[6-ethenyl-7-(3-hydroxyprop-1-en-2-yl)-6-methyl-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] acetate

Details

• Internal ID: 6372945f-f7a3-4269-8c74-b17359a71ea6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [6-ethenyl-7-(3-hydroxyprop-1-en-2-yl)-6-methyl-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] acetate
• InChI: InChI=1S/C17H22O5/c1-6-17(5)7-12(21-11(4)19)13-10(3)16(20)22-15(13)14(17)9(2)8-18/h6,12-15,18H,1-3,7-8H2,4-5H3
• InChI Key: UGRVKQYFUFXPGL-UHFFFAOYSA-N
• Popularity: 0 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): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	-	0.5665	56.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6763	67.63%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.8798	87.98%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8941	89.41%
P-glycoprotein inhibitior	-	0.8102	81.02%
P-glycoprotein substrate	-	0.7667	76.67%
CYP3A4 substrate	+	0.6266	62.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.6695	66.95%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8480	84.80%
CYP2D6 inhibition	-	0.9612	96.12%
CYP1A2 inhibition	-	0.7415	74.15%
CYP2C8 inhibition	-	0.7998	79.98%
CYP inhibitory promiscuity	-	0.8141	81.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.8413	84.13%
Skin irritation	-	0.6364	63.64%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7982	79.82%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6652	66.52%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8209	82.09%
Acute Oral Toxicity (c)	III	0.5261	52.61%
Estrogen receptor binding	-	0.5606	56.06%
Androgen receptor binding	+	0.6046	60.46%
Thyroid receptor binding	-	0.5602	56.02%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	-	0.5611	56.11%
PPAR gamma	-	0.6225	62.25%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	97.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.13%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.79%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.28%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.55%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.73%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%

Plants that contains it

• Mikania minima

Cross-Links

• PubChem: 162844633
• LOTUS: LTS0229700
• wikiData: Q105272525