[(4aR,8S,8aS,9aS)-4a,9a-dihydroxy-3,5,8a-trimethyl-2,7-dioxo-8,9-dihydro-4H-benzo[f][1]benzofuran-8-yl] acetate

Details

• Internal ID: 005c9e7e-a8ab-44ed-aae4-2477943fec6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(4aR,8S,8aS,9aS)-4a,9a-dihydroxy-3,5,8a-trimethyl-2,7-dioxo-8,9-dihydro-4H-benzo[f][1]benzofuran-8-yl] acetate
• InChI: InChI=1S/C17H20O7/c1-8-5-12(19)13(23-10(3)18)15(4)7-17(22)11(6-16(8,15)21)9(2)14(20)24-17/h5,13,21-22H,6-7H2,1-4H3/t13-,15+,16-,17+/m1/s1
• InChI Key: YAHAKWGBFGSFCV-XBVQOTNRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.5907	59.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6809	68.09%
P-glycoprotein inhibitior	-	0.8183	81.83%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	+	0.6662	66.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.5696	56.96%
CYP2C9 inhibition	-	0.8655	86.55%
CYP2C19 inhibition	-	0.9320	93.20%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.7930	79.30%
CYP2C8 inhibition	-	0.8071	80.71%
CYP inhibitory promiscuity	-	0.8969	89.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.3817	38.17%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7225	72.25%
Skin irritation	+	0.5342	53.42%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4886	48.86%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5401	54.01%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7495	74.95%
Acute Oral Toxicity (c)	I	0.3194	31.94%
Estrogen receptor binding	+	0.7094	70.94%
Androgen receptor binding	+	0.6842	68.42%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.5870	58.70%
Aromatase binding	-	0.5669	56.69%
PPAR gamma	-	0.4834	48.34%
Honey bee toxicity	-	0.8175	81.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5932	59.32%
Fish aquatic toxicity	+	0.9902	99.02%

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	98.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.92%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.35%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.83%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL5028	O14672	ADAM10	80.79%	97.50%

Plants that contains it

• Teucrium viscidum

Cross-Links

• PubChem: 122178800
• LOTUS: LTS0245810
• wikiData: Q105115959