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

Details

• Internal ID: d18e1678-d6c0-464b-8b42-83ff7fa3bb4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [9-acetyloxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbutanoate
• InChI: InChI=1S/C22H30O7/c1-6-12(2)21(25)28-19-10-16(11-23)7-8-17(27-15(5)24)13(3)9-18-20(19)14(4)22(26)29-18/h7,9,12,17-20,23H,4,6,8,10-11H2,1-3,5H3
• InChI Key: RIXONVTVUDLKIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.63
• 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	+	0.9874	98.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6204	62.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7884	78.84%
P-glycoprotein inhibitior	+	0.6673	66.73%
P-glycoprotein substrate	-	0.5447	54.47%
CYP3A4 substrate	+	0.6350	63.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	+	0.6118	61.18%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.7344	73.44%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.5697	56.97%
CYP2C8 inhibition	-	0.5779	57.79%
CYP inhibitory promiscuity	-	0.7698	76.98%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.6211	62.11%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6464	64.64%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6494	64.94%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6018	60.18%
Acute Oral Toxicity (c)	III	0.4736	47.36%
Estrogen receptor binding	+	0.7234	72.34%
Androgen receptor binding	-	0.5087	50.87%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.7988	79.88%
Aromatase binding	-	0.6657	66.57%
PPAR gamma	-	0.5328	53.28%
Honey bee toxicity	-	0.7178	71.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	96.78%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.07%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.41%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.25%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	84.81%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 75051468
• LOTUS: LTS0214296
• wikiData: Q105237267