(9-Formyl-14-methylidene-13-oxo-6,12-dioxatricyclo[9.3.0.05,7]tetradeca-3,8-dien-4-yl)methyl 2-methylpropanoate

Details

• Internal ID: be391a06-598a-46ca-aafa-fde90bccae05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (9-formyl-14-methylidene-13-oxo-6,12-dioxatricyclo[9.3.0.05,7]tetradeca-3,8-dien-4-yl)methyl 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OCC1=CCC2C(CC(=CC3C1O3)C=O)OC(=O)C2=C
• SMILES (Isomeric): CC(C)C(=O)OCC1=CCC2C(CC(=CC3C1O3)C=O)OC(=O)C2=C
• InChI: InChI=1S/C19H22O6/c1-10(2)18(21)23-9-13-4-5-14-11(3)19(22)25-15(14)6-12(8-20)7-16-17(13)24-16/h4,7-8,10,14-17H,3,5-6,9H2,1-2H3
• InChI Key: DKEPXXSPYUPBQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	-	0.5165	51.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7524	75.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6326	63.26%
P-glycoprotein inhibitior	-	0.5404	54.04%
P-glycoprotein substrate	-	0.7792	77.92%
CYP3A4 substrate	+	0.6077	60.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.5966	59.66%
CYP2C9 inhibition	-	0.6730	67.30%
CYP2C19 inhibition	-	0.6381	63.81%
CYP2D6 inhibition	-	0.8994	89.94%
CYP1A2 inhibition	-	0.6427	64.27%
CYP2C8 inhibition	-	0.5653	56.53%
CYP inhibitory promiscuity	-	0.6510	65.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5888	58.88%
Eye corrosion	-	0.9442	94.42%
Eye irritation	-	0.8086	80.86%
Skin irritation	-	0.6724	67.24%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4292	42.92%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6556	65.56%
skin sensitisation	-	0.5331	53.31%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7838	78.38%
Acute Oral Toxicity (c)	III	0.5133	51.33%
Estrogen receptor binding	+	0.6848	68.48%
Androgen receptor binding	+	0.6743	67.43%
Thyroid receptor binding	-	0.5422	54.22%
Glucocorticoid receptor binding	+	0.8351	83.51%
Aromatase binding	+	0.6011	60.11%
PPAR gamma	+	0.5723	57.23%
Honey bee toxicity	-	0.7889	78.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

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	95.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.37%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.49%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.77%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.35%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.17%	95.50%

Plants that contains it

• Mikania microptera

Cross-Links

• PubChem: 496022
• LOTUS: LTS0252038
• wikiData: Q104983140