(6aS,9S,9aS,9bR)-9-[(2R)-2-methyloxiran-2-yl]-5,6,6a,7,8,9,9a,9b-octahydro-1H-azuleno[4,5-c]furan-3-one

Details

• Internal ID: efc6ac70-d834-4ec7-a5aa-6afe75533f47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (6aS,9S,9aS,9bR)-9-[(2R)-2-methyloxiran-2-yl]-5,6,6a,7,8,9,9a,9b-octahydro-1H-azuleno[4,5-c]furan-3-one
• InChI: InChI=1S/C15H20O3/c1-15(8-18-15)12-6-5-9-3-2-4-10-11(13(9)12)7-17-14(10)16/h4,9,11-13H,2-3,5-8H2,1H3/t9-,11-,12-,13-,15-/m0/s1
• InChI Key: ZYLPFDGNEOWPSF-CLPVKGIJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.31
• 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	+	0.9952	99.52%
Caco-2	+	0.9186	91.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6221	62.21%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7873	78.73%
P-glycoprotein inhibitior	-	0.9185	91.85%
P-glycoprotein substrate	-	0.7799	77.99%
CYP3A4 substrate	+	0.5821	58.21%
CYP2C9 substrate	-	0.6259	62.59%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9568	95.68%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.7287	72.87%
CYP2D6 inhibition	-	0.8931	89.31%
CYP1A2 inhibition	-	0.5127	51.27%
CYP2C8 inhibition	-	0.7277	72.77%
CYP inhibitory promiscuity	-	0.8744	87.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5309	53.09%
Eye corrosion	-	0.9527	95.27%
Eye irritation	-	0.8799	87.99%
Skin irritation	-	0.6991	69.91%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5581	55.81%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7318	73.18%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.8415	84.15%
Acute Oral Toxicity (c)	III	0.4914	49.14%
Estrogen receptor binding	+	0.7379	73.79%
Androgen receptor binding	+	0.6201	62.01%
Thyroid receptor binding	-	0.4901	49.01%
Glucocorticoid receptor binding	+	0.8043	80.43%
Aromatase binding	-	0.5660	56.60%
PPAR gamma	-	0.5779	57.79%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9794	97.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.76%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.11%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.74%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.89%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.07%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10538521
• LOTUS: LTS0195068
• wikiData: Q105386248