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

Details

• Internal ID: b1c614e2-7bbd-4238-8a74-5f4a12a2527b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 3-methyl-6,9-dimethylidene-3,3a,4,5,6a,7,9a,9b-octahydroazuleno[4,5-b]furan-2,8-dione
• SMILES (Canonical): CC1C2CCC(=C)C3CC(=O)C(=C)C3C2OC1=O
• SMILES (Isomeric): CC1C2CCC(=C)C3CC(=O)C(=C)C3C2OC1=O
• InChI: InChI=1S/C15H18O3/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h8,10-11,13-14H,1,3-6H2,2H3
• InChI Key: HFEIGOVBMFYQTI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• 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	+	0.9952	99.52%
Caco-2	+	0.6679	66.79%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6206	62.06%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9004	90.04%
P-glycoprotein inhibitior	-	0.9030	90.30%
P-glycoprotein substrate	-	0.7734	77.34%
CYP3A4 substrate	+	0.5243	52.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9031	90.31%
CYP2C9 inhibition	-	0.9221	92.21%
CYP2C19 inhibition	-	0.7281	72.81%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	+	0.6759	67.59%
CYP2C8 inhibition	-	0.8959	89.59%
CYP inhibitory promiscuity	-	0.9276	92.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6389	63.89%
Eye corrosion	-	0.8782	87.82%
Eye irritation	+	0.6824	68.24%
Skin irritation	-	0.5284	52.84%
Skin corrosion	-	0.8939	89.39%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6533	65.33%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.5967	59.67%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7071	70.71%
Acute Oral Toxicity (c)	III	0.6322	63.22%
Estrogen receptor binding	-	0.6532	65.32%
Androgen receptor binding	+	0.5842	58.42%
Thyroid receptor binding	-	0.6986	69.86%
Glucocorticoid receptor binding	-	0.6237	62.37%
Aromatase binding	-	0.8057	80.57%
PPAR gamma	-	0.7731	77.31%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.85%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.25%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	88.66%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.17%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.91%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.93%	93.04%
CHEMBL1902	P62942	FK506-binding protein 1A	80.94%	97.05%
CHEMBL2581	P07339	Cathepsin D	80.66%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.44%	92.94%

Plants that contains it

• Acilepidopsis echitifolia

Cross-Links

• PubChem: 78133652
• LOTUS: LTS0119824
• wikiData: Q105027254