[5,8a-Dimethyl-9-(2-methylbut-2-enoyloxy)-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: 5bfa692a-5a87-40de-bcd7-fdce78c73d06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [5,8a-dimethyl-9-(2-methylbut-2-enoyloxy)-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-4-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C25H30O7/c1-8-12(3)22(27)30-19-14(5)16-10-11-17(26)25(16,7)21(32-23(28)13(4)9-2)18-15(6)24(29)31-20(18)19/h8-11,14,16,18-21H,6H2,1-5,7H3
• InChI Key: LTVWFBNFWKOHNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₇
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.19915329 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	-	0.5382	53.82%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5252	52.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8150	81.50%
P-glycoprotein inhibitior	+	0.8541	85.41%
P-glycoprotein substrate	-	0.6923	69.23%
CYP3A4 substrate	+	0.6231	62.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9179	91.79%
CYP3A4 inhibition	-	0.5955	59.55%
CYP2C9 inhibition	-	0.9416	94.16%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.7149	71.49%
CYP2C8 inhibition	-	0.7837	78.37%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4526	45.26%
Eye corrosion	-	0.9150	91.50%
Eye irritation	-	0.8270	82.70%
Skin irritation	-	0.6634	66.34%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7499	74.99%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.7928	79.28%
skin sensitisation	-	0.5831	58.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7267	72.67%
Acute Oral Toxicity (c)	IV	0.3796	37.96%
Estrogen receptor binding	+	0.7384	73.84%
Androgen receptor binding	+	0.5303	53.03%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.5872	58.72%
Aromatase binding	-	0.5464	54.64%
PPAR gamma	+	0.6890	68.90%
Honey bee toxicity	-	0.6343	63.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9643	96.43%

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	97.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.72%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.42%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.61%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.24%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.36%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.06%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.26%	96.09%

Plants that contains it

• Anisopappus pinnatifida

Cross-Links

• PubChem: 162931594
• LOTUS: LTS0176008
• wikiData: Q105157214