1-Methyl-11-methylidene-3,8,13-trioxapentacyclo[7.6.1.02,4.06,16.010,14]hexadec-5-ene-7,12-dione

Details

• Internal ID: 1e2e0dd2-5ec3-445d-8653-dccdd12713a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 1-methyl-11-methylidene-3,8,13-trioxapentacyclo[7.6.1.02,4.06,16.010,14]hexadec-5-ene-7,12-dione
• SMILES (Canonical): CC12CC3C(C4C1C(=CC5C2O5)C(=O)O4)C(=C)C(=O)O3
• SMILES (Isomeric): CC12CC3C(C4C1C(=CC5C2O5)C(=O)O4)C(=C)C(=O)O3
• InChI: InChI=1S/C15H14O5/c1-5-9-8(19-13(5)16)4-15(2)10-6(3-7-12(15)18-7)14(17)20-11(9)10/h3,7-12H,1,4H2,2H3
• InChI Key: SDDUXDYWCUNMAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 5
• 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	+	0.9936	99.36%
Caco-2	+	0.5684	56.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6244	62.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8600	86.00%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9472	94.72%
P-glycoprotein inhibitior	-	0.7224	72.24%
P-glycoprotein substrate	-	0.8338	83.38%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.5911	59.11%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	-	0.8087	80.87%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.7732	77.32%
CYP2C8 inhibition	-	0.7962	79.62%
CYP inhibitory promiscuity	-	0.7603	76.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.3822	38.22%
Eye corrosion	-	0.9627	96.27%
Eye irritation	-	0.5978	59.78%
Skin irritation	-	0.5931	59.31%
Skin corrosion	-	0.8523	85.23%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6861	68.61%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.6164	61.64%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6380	63.80%
Acute Oral Toxicity (c)	III	0.3976	39.76%
Estrogen receptor binding	+	0.7278	72.78%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	-	0.5694	56.94%
Glucocorticoid receptor binding	-	0.5504	55.04%
Aromatase binding	+	0.5394	53.94%
PPAR gamma	-	0.5076	50.76%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	96.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.58%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	86.29%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.78%	97.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.86%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.68%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.60%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.31%	100.00%

Plants that contains it

• Mikania cynanchifolia

Cross-Links

• PubChem: 162886457
• LOTUS: LTS0177811
• wikiData: Q105250578