(4-Acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-9-yl) acetate

Details

• Internal ID: 2eeb840d-2ea0-4e2e-9506-8f14ad5cf6fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (4-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-9-yl) acetate
• SMILES (Canonical): CC1=CCC(C(=CC2C(C(C1)OC(=O)C)C(=C)C(=O)O2)C)OC(=O)C
• SMILES (Isomeric): CC1=CCC(C(=CC2C(C(C1)OC(=O)C)C(=C)C(=O)O2)C)OC(=O)C
• InChI: InChI=1S/C19H24O6/c1-10-6-7-15(23-13(4)20)11(2)9-17-18(12(3)19(22)25-17)16(8-10)24-14(5)21/h6,9,15-18H,3,7-8H2,1-2,4-5H3
• InChI Key: UYYILVRTBQPYKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 6
• 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	+	0.9922	99.22%
Caco-2	+	0.7301	73.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5120	51.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.8710	87.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6694	66.94%
P-glycoprotein inhibitior	+	0.5800	58.00%
P-glycoprotein substrate	-	0.7726	77.26%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.6102	61.02%
CYP2C9 inhibition	-	0.8821	88.21%
CYP2C19 inhibition	-	0.8108	81.08%
CYP2D6 inhibition	-	0.9631	96.31%
CYP1A2 inhibition	+	0.5297	52.97%
CYP2C8 inhibition	-	0.7117	71.17%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9375	93.75%
Eye irritation	-	0.7424	74.24%
Skin irritation	-	0.5958	59.58%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4052	40.52%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7784	77.84%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7739	77.39%
Acute Oral Toxicity (c)	III	0.4131	41.31%
Estrogen receptor binding	+	0.6854	68.54%
Androgen receptor binding	-	0.6268	62.68%
Thyroid receptor binding	-	0.5660	56.60%
Glucocorticoid receptor binding	+	0.7252	72.52%
Aromatase binding	-	0.6340	63.40%
PPAR gamma	-	0.4849	48.49%
Honey bee toxicity	-	0.7054	70.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	95.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.22%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%

Plants that contains it

• Ageratina tomentella

Cross-Links

• PubChem: 163045187
• LOTUS: LTS0206187
• wikiData: Q105282044