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

Details

• Internal ID: e089da96-8a20-4f9c-a53a-71acebe8aaa5
• 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,4,7,8,11,11a-hexahydrocyclodeca[b]furan-8-yl) acetate
• SMILES (Canonical): CC1=CC(C2C(CC(=CC(C1)OC(=O)C)C)OC(=O)C2=C)OC(=O)C
• SMILES (Isomeric): CC1=CC(C2C(CC(=CC(C1)OC(=O)C)C)OC(=O)C2=C)OC(=O)C
• InChI: InChI=1S/C19H24O6/c1-10-6-15(23-13(4)20)7-11(2)9-17-18(12(3)19(22)25-17)16(8-10)24-14(5)21/h7-8,15-18H,3,6,9H2,1-2,4-5H3
• InChI Key: ZPUUPVOSMNKHHH-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	+	0.9898	98.98%
Caco-2	+	0.6013	60.13%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5334	53.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7932	79.32%
P-glycoprotein inhibitior	-	0.5693	56.93%
P-glycoprotein substrate	-	0.8580	85.80%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7694	76.94%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.7808	78.08%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.5752	57.52%
CYP2C8 inhibition	-	0.8181	81.81%
CYP inhibitory promiscuity	-	0.8325	83.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.5559	55.59%
Eye corrosion	-	0.9229	92.29%
Eye irritation	-	0.7134	71.34%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5705	57.05%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7482	74.82%
skin sensitisation	-	0.6214	62.14%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8814	88.14%
Acute Oral Toxicity (c)	III	0.4216	42.16%
Estrogen receptor binding	+	0.5876	58.76%
Androgen receptor binding	-	0.5185	51.85%
Thyroid receptor binding	-	0.5899	58.99%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	-	0.5646	56.46%
PPAR gamma	-	0.5968	59.68%
Honey bee toxicity	-	0.7617	76.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.35%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.18%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.55%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.56%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.48%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.21%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.30%	94.00%

Plants that contains it

• Mikania grazielae

Cross-Links

• PubChem: 163048624
• LOTUS: LTS0185703
• wikiData: Q105381239