(9a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 8fd9e74d-f343-457c-bf43-e90de18f2f6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (9a-hydroxy-3,4a,5-trimethyl-2-oxo-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O5/c1-6-11(2)17(21)24-16-15-13(4)18(22)25-20(15,23)10-14-9-7-8-12(3)19(14,16)5/h6,9,12,16,23H,7-8,10H2,1-5H3
• InChI Key: WQHFMPJKDVURIK-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): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8524	85.24%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7284	72.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	+	0.6120	61.20%
P-glycoprotein inhibitior	-	0.6129	61.29%
P-glycoprotein substrate	-	0.7071	70.71%
CYP3A4 substrate	+	0.6484	64.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.5948	59.48%
CYP2C9 inhibition	-	0.8567	85.67%
CYP2C19 inhibition	-	0.9429	94.29%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.5897	58.97%
CYP2C8 inhibition	-	0.5634	56.34%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5077	50.77%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9280	92.80%
Skin irritation	+	0.6781	67.81%
Skin corrosion	-	0.8981	89.81%
Ames mutagenesis	-	0.6024	60.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8428	84.28%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6077	60.77%
skin sensitisation	-	0.8327	83.27%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.7548	75.48%
Acute Oral Toxicity (c)	III	0.3328	33.28%
Estrogen receptor binding	-	0.6158	61.58%
Androgen receptor binding	+	0.5970	59.70%
Thyroid receptor binding	+	0.5418	54.18%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	+	0.6320	63.20%
PPAR gamma	+	0.6806	68.06%
Honey bee toxicity	-	0.6699	66.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	97.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.68%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.37%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.51%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.19%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.14%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.56%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.75%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.58%	91.07%

Plants that contains it

• Ligulariopsis shichuana

Cross-Links

• PubChem: 73075495
• LOTUS: LTS0025154
• wikiData: Q105310715