1,9-Dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.02,6]tetradec-9-ene-4,13-dione

Details

• Internal ID: 52d76408-a9b2-401d-a5c3-69d6277c66b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: 1,9-dimethyl-5-methylidene-3,14-dioxatricyclo[8.4.0.02,6]tetradec-9-ene-4,13-dione
• SMILES (Canonical): CC1=C2CCC(=O)OC2(C3C(CC1)C(=C)C(=O)O3)C
• SMILES (Isomeric): CC1=C2CCC(=O)OC2(C3C(CC1)C(=C)C(=O)O3)C
• InChI: InChI=1S/C15H18O4/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(16)19-15/h10,13H,2,4-7H2,1,3H3
• InChI Key: IOGFBFUSBVLQMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• NSC106391
• NSC-106391

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9832	98.32%
Caco-2	+	0.7698	76.98%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7765	77.65%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8578	85.78%
P-glycoprotein inhibitior	-	0.7255	72.55%
P-glycoprotein substrate	-	0.8809	88.09%
CYP3A4 substrate	+	0.5975	59.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.9227	92.27%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	+	0.5146	51.46%
CYP2C8 inhibition	-	0.7472	74.72%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.5716	57.16%
Skin irritation	-	0.5213	52.13%
Skin corrosion	-	0.8190	81.90%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6968	69.68%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6633	66.33%
Acute Oral Toxicity (c)	III	0.5295	52.95%
Estrogen receptor binding	-	0.5408	54.08%
Androgen receptor binding	+	0.5817	58.17%
Thyroid receptor binding	-	0.7063	70.63%
Glucocorticoid receptor binding	-	0.4827	48.27%
Aromatase binding	-	0.6613	66.13%
PPAR gamma	-	0.6988	69.88%
Honey bee toxicity	-	0.8477	84.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.83%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.74%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.13%	99.23%
CHEMBL1871	P10275	Androgen Receptor	85.84%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.42%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.98%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.61%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.05%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.60%	96.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.25%	93.40%

Plants that contains it

• Ambrosia artemisiifolia
• Ambrosia confertiflora
• Ambrosia psilostachya
• Ambrosia tenuifolia

Cross-Links

• PubChem: 98332
• LOTUS: LTS0105294
• wikiData: Q105116633