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

Details

• Internal ID: 280f9d25-9a68-4e19-aa38-0391eb68f1d4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 8-chloro-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H17ClO2/c1-7-4-5-10-8(2)15(17)18-14(10)13-9(3)12(16)6-11(7)13/h10-14H,1-6H2
• InChI Key: XVGIEOUYQLZGPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇ClO₂
• Molecular Weight: 264.74 g/mol
• Exact Mass: 264.0917075 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.23
• 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	+	0.9973	99.73%
Caco-2	+	0.7435	74.35%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4288	42.88%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8466	84.66%
P-glycoprotein inhibitior	-	0.8882	88.82%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5332	53.32%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.8147	81.47%
CYP3A4 inhibition	-	0.7739	77.39%
CYP2C9 inhibition	-	0.7910	79.10%
CYP2C19 inhibition	-	0.6263	62.63%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.5388	53.88%
CYP2C8 inhibition	-	0.7661	76.61%
CYP inhibitory promiscuity	-	0.7956	79.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7714	77.14%
Carcinogenicity (trinary)	Non-required	0.4522	45.22%
Eye corrosion	-	0.7239	72.39%
Eye irritation	+	0.6651	66.51%
Skin irritation	-	0.7495	74.95%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7001	70.01%
Micronuclear	-	0.8452	84.52%
Hepatotoxicity	+	0.9178	91.78%
skin sensitisation	-	0.5686	56.86%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7359	73.59%
Acute Oral Toxicity (c)	III	0.4968	49.68%
Estrogen receptor binding	+	0.6336	63.36%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	+	0.7205	72.05%
Aromatase binding	-	0.6202	62.02%
PPAR gamma	-	0.6938	69.38%
Honey bee toxicity	-	0.4738	47.38%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.9874	98.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1978	P11511	Cytochrome P450 19A1	92.39%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	84.39%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	80.98%	88.84%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.50%	97.25%

Plants that contains it

• Laurus nobilis

Cross-Links

• PubChem: 85222801
• LOTUS: LTS0230105
• wikiData: Q105342862