10-Methyl-4-(3-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid

Details

• Internal ID: 44565805-6cff-4606-9eb4-dee45a4aec4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 10-methyl-4-(3-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid
• InChI: InChI=1S/C20H26O6/c1-11(2)8-17(21)25-16-10-14(19(22)23)7-5-6-12(3)9-15-18(16)13(4)20(24)26-15/h7,9,11,15-16,18H,4-6,8,10H2,1-3H3,(H,22,23)
• InChI Key: QUXRIHQIOTWOIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• 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	+	0.9821	98.21%
Caco-2	-	0.5303	53.03%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7491	74.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	-	0.2564	25.64%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6067	60.67%
P-glycoprotein inhibitior	-	0.5747	57.47%
P-glycoprotein substrate	-	0.7508	75.08%
CYP3A4 substrate	+	0.5874	58.74%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9151	91.51%
CYP3A4 inhibition	-	0.6063	60.63%
CYP2C9 inhibition	-	0.7259	72.59%
CYP2C19 inhibition	-	0.7093	70.93%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	+	0.5734	57.34%
CYP2C8 inhibition	-	0.6919	69.19%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6792	67.92%
Eye corrosion	-	0.9689	96.89%
Eye irritation	-	0.8339	83.39%
Skin irritation	-	0.6249	62.49%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5643	56.43%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6088	60.88%
skin sensitisation	-	0.7825	78.25%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5702	57.02%
Acute Oral Toxicity (c)	II	0.3755	37.55%
Estrogen receptor binding	-	0.6433	64.33%
Androgen receptor binding	+	0.5599	55.99%
Thyroid receptor binding	-	0.5665	56.65%
Glucocorticoid receptor binding	+	0.6716	67.16%
Aromatase binding	-	0.7182	71.82%
PPAR gamma	-	0.5142	51.42%
Honey bee toxicity	-	0.7635	76.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.76%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	86.26%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.79%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.08%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.84%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.18%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.74%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	81.45%	90.17%
CHEMBL5028	O14672	ADAM10	80.27%	97.50%

Plants that contains it

• Gochnatia vernonioides

Cross-Links

• PubChem: 162862868
• LOTUS: LTS0109637
• wikiData: Q105228480