6,11-Dimethyl-5-(3-oxobut-1-enyl)-4,9-dioxatricyclo[6.3.0.03,5]undecan-10-one

Details

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Internal ID 1ecba2a4-183e-44b2-bc5c-20b02ea9518b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Xanthanolides
IUPAC Name 6,11-dimethyl-5-(3-oxobut-1-enyl)-4,9-dioxatricyclo[6.3.0.03,5]undecan-10-one
SMILES (Canonical) CC1CC2C(CC3C1(O3)C=CC(=O)C)C(C(=O)O2)C
SMILES (Isomeric) CC1CC2C(CC3C1(O3)C=CC(=O)C)C(C(=O)O2)C
InChI InChI=1S/C15H20O4/c1-8-6-12-11(10(3)14(17)18-12)7-13-15(8,19-13)5-4-9(2)16/h4-5,8,10-13H,6-7H2,1-3H3
InChI Key PNFGMIFHPGOUEO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O4
Molecular Weight 264.32 g/mol
Exact Mass 264.13615911 g/mol
Topological Polar Surface Area (TPSA) 55.90 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.88
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6,11-Dimethyl-5-(3-oxobut-1-enyl)-4,9-dioxatricyclo[6.3.0.03,5]undecan-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 + 0.9854 98.54%
Caco-2 + 0.5884 58.84%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.5588 55.88%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.9404 94.04%
OATP1B3 inhibitior + 0.9431 94.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.8063 80.63%
P-glycoprotein inhibitior - 0.8369 83.69%
P-glycoprotein substrate - 0.7098 70.98%
CYP3A4 substrate + 0.5717 57.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.7982 79.82%
CYP2C9 inhibition - 0.8866 88.66%
CYP2C19 inhibition - 0.8791 87.91%
CYP2D6 inhibition - 0.9569 95.69%
CYP1A2 inhibition - 0.6979 69.79%
CYP2C8 inhibition - 0.8775 87.75%
CYP inhibitory promiscuity - 0.9741 97.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8817 88.17%
Carcinogenicity (trinary) Non-required 0.5882 58.82%
Eye corrosion - 0.9705 97.05%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.5886 58.86%
Skin corrosion - 0.8517 85.17%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5068 50.68%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.6469 64.69%
skin sensitisation - 0.6814 68.14%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5178 51.78%
Acute Oral Toxicity (c) III 0.5504 55.04%
Estrogen receptor binding + 0.7455 74.55%
Androgen receptor binding - 0.4903 49.03%
Thyroid receptor binding - 0.5490 54.90%
Glucocorticoid receptor binding + 0.7174 71.74%
Aromatase binding - 0.6356 63.56%
PPAR gamma - 0.6286 62.86%
Honey bee toxicity - 0.7798 77.98%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9870 98.70%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.39% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.57% 91.11%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 94.17% 95.72%
CHEMBL340 P08684 Cytochrome P450 3A4 87.38% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.37% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.01% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 84.54% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.10% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.94% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.11% 97.09%

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.
Dittrichia graveolens
Xanthium strumarium

Cross-Links

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PubChem 162945096
LOTUS LTS0159548
wikiData Q105211903