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

Details

• Internal ID: 198475dc-6dce-4c75-8859-e43dc8573ff3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [6-(acetyloxymethyl)-4-hydroxy-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(22)7-14(9-24-12(2)20)5-4-6-15(10-25-13(3)21)8-17(18)26-19(11)23/h5,8,16-18,22H,1,4,6-7,9-10H2,2-3H3
• InChI Key: MSFWFRHMADFLNO-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	+	0.9680	96.80%
Caco-2	+	0.5176	51.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4797	47.97%
P-glycoprotein inhibitior	-	0.5118	51.18%
P-glycoprotein substrate	-	0.7840	78.40%
CYP3A4 substrate	+	0.5909	59.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.7948	79.48%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8261	82.61%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.6491	64.91%
CYP2C8 inhibition	-	0.7359	73.59%
CYP inhibitory promiscuity	-	0.9127	91.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7065	70.65%
Eye corrosion	-	0.9622	96.22%
Eye irritation	-	0.8499	84.99%
Skin irritation	-	0.6179	61.79%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6348	63.48%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	-	0.8119	81.19%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6886	68.86%
Acute Oral Toxicity (c)	III	0.5101	51.01%
Estrogen receptor binding	+	0.6313	63.13%
Androgen receptor binding	-	0.5473	54.73%
Thyroid receptor binding	-	0.6491	64.91%
Glucocorticoid receptor binding	+	0.7794	77.94%
Aromatase binding	-	0.6057	60.57%
PPAR gamma	-	0.5926	59.26%
Honey bee toxicity	-	0.7508	75.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9681	96.81%

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	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.58%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.10%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.83%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	84.43%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.81%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.90%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.72%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.55%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

• Dicoma tomentosa

Cross-Links

• PubChem: 163093347
• LOTUS: LTS0150739
• wikiData: Q105171140