(4,9a-dimethoxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl) 3-methylsulfanylprop-2-enoate

Details

• Internal ID: 7b758d19-a7a8-4fe3-8462-1f7933c6e773
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4,9a-dimethoxy-3,4a,5-trimethyl-2-oxo-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl) 3-methylsulfanylprop-2-enoate
• InChI: InChI=1S/C21H30O6S/c1-12-17-18(24-4)20(3)13(2)15(26-16(22)9-10-28-6)8-7-14(20)11-21(17,25-5)27-19(12)23/h9-10,13-15,18H,7-8,11H2,1-6H3
• InChI Key: AKVFHSQBKRFJIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₆S
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.17630985 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• 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	+	0.6304	63.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7186	71.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5535	55.35%
P-glycoprotein inhibitior	+	0.6880	68.80%
P-glycoprotein substrate	-	0.5701	57.01%
CYP3A4 substrate	+	0.6923	69.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8917	89.17%
CYP3A4 inhibition	-	0.6816	68.16%
CYP2C9 inhibition	-	0.8741	87.41%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.5934	59.34%
CYP2C8 inhibition	+	0.5856	58.56%
CYP inhibitory promiscuity	-	0.7501	75.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5143	51.43%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9680	96.80%
Skin irritation	-	0.5964	59.64%
Skin corrosion	-	0.8758	87.58%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6741	67.41%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5169	51.69%
skin sensitisation	-	0.8009	80.09%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.5799	57.99%
Estrogen receptor binding	+	0.9093	90.93%
Androgen receptor binding	+	0.6156	61.56%
Thyroid receptor binding	+	0.7629	76.29%
Glucocorticoid receptor binding	+	0.8233	82.33%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.7156	71.56%
Honey bee toxicity	-	0.7175	71.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9848	98.48%

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	97.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.00%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.53%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	89.25%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.13%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.87%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.78%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.98%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.88%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.83%	97.09%
CHEMBL204	P00734	Thrombin	80.40%	96.01%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 162991834
• LOTUS: LTS0085327
• wikiData: Q104913869