(3aS,6aR,7R,9aR,9bS)-7-methoxy-9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: 650d956d-839b-41bd-9f51-18e7e45fb55f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aR,7R,9aR,9bS)-7-methoxy-9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C16H20O3/c1-8-5-6-11-10(3)16(17)19-15(11)14-9(2)7-12(18-4)13(8)14/h7,11-15H,1,3,5-6H2,2,4H3/t11-,12+,13+,14-,15-/m0/s1
• InChI Key: LABQPCATZAWRFI-QRTUWBSPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7020	70.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5648	56.48%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8684	86.84%
P-glycoprotein inhibitior	-	0.7978	79.78%
P-glycoprotein substrate	-	0.8848	88.48%
CYP3A4 substrate	+	0.5510	55.10%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.7353	73.53%
CYP2C9 inhibition	-	0.8987	89.87%
CYP2C19 inhibition	-	0.7131	71.31%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	+	0.6560	65.60%
CYP2C8 inhibition	-	0.7870	78.70%
CYP inhibitory promiscuity	-	0.6061	60.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5567	55.67%
Eye corrosion	-	0.7782	77.82%
Eye irritation	-	0.5076	50.76%
Skin irritation	-	0.7082	70.82%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6530	65.30%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.5624	56.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.4413	44.13%
Estrogen receptor binding	-	0.6124	61.24%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5535	55.35%
Glucocorticoid receptor binding	-	0.5195	51.95%
Aromatase binding	-	0.7311	73.11%
PPAR gamma	-	0.7128	71.28%
Honey bee toxicity	-	0.7449	74.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8477	84.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.13%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.86%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.60%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.98%	94.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.29%	96.00%

Plants that contains it

• Schistostephium umbellatum

Cross-Links

• PubChem: 162923857
• LOTUS: LTS0205917
• wikiData: Q105148552