2,11-Dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadeca-2,14-dien-7-one

Details

• Internal ID: 44f7528b-1e60-4a4f-b18f-3d4e808f85e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadeca-2,14-dien-7-one
• InChI: InChI=1S/C15H16O4/c1-8-4-5-10-9(2)13(16)17-11(10)12-14(3)6-7-15(8,12)19-18-14/h4,6-7,10-12H,2,5H2,1,3H3
• InChI Key: KSOOWBAETQQLMP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.6790	67.90%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4593	45.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9011	90.11%
P-glycoprotein inhibitior	-	0.8623	86.23%
P-glycoprotein substrate	-	0.8358	83.58%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	+	0.5095	50.95%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.7666	76.66%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.5669	56.69%
CYP2C8 inhibition	-	0.7251	72.51%
CYP inhibitory promiscuity	-	0.7935	79.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9025	90.25%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.9349	93.49%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.5601	56.01%
Skin corrosion	-	0.8541	85.41%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3793	37.93%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.6169	61.69%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6737	67.37%
Acute Oral Toxicity (c)	II	0.3832	38.32%
Estrogen receptor binding	+	0.6408	64.08%
Androgen receptor binding	+	0.6360	63.60%
Thyroid receptor binding	-	0.4897	48.97%
Glucocorticoid receptor binding	-	0.5355	53.55%
Aromatase binding	+	0.5185	51.85%
PPAR gamma	+	0.6396	63.96%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9710	97.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.72%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.02%	94.00%

Plants that contains it

• Ursinia nudicaulis

Cross-Links

• PubChem: 101625604
• LOTUS: LTS0036870
• wikiData: Q105145528