[8,10-Dihydroxy-6,10-dimethyl-3-methylidene-4-(2-methylpropanoyloxy)-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] 2-methylbut-2-enoate

Details

• Internal ID: 1ece94d7-6280-4f40-af6f-2769ca03046f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [8,10-dihydroxy-6,10-dimethyl-3-methylidene-4-(2-methylpropanoyloxy)-2,5-dioxo-3a,4,6,7,8,9,11,11a-octahydrocyclodeca[b]furan-11-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C24H34O9/c1-8-12(4)22(28)33-20-19-16(14(6)23(29)32-19)18(31-21(27)11(2)3)17(26)13(5)9-15(25)10-24(20,7)30/h8,11,13,15-16,18-20,25,30H,6,9-10H2,1-5,7H3
• InChI Key: XWZYMNOGYGCQNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₉
• Molecular Weight: 466.50 g/mol
• Exact Mass: 466.22028266 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9216	92.16%
Caco-2	-	0.6819	68.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5079	50.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7438	74.38%
P-glycoprotein inhibitior	+	0.7197	71.97%
P-glycoprotein substrate	-	0.5384	53.84%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9068	90.68%
CYP3A4 inhibition	-	0.6194	61.94%
CYP2C9 inhibition	-	0.8211	82.11%
CYP2C19 inhibition	-	0.8449	84.49%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.8137	81.37%
CYP2C8 inhibition	-	0.6318	63.18%
CYP inhibitory promiscuity	-	0.8451	84.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4347	43.47%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.8903	89.03%
Skin irritation	-	0.6131	61.31%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	+	0.5422	54.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.5685	56.85%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.6675	66.75%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7554	75.54%
Acute Oral Toxicity (c)	III	0.3956	39.56%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	+	0.5573	55.73%
Glucocorticoid receptor binding	+	0.7355	73.55%
Aromatase binding	+	0.5429	54.29%
PPAR gamma	+	0.6959	69.59%
Honey bee toxicity	-	0.5298	52.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9332	93.32%

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	98.74%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.96%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	97.72%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.13%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.68%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.56%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.17%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.00%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.85%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.66%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.96%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.37%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	86.97%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.32%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.84%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.74%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.06%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.47%	95.89%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.12%	95.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.77%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.56%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.31%	97.21%

Plants that contains it

• Carpesium divaricatum

Cross-Links

• PubChem: 73805585
• LOTUS: LTS0023266
• wikiData: Q105343915