5,9-Dimethyl-14-methylidene-3,12-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one

Details

• Internal ID: 46df2fe3-04b6-4dcd-9a65-2d728a9874e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 5,9-dimethyl-14-methylidene-3,12-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
• SMILES (Canonical): CC1CCC=C(CC2C(C3C1O3)C(=C)C(=O)O2)C
• SMILES (Isomeric): CC1CCC=C(CC2C(C3C1O3)C(=C)C(=O)O2)C
• InChI: InChI=1S/C15H20O3/c1-8-5-4-6-9(2)13-14(18-13)12-10(3)15(16)17-11(12)7-8/h5,9,11-14H,3-4,6-7H2,1-2H3
• InChI Key: ZFKBZJCFIZZHSW-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: 2.60
• Atomic LogP (AlogP): 2.62
• 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	+	0.9946	99.46%
Caco-2	+	0.9274	92.74%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5247	52.47%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.8541	85.41%
P-glycoprotein substrate	-	0.8761	87.61%
CYP3A4 substrate	+	0.5123	51.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.7272	72.72%
CYP2C9 inhibition	-	0.8857	88.57%
CYP2C19 inhibition	-	0.8304	83.04%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	+	0.8551	85.51%
CYP2C8 inhibition	-	0.8287	82.87%
CYP inhibitory promiscuity	-	0.9004	90.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6005	60.05%
Eye corrosion	-	0.9387	93.87%
Eye irritation	-	0.6217	62.17%
Skin irritation	-	0.5423	54.23%
Skin corrosion	-	0.9035	90.35%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5165	51.65%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6071	60.71%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7233	72.33%
Acute Oral Toxicity (c)	III	0.4760	47.60%
Estrogen receptor binding	-	0.5792	57.92%
Androgen receptor binding	-	0.4833	48.33%
Thyroid receptor binding	-	0.5640	56.40%
Glucocorticoid receptor binding	+	0.5782	57.82%
Aromatase binding	-	0.6371	63.71%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	93.58%	86.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.38%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	88.04%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.59%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.51%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.63%	97.36%

Plants that contains it

• Cassinia subtropica

Cross-Links

• PubChem: 163100017
• LOTUS: LTS0186759
• wikiData: Q105374262