methyl 2-[(5S,6S,7aR)-6-ethenyl-3,6-dimethyl-2-oxo-4,5,7,7a-tetrahydro-1-benzofuran-5-yl]prop-2-enoate

Details

• Internal ID: 8c0aa1f4-83af-4799-9408-6e3e5d20b760
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 2-[(5S,6S,7aR)-6-ethenyl-3,6-dimethyl-2-oxo-4,5,7,7a-tetrahydro-1-benzofuran-5-yl]prop-2-enoate
• InChI: InChI=1S/C16H20O4/c1-6-16(4)8-13-11(9(2)15(18)20-13)7-12(16)10(3)14(17)19-5/h6,12-13H,1,3,7-8H2,2,4-5H3/t12-,13-,16-/m1/s1
• InChI Key: ODNZGWQSPYLHGS-XJKCOSOUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.5199	51.99%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8676	86.76%
P-glycoprotein inhibitior	-	0.8672	86.72%
P-glycoprotein substrate	-	0.8150	81.50%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	+	0.5240	52.40%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.5845	58.45%
CYP2C8 inhibition	-	0.7245	72.45%
CYP inhibitory promiscuity	-	0.8550	85.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8917	89.17%
Carcinogenicity (trinary)	Non-required	0.5419	54.19%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.7218	72.18%
Skin irritation	-	0.6039	60.39%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3982	39.82%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6607	66.07%
skin sensitisation	-	0.6800	68.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8446	84.46%
Acute Oral Toxicity (c)	III	0.5887	58.87%
Estrogen receptor binding	+	0.5540	55.40%
Androgen receptor binding	+	0.5570	55.70%
Thyroid receptor binding	-	0.6339	63.39%
Glucocorticoid receptor binding	+	0.5436	54.36%
Aromatase binding	-	0.6471	64.71%
PPAR gamma	-	0.5570	55.70%
Honey bee toxicity	-	0.7805	78.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.36%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	85.68%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.43%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.72%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.39%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.37%	91.07%
CHEMBL5028	O14672	ADAM10	82.99%	97.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.24%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.02%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	81.43%	96.00%

Plants that contains it

• Neolitsea hiiranensis
• Neolitsea sericea

Cross-Links

• PubChem: 163066280
• LOTUS: LTS0003670
• wikiData: Q105189949