11-Methoxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione

Details

• Internal ID: 018bf39c-a307-4eed-8327-01a11710e00b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 11-methoxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-8,12(15)-diene-4,13-dione
• SMILES (Canonical): CC1=CCC(C2=CC(C3C(C1)OC(=O)C3=C)OC2=O)OC
• SMILES (Isomeric): CC1=CCC(C2=CC(C3C(C1)OC(=O)C3=C)OC2=O)OC
• InChI: InChI=1S/C16H18O5/c1-8-4-5-11(19-3)10-7-13(21-16(10)18)14-9(2)15(17)20-12(14)6-8/h4,7,11-14H,2,5-6H2,1,3H3
• InChI Key: CZCWUTMULHZVOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7772	77.72%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5924	59.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7737	77.37%
P-glycoprotein inhibitior	-	0.8244	82.44%
P-glycoprotein substrate	-	0.8260	82.60%
CYP3A4 substrate	+	0.5771	57.71%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.8774	87.74%
CYP2C19 inhibition	-	0.8511	85.11%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.5640	56.40%
CYP2C8 inhibition	-	0.7182	71.82%
CYP inhibitory promiscuity	-	0.8733	87.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5322	53.22%
Eye corrosion	-	0.9301	93.01%
Eye irritation	-	0.6989	69.89%
Skin irritation	-	0.6866	68.66%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4173	41.73%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6940	69.40%
skin sensitisation	-	0.7224	72.24%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8896	88.96%
Acute Oral Toxicity (c)	III	0.4124	41.24%
Estrogen receptor binding	+	0.5508	55.08%
Androgen receptor binding	-	0.5682	56.82%
Thyroid receptor binding	-	0.6965	69.65%
Glucocorticoid receptor binding	+	0.6339	63.39%
Aromatase binding	-	0.6523	65.23%
PPAR gamma	-	0.5999	59.99%
Honey bee toxicity	-	0.6064	60.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	91.64%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.43%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.00%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.86%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.37%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.35%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.93%	96.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.21%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%

Plants that contains it

• Baccharis minutiflora
• Crassothonna sedifolia
• Mikania arrojadoi
• Mikania trachypleura

Cross-Links

• PubChem: 162908808
• LOTUS: LTS0086441
• wikiData: Q105346738