9,13-Dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.02,6.011,13]tridecan-4-one

Details

• Internal ID: d3976105-5bde-4e09-b683-aafa8d7e4b93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 9,13-dimethyl-5-methylidene-3-oxatetracyclo[7.4.0.02,6.011,13]tridecan-4-one
• SMILES (Canonical): CC12CCC3C(C1C4(CC4C2)C)OC(=O)C3=C
• SMILES (Isomeric): CC12CCC3C(C1C4(CC4C2)C)OC(=O)C3=C
• InChI: InChI=1S/C15H20O2/c1-8-10-4-5-14(2)6-9-7-15(9,3)12(14)11(10)17-13(8)16/h9-12H,1,4-7H2,2-3H3
• InChI Key: TVQQAFUTFFHGNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 2
• 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	+	0.9973	99.73%
Caco-2	+	0.8797	87.97%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4579	45.79%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9761	97.61%
P-glycoprotein inhibitior	-	0.8873	88.73%
P-glycoprotein substrate	-	0.8895	88.95%
CYP3A4 substrate	+	0.5873	58.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	+	0.5082	50.82%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	+	0.7223	72.23%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	-	0.8093	80.93%
CYP inhibitory promiscuity	-	0.6506	65.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4980	49.80%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.5810	58.10%
Skin irritation	-	0.5459	54.59%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5186	51.86%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.5559	55.59%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6814	68.14%
Acute Oral Toxicity (c)	III	0.6859	68.59%
Estrogen receptor binding	+	0.6457	64.57%
Androgen receptor binding	+	0.6029	60.29%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	-	0.4830	48.30%
Aromatase binding	-	0.5543	55.43%
PPAR gamma	-	0.6272	62.72%
Honey bee toxicity	-	0.7737	77.37%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.85%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.66%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	87.21%	88.81%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.73%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	84.60%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.58%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.52%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	81.51%	97.79%

Plants that contains it

• Frullania brasiliensis

Cross-Links

• PubChem: 14730995
• LOTUS: LTS0108791
• wikiData: Q105265497