8-Methyl-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 14b7fa6c-9ce0-4520-aec1-74ea1813276e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 8-methyl-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1CC2C(C1=C)C3C(CCC2=C)C(=C)C(=O)O3
• SMILES (Isomeric): CC1CC2C(C1=C)C3C(CCC2=C)C(=C)C(=O)O3
• InChI: InChI=1S/C16H20O2/c1-8-5-6-12-11(4)16(17)18-15(12)14-10(3)9(2)7-13(8)14/h9,12-15H,1,3-7H2,2H3
• InChI Key: BTSWHLURRDXRKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₂
• Molecular Weight: 244.33 g/mol
• Exact Mass: 244.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7526	75.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.4130	41.30%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9059	90.59%
P-glycoprotein inhibitior	-	0.8577	85.77%
P-glycoprotein substrate	-	0.8176	81.76%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	-	0.9087	90.87%
CYP2C19 inhibition	-	0.5701	57.01%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	+	0.7415	74.15%
CYP2C8 inhibition	-	0.8618	86.18%
CYP inhibitory promiscuity	-	0.7737	77.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.7050	70.50%
Eye irritation	+	0.6573	65.73%
Skin irritation	-	0.6272	62.72%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.7428	74.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7138	71.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	+	0.5916	59.16%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5587	55.87%
Acute Oral Toxicity (c)	III	0.6087	60.87%
Estrogen receptor binding	-	0.6093	60.93%
Androgen receptor binding	+	0.6479	64.79%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5774	57.74%
Aromatase binding	-	0.6792	67.92%
PPAR gamma	-	0.7534	75.34%
Honey bee toxicity	-	0.7771	77.71%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.69%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.95%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.69%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.27%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	82.41%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%

Plants that contains it

• Fitchia speciosa

Cross-Links

• PubChem: 163043835
• LOTUS: LTS0235519
• wikiData: Q104945851