(6-ethenyl-6-formyl-3-methylidene-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl) 2-methylbutanoate

Details

• Internal ID: af1c98b4-5e9f-4716-9642-10705c1ffd46
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (6-ethenyl-6-formyl-3-methylidene-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl) 2-methylbutanoate
• InChI: InChI=1S/C20H26O5/c1-7-12(5)18(22)24-14-9-20(8-2,10-21)16(11(3)4)17-15(14)13(6)19(23)25-17/h8,10,12,14-17H,2-3,6-7,9H2,1,4-5H3
• InChI Key: FOBYLSACEYVQOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.5523	55.23%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4780	47.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.8746	87.46%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8059	80.59%
P-glycoprotein inhibitior	-	0.6036	60.36%
P-glycoprotein substrate	-	0.6028	60.28%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8892	88.92%
CYP3A4 inhibition	+	0.5229	52.29%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.7171	71.71%
CYP2D6 inhibition	-	0.9667	96.67%
CYP1A2 inhibition	-	0.6988	69.88%
CYP2C8 inhibition	-	0.6993	69.93%
CYP inhibitory promiscuity	-	0.5485	54.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4816	48.16%
Eye corrosion	-	0.9624	96.24%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.6126	61.26%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7615	76.15%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6429	64.29%
skin sensitisation	+	0.5080	50.80%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.5888	58.88%
Estrogen receptor binding	+	0.6071	60.71%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.5490	54.90%
Aromatase binding	-	0.6656	66.56%
PPAR gamma	-	0.5423	54.23%
Honey bee toxicity	-	0.6466	64.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	96.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.72%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	83.40%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.96%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.35%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.10%	95.50%

Plants that contains it

• Wunderlichia mirabilis

Cross-Links

• PubChem: 162872733
• LOTUS: LTS0244789
• wikiData: Q104998682