(10-Methyl-6-methylidene-5,13-dioxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-9,11-dien-8-yl) 2-methylprop-2-enoate

Details

• Internal ID: 67d508c2-bedb-4a14-8f4e-f8c9688ffc5d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (10-methyl-6-methylidene-5,13-dioxo-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-9,11-dien-8-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1=CC(C2C(CC3C(=O)C=C1O3)OC(=O)C2=C)OC(=O)C(=C)C
• SMILES (Isomeric): CC1=CC(C2C(CC3C(=O)C=C1O3)OC(=O)C2=C)OC(=O)C(=C)C
• InChI: InChI=1S/C18H18O6/c1-8(2)17(20)23-14-5-9(3)12-6-11(19)13(22-12)7-15-16(14)10(4)18(21)24-15/h5-6,13-16H,1,4,7H2,2-3H3
• InChI Key: MFOWZFZXFMFYTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 6
• 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	+	0.9882	98.82%
Caco-2	+	0.5513	55.13%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6887	68.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6419	64.19%
P-glycoprotein inhibitior	-	0.6620	66.20%
P-glycoprotein substrate	-	0.7281	72.81%
CYP3A4 substrate	+	0.6183	61.83%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.6849	68.49%
CYP2C9 inhibition	-	0.8951	89.51%
CYP2C19 inhibition	-	0.7650	76.50%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.7172	71.72%
CYP2C8 inhibition	-	0.6666	66.66%
CYP inhibitory promiscuity	-	0.7622	76.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4546	45.46%
Eye corrosion	-	0.8793	87.93%
Eye irritation	-	0.6462	64.62%
Skin irritation	-	0.6828	68.28%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4110	41.10%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7699	76.99%
skin sensitisation	-	0.6295	62.95%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8594	85.94%
Acute Oral Toxicity (c)	IV	0.4800	48.00%
Estrogen receptor binding	+	0.6901	69.01%
Androgen receptor binding	+	0.5592	55.92%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	-	0.5865	58.65%
PPAR gamma	+	0.5559	55.59%
Honey bee toxicity	-	0.6034	60.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9133	91.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.20%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.20%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.13%	95.50%

Plants that contains it

• Eremanthus erythropappus

Cross-Links

• PubChem: 163024448
• LOTUS: LTS0097136
• wikiData: Q105162909