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

Details

• 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

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Dittrichia graveolens
• Xanthium strumarium

Cross-Links

• PubChem: 162945096
• LOTUS: LTS0159548
• wikiData: Q105211903