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

Details

• Internal ID: 9defe568-85d0-4862-bc49-1fdf96a42729
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(6-ethenyl-6-formyl-4-hydroxy-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-7-yl)prop-2-enyl acetate
• InChI: InChI=1S/C17H20O6/c1-5-17(8-18)6-12(20)13-10(3)16(21)23-15(13)14(17)9(2)7-22-11(4)19/h5,8,12-15,20H,1-3,6-7H2,4H3
• InChI Key: IDUZLPMKHHAHHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.96
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	-	0.7133	71.33%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8789	87.89%
P-glycoprotein inhibitior	-	0.7855	78.55%
P-glycoprotein substrate	-	0.6885	68.85%
CYP3A4 substrate	+	0.5920	59.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.9110	91.10%
CYP2C9 inhibition	-	0.8849	88.49%
CYP2C19 inhibition	-	0.8500	85.00%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.7607	76.07%
CYP2C8 inhibition	-	0.7959	79.59%
CYP inhibitory promiscuity	-	0.9020	90.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6275	62.75%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.8361	83.61%
Skin irritation	-	0.5654	56.54%
Skin corrosion	-	0.9027	90.27%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7647	76.47%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5516	55.16%
skin sensitisation	-	0.6532	65.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8618	86.18%
Acute Oral Toxicity (c)	III	0.5637	56.37%
Estrogen receptor binding	+	0.5480	54.80%
Androgen receptor binding	+	0.6039	60.39%
Thyroid receptor binding	-	0.5554	55.54%
Glucocorticoid receptor binding	+	0.6339	63.39%
Aromatase binding	-	0.6626	66.26%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6845	68.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	97.76%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.93%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.42%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.77%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.68%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.98%	95.89%

Plants that contains it

• Dicoma tomentosa

Cross-Links

• PubChem: 163034333
• LOTUS: LTS0144590
• wikiData: Q105111555