(3aS,6aR,9aR,9bR)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: eb8b86cb-6db3-4e11-abe8-afaf7e8062af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aR,9aR,9bR)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): C=C1CCC2C(C3C1CCC3=C)OC(=O)C2=C
• SMILES (Isomeric): C=C1CC[C@@H]2[C@H]([C@@H]3[C@H]1CCC3=C)OC(=O)C2=C
• InChI: InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14+/m0/s1
• InChI Key: NETSQGRTUNRXEO-XDQVBPFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.02
• 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	+	0.9968	99.68%
Caco-2	+	0.7021	70.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Plasma membrane	0.3760	37.60%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9142	91.42%
P-glycoprotein inhibitior	-	0.8849	88.49%
P-glycoprotein substrate	-	0.9423	94.23%
CYP3A4 substrate	-	0.5612	56.12%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8038	80.38%
CYP3A4 inhibition	-	0.8427	84.27%
CYP2C9 inhibition	-	0.9157	91.57%
CYP2C19 inhibition	-	0.6305	63.05%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	+	0.5588	55.88%
CYP2C8 inhibition	-	0.9245	92.45%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	+	0.5098	50.98%
Eye irritation	+	0.8524	85.24%
Skin irritation	-	0.6506	65.06%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6603	66.03%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	+	0.5430	54.30%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6353	63.53%
Acute Oral Toxicity (c)	III	0.5777	57.77%
Estrogen receptor binding	-	0.6231	62.31%
Androgen receptor binding	+	0.6002	60.02%
Thyroid receptor binding	-	0.5966	59.66%
Glucocorticoid receptor binding	+	0.5960	59.60%
Aromatase binding	-	0.8079	80.79%
PPAR gamma	-	0.7489	74.89%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	88.80%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.68%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	84.47%	91.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.25%	96.00%

Plants that contains it

• Aucklandia costus
• Corydalis yanhusuo

Cross-Links

• PubChem: 11673075
• NPASS: NPC281059