(9-Acetyloxy-7-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 9e2bafd5-5871-4bc5-9bf5-64070452cf71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (9-acetyloxy-7-hydroxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,7,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-7-11(2)21(25)28-18-8-12(3)16(24)10-17(27-15(6)23)13(4)9-19-20(18)14(5)22(26)29-19/h7-9,16-20,24H,5,10H2,1-4,6H3
• InChI Key: LVPCBECJXWCROK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.5621	56.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5287	52.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8922	89.22%
P-glycoprotein inhibitior	+	0.7253	72.53%
P-glycoprotein substrate	-	0.7212	72.12%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.7246	72.46%
CYP2C9 inhibition	-	0.9292	92.92%
CYP2C19 inhibition	-	0.9029	90.29%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.7060	70.60%
CYP2C8 inhibition	-	0.7175	71.75%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.5256	52.56%
Eye corrosion	-	0.9459	94.59%
Eye irritation	-	0.8873	88.73%
Skin irritation	-	0.5619	56.19%
Skin corrosion	-	0.9035	90.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4842	48.42%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7065	70.65%
skin sensitisation	-	0.7047	70.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6933	69.33%
Acute Oral Toxicity (c)	III	0.3974	39.74%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	-	0.6368	63.68%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	-	0.6148	61.48%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.6166	61.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9321	93.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.97%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.60%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.99%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.21%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.38%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.65%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%

Plants that contains it

• Eupatorium lancifolium

Cross-Links

• PubChem: 281982
• LOTUS: LTS0116147
• wikiData: Q105157966