3a-Hydroperoxy-3,8a-dimethyl-5-methylidene-3,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: a0cc3fb5-8371-432b-b901-b1c37bd9e00e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3a-hydroperoxy-3,8a-dimethyl-5-methylidene-3,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O4/c1-9-5-4-6-14(3)8-12-15(19-17,7-11(9)14)10(2)13(16)18-12/h10-12,17H,1,4-8H2,2-3H3
• InChI Key: VLCHYVSJZMSSLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.8321	83.21%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6127	61.27%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8218	82.18%
OATP1B3 inhibitior	+	0.8437	84.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.8775	87.75%
P-glycoprotein inhibitior	-	0.9227	92.27%
P-glycoprotein substrate	-	0.8606	86.06%
CYP3A4 substrate	+	0.6235	62.35%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.7001	70.01%
CYP2C9 inhibition	-	0.8159	81.59%
CYP2C19 inhibition	-	0.7162	71.62%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	+	0.5628	56.28%
CYP2C8 inhibition	-	0.8312	83.12%
CYP inhibitory promiscuity	-	0.8213	82.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8376	83.76%
Skin irritation	-	0.5197	51.97%
Skin corrosion	-	0.8802	88.02%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7248	72.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8016	80.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5476	54.76%
Acute Oral Toxicity (c)	III	0.3776	37.76%
Estrogen receptor binding	+	0.7104	71.04%
Androgen receptor binding	+	0.6144	61.44%
Thyroid receptor binding	+	0.5779	57.79%
Glucocorticoid receptor binding	+	0.8381	83.81%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5074	50.74%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	92.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.67%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.91%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.45%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.22%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.89%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.99%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.98%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.28%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.15%	96.09%

Plants that contains it

• Inula racemosa

Cross-Links

• PubChem: 14633210
• LOTUS: LTS0252346
• wikiData: Q105288281