9,13-Dimethyl-4-methylidene-6,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradecan-5-one

Details

• Internal ID: 7bdd391d-3a10-4d49-8d75-6e93f4b37b3e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 9,13-dimethyl-4-methylidene-6,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradecan-5-one
• SMILES (Canonical): CC12CCCC3(C1(O3)CC4C(C2)OC(=O)C4=C)C
• SMILES (Isomeric): CC12CCCC3(C1(O3)CC4C(C2)OC(=O)C4=C)C
• InChI: InChI=1S/C15H20O3/c1-9-10-7-15-13(2,8-11(10)17-12(9)16)5-4-6-14(15,3)18-15/h10-11H,1,4-8H2,2-3H3
• InChI Key: BSZNUAGWEMADPW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 3
• 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	+	0.9953	99.53%
Caco-2	+	0.8415	84.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6273	62.73%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.9629	96.29%
P-glycoprotein inhibitior	-	0.9077	90.77%
P-glycoprotein substrate	-	0.8759	87.59%
CYP3A4 substrate	+	0.5551	55.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.6263	62.63%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.7026	70.26%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	+	0.7581	75.81%
CYP2C8 inhibition	-	0.7825	78.25%
CYP inhibitory promiscuity	-	0.8463	84.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5514	55.14%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7589	75.89%
Skin irritation	-	0.5802	58.02%
Skin corrosion	-	0.8998	89.98%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5133	51.33%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.5904	59.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6294	62.94%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.7128	71.28%
Androgen receptor binding	+	0.6497	64.97%
Thyroid receptor binding	-	0.5716	57.16%
Glucocorticoid receptor binding	+	0.6794	67.94%
Aromatase binding	+	0.6890	68.90%
PPAR gamma	+	0.5227	52.27%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.44%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.98%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.10%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.56%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.74%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.12%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.05%	85.14%
CHEMBL259	P32245	Melanocortin receptor 4	81.81%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.16%	100.00%

Plants that contains it

• Calea szyszylowiczii

Cross-Links

• PubChem: 3630506
• LOTUS: LTS0003429
• wikiData: Q104945480