7-Hydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 590d9ee1-5d54-4013-ae74-8ab9ebbd01c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 7-hydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H20O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,9-14,16H,1,4-5H2,2-3H3
• InChI Key: PJSJOBWZHSICRC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.5485	54.85%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5300	53.00%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9293	92.93%
P-glycoprotein inhibitior	-	0.9144	91.44%
P-glycoprotein substrate	-	0.8537	85.37%
CYP3A4 substrate	+	0.5400	54.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.8136	81.36%
CYP2C9 inhibition	-	0.8765	87.65%
CYP2C19 inhibition	-	0.7725	77.25%
CYP2D6 inhibition	-	0.8859	88.59%
CYP1A2 inhibition	+	0.7195	71.95%
CYP2C8 inhibition	-	0.9269	92.69%
CYP inhibitory promiscuity	-	0.8302	83.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5413	54.13%
Eye corrosion	-	0.9126	91.26%
Eye irritation	-	0.9036	90.36%
Skin irritation	+	0.5170	51.70%
Skin corrosion	-	0.8048	80.48%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4698	46.98%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7783	77.83%
skin sensitisation	-	0.5761	57.61%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5299	52.99%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4921	49.21%
Estrogen receptor binding	-	0.7437	74.37%
Androgen receptor binding	-	0.5642	56.42%
Thyroid receptor binding	-	0.6068	60.68%
Glucocorticoid receptor binding	-	0.7188	71.88%
Aromatase binding	-	0.8499	84.99%
PPAR gamma	-	0.8662	86.62%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9407	94.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.81%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.77%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.76%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.25%	97.09%
CHEMBL1871	P10275	Androgen Receptor	81.85%	96.43%
CHEMBL2581	P07339	Cathepsin D	81.76%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.59%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.23%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.05%	93.04%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.80%	91.76%

Plants that contains it

• Artemisia siversiana

Cross-Links

• PubChem: 162949436
• LOTUS: LTS0231625
• wikiData: Q105210140