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

Details

• Internal ID: 0b80b7aa-b143-4e80-b897-f5739a8f935c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (5-acetyloxy-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl)methyl acetate
• InChI: InChI=1S/C19H24O6/c1-11-6-5-7-15(10-23-13(3)20)8-18-16(12(2)19(22)25-18)9-17(11)24-14(4)21/h6,8,16-18H,2,5,7,9-10H2,1,3-4H3
• InChI Key: UAGIDIZQJQHUEH-UHFFFAOYSA-N
• Popularity: 2 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: 1.60
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.5694	56.94%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7450	74.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7247	72.47%
P-glycoprotein inhibitior	-	0.4659	46.59%
P-glycoprotein substrate	-	0.7539	75.39%
CYP3A4 substrate	+	0.6269	62.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.6219	62.19%
CYP2C9 inhibition	-	0.8414	84.14%
CYP2C19 inhibition	-	0.7543	75.43%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	+	0.6027	60.27%
CYP2C8 inhibition	+	0.5366	53.66%
CYP inhibitory promiscuity	-	0.7943	79.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7212	72.12%
Eye corrosion	-	0.9594	95.94%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6124	61.24%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5428	54.28%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7560	75.60%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4722	47.22%
Acute Oral Toxicity (c)	III	0.7273	72.73%
Estrogen receptor binding	+	0.6007	60.07%
Androgen receptor binding	-	0.6021	60.21%
Thyroid receptor binding	-	0.5982	59.82%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	-	0.6521	65.21%
PPAR gamma	+	0.5676	56.76%
Honey bee toxicity	-	0.7340	73.40%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.15%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.22%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.09%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.78%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.45%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.16%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.45%	99.17%

Plants that contains it

• Gutenbergia cordifolia

Cross-Links

• PubChem: 162891663
• LOTUS: LTS0201071
• wikiData: Q105268737