(1-Methyl-5-methylidene-2-oxo-1,3a,4,5a,6,8a,9,9a-octahydroazuleno[6,7-b]furan-8-yl)methyl acetate

Details

• Internal ID: aba93d39-18f5-4efb-a8cc-d133c1ce7fc1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1-methyl-5-methylidene-2-oxo-1,3a,4,5a,6,8a,9,9a-octahydroazuleno[6,7-b]furan-8-yl)methyl acetate
• SMILES (Canonical): CC1C2CC3C(CC=C3COC(=O)C)C(=C)CC2OC1=O
• SMILES (Isomeric): CC1C2CC3C(CC=C3COC(=O)C)C(=C)CC2OC1=O
• InChI: InChI=1S/C17H22O4/c1-9-6-16-14(10(2)17(19)21-16)7-15-12(4-5-13(9)15)8-20-11(3)18/h4,10,13-16H,1,5-8H2,2-3H3
• InChI Key: KQDXHSDURJKHAI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.5483	54.83%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6705	67.05%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7021	70.21%
P-glycoprotein inhibitior	-	0.8270	82.70%
P-glycoprotein substrate	-	0.7388	73.88%
CYP3A4 substrate	+	0.6277	62.77%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6970	69.70%
CYP2C9 inhibition	-	0.8307	83.07%
CYP2C19 inhibition	-	0.7607	76.07%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.5292	52.92%
CYP2C8 inhibition	-	0.7098	70.98%
CYP inhibitory promiscuity	-	0.7412	74.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9217	92.17%
Carcinogenicity (trinary)	Non-required	0.7177	71.77%
Eye corrosion	-	0.9538	95.38%
Eye irritation	-	0.8903	89.03%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4766	47.66%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.8444	84.44%
skin sensitisation	-	0.6252	62.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.8069	80.69%
Acute Oral Toxicity (c)	III	0.5138	51.38%
Estrogen receptor binding	-	0.4899	48.99%
Androgen receptor binding	+	0.5743	57.43%
Thyroid receptor binding	-	0.6383	63.83%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	-	0.6248	62.48%
PPAR gamma	-	0.6773	67.73%
Honey bee toxicity	-	0.7146	71.46%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	95.39%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.00%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.20%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.75%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.66%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.17%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.26%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.96%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.19%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.37%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.21%	86.33%

Plants that contains it

• Stevia yaconensis

Cross-Links

• PubChem: 163027110
• LOTUS: LTS0001030
• wikiData: Q105144497