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

Details

• Internal ID: 2fb16a1f-0de1-44ec-bcd2-6c6ffed193f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl) furan-3-carboxylate
• InChI: InChI=1S/C22H24O7/c1-12-5-6-17(27-15(4)23)13(2)10-19-20(14(3)21(24)28-19)18(9-12)29-22(25)16-7-8-26-11-16/h5,7-8,10-11,17-20H,3,6,9H2,1-2,4H3
• InChI Key: GCDJINODTXYWBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.15220310 g/mol
• Topological Polar Surface Area (TPSA): 92.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 7
• 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	+	0.9931	99.31%
Caco-2	+	0.5529	55.29%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5526	55.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8254	82.54%
OATP1B3 inhibitior	-	0.2150	21.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9085	90.85%
P-glycoprotein inhibitior	+	0.8249	82.49%
P-glycoprotein substrate	-	0.5714	57.14%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	+	0.6173	61.73%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	+	0.5459	54.59%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	-	0.7567	75.67%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	+	0.5656	56.56%
CYP2C8 inhibition	+	0.6414	64.14%
CYP inhibitory promiscuity	-	0.7992	79.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5051	50.51%
Eye corrosion	-	0.9626	96.26%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.6692	66.92%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7473	74.73%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6677	66.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6520	65.20%
Acute Oral Toxicity (c)	III	0.4317	43.17%
Estrogen receptor binding	+	0.7013	70.13%
Androgen receptor binding	-	0.5693	56.93%
Thyroid receptor binding	-	0.5462	54.62%
Glucocorticoid receptor binding	+	0.7984	79.84%
Aromatase binding	-	0.6432	64.32%
PPAR gamma	+	0.6148	61.48%
Honey bee toxicity	-	0.7445	74.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	92.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.15%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.78%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	88.61%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.81%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	84.74%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.22%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.95%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.88%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.43%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.43%	90.00%

Plants that contains it

• Schkuhria pinnata

Cross-Links

• PubChem: 163027112
• LOTUS: LTS0260342
• wikiData: Q105006212