(4,9-Dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradeca-7,9-dien-2-yl) 2-methylbut-2-enoate

Details

• Internal ID: c9be62fb-6667-444d-81da-28ed6c2daa94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (4,9-dimethyl-14-methylidene-13-oxo-5,12-dioxatricyclo[9.3.0.04,6]tetradeca-7,9-dien-2-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(O2)C=CC(=CC3C1C(=C)C(=O)O3)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2(C(O2)C=CC(=CC3C1C(=C)C(=O)O3)C)C
• InChI: InChI=1S/C20H24O5/c1-6-12(3)18(21)24-15-10-20(5)16(25-20)8-7-11(2)9-14-17(15)13(4)19(22)23-14/h6-9,14-17H,4,10H2,1-3,5H3
• InChI Key: HKIFVFPEXSTSFX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 5
• 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	+	0.9858	98.58%
Caco-2	+	0.7505	75.05%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5668	56.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4752	47.52%
P-glycoprotein inhibitior	+	0.5920	59.20%
P-glycoprotein substrate	-	0.6568	65.68%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.6240	62.40%
CYP2C9 inhibition	-	0.8796	87.96%
CYP2C19 inhibition	-	0.8410	84.10%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.7277	72.77%
CYP2C8 inhibition	-	0.6507	65.07%
CYP inhibitory promiscuity	-	0.8468	84.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.4303	43.03%
Eye corrosion	-	0.9484	94.84%
Eye irritation	-	0.8793	87.93%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.8977	89.77%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7502	75.02%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.7303	73.03%
skin sensitisation	-	0.5449	54.49%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7654	76.54%
Acute Oral Toxicity (c)	III	0.4430	44.30%
Estrogen receptor binding	+	0.7235	72.35%
Androgen receptor binding	+	0.5221	52.21%
Thyroid receptor binding	+	0.6736	67.36%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	-	0.5315	53.15%
PPAR gamma	+	0.5412	54.12%
Honey bee toxicity	-	0.5669	56.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	97.74%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.17%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.63%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.89%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	85.45%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.16%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%

Plants that contains it

• Hartwrightia floridana

Cross-Links

• PubChem: 162923641
• LOTUS: LTS0090855
• wikiData: Q105025383