methyl (2Z)-2-[(4R,6S,10S)-6-methyl-8,12-dioxo-5,11-dioxatricyclo[8.2.1.04,6]tridec-1(13)-en-9-ylidene]propanoate

Details

• Internal ID: 0e5453a1-ae90-48a3-bf21-743c41f57ab4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl (2Z)-2-[(4R,6S,10S)-6-methyl-8,12-dioxo-5,11-dioxatricyclo[8.2.1.04,6]tridec-1(13)-en-9-ylidene]propanoate
• InChI: InChI=1S/C16H18O6/c1-8(14(18)20-3)13-10(17)7-16(2)12(22-16)5-4-9-6-11(13)21-15(9)19/h6,11-12H,4-5,7H2,1-3H3/b13-8+/t11-,12+,16-/m0/s1
• InChI Key: VGSSDIJIZFPPLT-UODUVPGPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 6
• 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	+	0.9882	98.82%
Caco-2	+	0.6434	64.34%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6949	69.49%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5517	55.17%
P-glycoprotein inhibitior	-	0.6868	68.68%
P-glycoprotein substrate	-	0.7715	77.15%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8051	80.51%
CYP2C19 inhibition	-	0.8745	87.45%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	+	0.5779	57.79%
CYP2C8 inhibition	-	0.7952	79.52%
CYP inhibitory promiscuity	-	0.9366	93.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5052	50.52%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8943	89.43%
Skin irritation	-	0.5830	58.30%
Skin corrosion	-	0.8936	89.36%
Ames mutagenesis	-	0.5508	55.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.6466	64.66%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7958	79.58%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7791	77.91%
Acute Oral Toxicity (c)	III	0.4531	45.31%
Estrogen receptor binding	+	0.5428	54.28%
Androgen receptor binding	-	0.5700	57.00%
Thyroid receptor binding	-	0.6268	62.68%
Glucocorticoid receptor binding	+	0.7514	75.14%
Aromatase binding	-	0.7146	71.46%
PPAR gamma	+	0.5692	56.92%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9751	97.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.22%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.18%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.70%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	86.54%	89.63%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.37%	93.03%
CHEMBL5028	O14672	ADAM10	81.66%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 162952965
• LOTUS: LTS0203088
• wikiData: Q105286011