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

Details

• Internal ID: a6a92d1f-a6cb-447e-b7e1-34a049c1b0b0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 2-[(5S,6S,7aR)-6-ethenyl-7a-methoxy-3,6-dimethyl-2-oxo-5,7-dihydro-4H-1-benzofuran-5-yl]prop-2-enoate
• InChI: InChI=1S/C17H22O5/c1-7-16(4)9-17(21-6)13(11(3)15(19)22-17)8-12(16)10(2)14(18)20-5/h7,12H,1-2,8-9H2,3-6H3/t12-,16-,17-/m1/s1
• InChI Key: DZHOALNFRCVIHK-CSMYWGQOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5927	59.27%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.9067	90.67%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9012	90.12%
P-glycoprotein inhibitior	-	0.8129	81.29%
P-glycoprotein substrate	-	0.7699	76.99%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.5058	50.58%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9710	97.10%
CYP1A2 inhibition	-	0.5596	55.96%
CYP2C8 inhibition	-	0.6606	66.06%
CYP inhibitory promiscuity	-	0.8641	86.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9707	97.07%
Eye irritation	-	0.7023	70.23%
Skin irritation	-	0.5986	59.86%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3975	39.75%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6235	62.35%
skin sensitisation	-	0.7119	71.19%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.8294	82.94%
Acute Oral Toxicity (c)	III	0.4563	45.63%
Estrogen receptor binding	+	0.6130	61.30%
Androgen receptor binding	+	0.5728	57.28%
Thyroid receptor binding	+	0.5214	52.14%
Glucocorticoid receptor binding	-	0.4837	48.37%
Aromatase binding	-	0.6051	60.51%
PPAR gamma	+	0.5663	56.63%
Honey bee toxicity	-	0.8140	81.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	98.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.65%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.40%	91.19%
CHEMBL5028	O14672	ADAM10	83.51%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.72%	91.07%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.15%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.00%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	81.68%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.95%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.72%	91.24%

Plants that contains it

• Neolitsea hiiranensis

Cross-Links

• PubChem: 162930059
• LOTUS: LTS0141435
• wikiData: Q104991796