6780 67.80%
CYP2C9 inhibition - 0.8517 85.17%
CYP2C19 inhibition - 0.8309 83.09%
CYP2D6 inhibition - 0.9351 93.51%
CYP1A2 inhibition + 0.6469 64.69%
CYP2C8 inhibition + 0.5498 54.98%
CYP inhibitory promiscuity - 0.9295 92.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5706 57.06%
Eye corrosion - 0.9791 97.91%
Eye irritation - 0.8430 84.30%
Skin irritation - 0.5509 55.09%
Skin corrosion - 0.8971 89.71%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7257 72.57%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.7208 72.08%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5905 59.05%
Acute Oral Toxicity (c) III 0.6106 61.06%
Estrogen receptor binding + 0.6636 66.36%
Androgen receptor binding + 0.7045 70.45%
Thyroid receptor binding + 0.6050 60.50%
Glucocorticoid receptor binding + 0.6893 68.93%
Aromatase binding - 0.4945 49.45%
PPAR gamma + 0.6191 61.91%
Honey bee toxicity - 0.7323 73.23%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9919 99.19%

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 97.88% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.56% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.40% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.16% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.77% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.80% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.26% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.96% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.79% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.97% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.51% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.55% 91.07%
CHEMBL5028 O14672 ADAM10 83.05% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.57% 92.50%
CHEMBL2581 P07339 Cathepsin D 81.47% 98.95%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.37% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.23% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.03% 93.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.02% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.64% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 6477125
LOTUS LTS0270749
wikiData Q104396790