[(5S,5aR,7R,9aS)-1,5,8-trimethyl-4-oxo-5a,6,7,9a-tetrahydro-5H-benzo[e][1]benzofuran-7-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 3a71da47-8c9d-408f-b362-bcb571fc9a21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(5S,5aR,7R,9aS)-1,5,8-trimethyl-4-oxo-5a,6,7,9a-tetrahydro-5H-benzo[e][1]benzofuran-7-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O4/c1-6-10(2)20(22)24-16-8-14-13(5)18(21)19-17(12(4)9-23-19)15(14)7-11(16)3/h6-7,9,13-16H,8H2,1-5H3/b10-6-/t13-,14-,15+,16+/m0/s1
• InChI Key: MKWWNWBOBCXLHD-USFPHYMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7968	79.68%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7082	70.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8751	87.51%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5378	53.78%
P-glycoprotein inhibitior	-	0.5068	50.68%
P-glycoprotein substrate	-	0.7634	76.34%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.6219	62.19%
CYP2C9 inhibition	-	0.6926	69.26%
CYP2C19 inhibition	+	0.6616	66.16%
CYP2D6 inhibition	-	0.8685	86.85%
CYP1A2 inhibition	+	0.7871	78.71%
CYP2C8 inhibition	-	0.6878	68.78%
CYP inhibitory promiscuity	+	0.7869	78.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4726	47.26%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8314	83.14%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.6909	69.09%
skin sensitisation	-	0.6106	61.06%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7041	70.41%
Acute Oral Toxicity (c)	III	0.4637	46.37%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	-	0.5291	52.91%
Glucocorticoid receptor binding	+	0.5962	59.62%
Aromatase binding	-	0.5921	59.21%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.7742	77.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	96.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.53%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.41%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.26%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.69%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.46%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	80.77%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.63%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.41%	97.09%

Plants that contains it

• Acritopappus prunifolius

Cross-Links

• PubChem: 163191108
• LOTUS: LTS0228046
• wikiData: Q105166285