4-Acetyloxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid

Details

• Internal ID: 4979b811-4b53-4728-9e46-072a375f3daf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 4-acetyloxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylic acid
• InChI: InChI=1S/C17H20O6/c1-9-5-4-6-12(16(19)20)8-14(22-11(3)18)15-10(2)17(21)23-13(15)7-9/h6-7,13-15H,2,4-5,8H2,1,3H3,(H,19,20)
• InChI Key: HDEPPYRXHLVZEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	-	0.5136	51.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9234	92.34%
OATP1B3 inhibitior	+	0.8425	84.25%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.8373	83.73%
P-glycoprotein inhibitior	-	0.7785	77.85%
P-glycoprotein substrate	-	0.8906	89.06%
CYP3A4 substrate	+	0.5591	55.91%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9151	91.51%
CYP3A4 inhibition	-	0.6479	64.79%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.8138	81.38%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	+	0.7243	72.43%
CYP2C8 inhibition	-	0.6984	69.84%
CYP inhibitory promiscuity	-	0.9254	92.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.7219	72.19%
Skin irritation	-	0.5600	56.00%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7272	72.72%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6870	68.70%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6581	65.81%
Acute Oral Toxicity (c)	II	0.4586	45.86%
Estrogen receptor binding	-	0.6052	60.52%
Androgen receptor binding	-	0.4920	49.20%
Thyroid receptor binding	-	0.6943	69.43%
Glucocorticoid receptor binding	+	0.5371	53.71%
Aromatase binding	-	0.7580	75.80%
PPAR gamma	+	0.5176	51.76%
Honey bee toxicity	-	0.7351	73.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	94.17%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.65%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.71%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.64%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.73%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.15%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.46%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.75%	85.14%

Plants that contains it

• Stevia potrerensis

Cross-Links

• PubChem: 163011275
• LOTUS: LTS0086181
• wikiData: Q105026303