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

Details

• Internal ID: d28ffd02-827a-47d5-9163-aca9a71f666a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [6-(acetyloxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O7/c1-13-6-5-7-17(12-27-16(4)24)11-19(28-21(25)14(2)8-9-23)20-15(3)22(26)29-18(20)10-13/h7-8,10,18-20,23H,3,5-6,9,11-12H2,1-2,4H3
• InChI Key: ZICYDDNYYSMLNV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	-	0.5188	51.88%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6915	69.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9172	91.72%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8014	80.14%
P-glycoprotein inhibitior	+	0.7245	72.45%
P-glycoprotein substrate	-	0.6960	69.60%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	-	0.6544	65.44%
CYP2C9 inhibition	-	0.8759	87.59%
CYP2C19 inhibition	-	0.8184	81.84%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.5414	54.14%
CYP2C8 inhibition	+	0.4625	46.25%
CYP inhibitory promiscuity	-	0.9324	93.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6673	66.73%
Eye corrosion	-	0.9663	96.63%
Eye irritation	-	0.8870	88.70%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7421	74.21%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6551	65.51%
Acute Oral Toxicity (c)	III	0.5967	59.67%
Estrogen receptor binding	+	0.7203	72.03%
Androgen receptor binding	-	0.4836	48.36%
Thyroid receptor binding	-	0.5746	57.46%
Glucocorticoid receptor binding	+	0.7673	76.73%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5673	56.73%
Honey bee toxicity	-	0.6496	64.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	97.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.25%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.47%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.97%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%

Plants that contains it

• Aldama robusta

Cross-Links

• PubChem: 137796477
• LOTUS: LTS0045050
• wikiData: Q105376258