(6-Hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 3-methylbutanoate

Details

• Internal ID: 09975d2f-1d3c-4370-8a31-5af832eebab6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (6-hydroxy-3,6,9-trimethyl-2-oxo-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl) 3-methylbutanoate
• InChI: InChI=1S/C20H30O5/c1-10(2)8-15(21)24-14-9-20(5,23)13-7-6-11(3)16(13)18-17(14)12(4)19(22)25-18/h6,10,12-14,16-18,23H,7-9H2,1-5H3
• InChI Key: AWUFGFYVINUPDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.5912	59.12%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6636	66.36%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8671	86.71%
P-glycoprotein inhibitior	-	0.6870	68.70%
P-glycoprotein substrate	+	0.5111	51.11%
CYP3A4 substrate	+	0.6424	64.24%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.5909	59.09%
CYP2C9 inhibition	-	0.6587	65.87%
CYP2C19 inhibition	-	0.7842	78.42%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.7217	72.17%
CYP2C8 inhibition	-	0.8400	84.00%
CYP inhibitory promiscuity	-	0.9330	93.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5956	59.56%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9474	94.74%
Skin irritation	-	0.5627	56.27%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4789	47.89%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.7169	71.69%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5996	59.96%
Acute Oral Toxicity (c)	II	0.4051	40.51%
Estrogen receptor binding	+	0.6908	69.08%
Androgen receptor binding	+	0.5927	59.27%
Thyroid receptor binding	+	0.6422	64.22%
Glucocorticoid receptor binding	+	0.5435	54.35%
Aromatase binding	-	0.7244	72.44%
PPAR gamma	-	0.6110	61.10%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.65%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.16%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.82%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.44%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.96%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.15%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.16%	93.56%

Plants that contains it

• Artemisia douglasiana

Cross-Links

• PubChem: 162853330
• LOTUS: LTS0190629
• wikiData: Q104920279