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

Details

• Internal ID: fedc71c9-6698-4512-9eba-13caef5cd5c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [4-acetyloxy-6-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methyl acetate
• InChI: InChI=1S/C19H24O7/c1-11-18-16(25-13(3)22)7-14(9-20)5-4-6-15(10-24-12(2)21)8-17(18)26-19(11)23/h5,8,16-18,20H,1,4,6-7,9-10H2,2-3H3
• InChI Key: XFZPJBLGAHKFAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	-	0.6151	61.51%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7928	79.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	+	0.7463	74.63%
P-glycoprotein inhibitior	-	0.6011	60.11%
P-glycoprotein substrate	-	0.7269	72.69%
CYP3A4 substrate	+	0.6281	62.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.6975	69.75%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.8166	81.66%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.5801	58.01%
CYP2C8 inhibition	-	0.6276	62.76%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7111	71.11%
Eye corrosion	-	0.9735	97.35%
Eye irritation	-	0.8325	83.25%
Skin irritation	-	0.6447	64.47%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6265	62.65%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6037	60.37%
Acute Oral Toxicity (c)	III	0.5144	51.44%
Estrogen receptor binding	+	0.5743	57.43%
Androgen receptor binding	-	0.5269	52.69%
Thyroid receptor binding	-	0.6936	69.36%
Glucocorticoid receptor binding	+	0.7050	70.50%
Aromatase binding	-	0.6223	62.23%
PPAR gamma	-	0.6493	64.93%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	97.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.41%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.45%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	80.78%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	80.02%	97.79%

Plants that contains it

• Dicoma anomala
• Mikania minima

Cross-Links

• PubChem: 75579598
• LOTUS: LTS0131642
• wikiData: Q105327451