5a-hydroperoxy-8-hydroxy-8-methyl-1,5-dimethylidene-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one

Details

• Internal ID: 41ccc694-c366-43fc-ad3a-93e5deca32a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 5a-hydroperoxy-8-hydroxy-8-methyl-1,5-dimethylidene-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one
• InChI: InChI=1S/C15H20O5/c1-8-6-11-10(9(2)13(16)19-11)7-12-14(3,17)4-5-15(8,12)20-18/h10-12,17-18H,1-2,4-7H2,3H3
• InChI Key: JPJJVAXMKUXVAG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	-	0.5627	56.27%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5608	56.08%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9597	95.97%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.8681	86.81%
CYP3A4 substrate	+	0.6367	63.67%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.7490	74.90%
CYP2C19 inhibition	-	0.6824	68.24%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	+	0.6026	60.26%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	-	0.9065	90.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5349	53.49%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.8109	81.09%
Skin irritation	-	0.5724	57.24%
Skin corrosion	-	0.8724	87.24%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5520	55.20%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6231	62.31%
skin sensitisation	-	0.7911	79.11%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.8229	82.29%
Acute Oral Toxicity (c)	III	0.3654	36.54%
Estrogen receptor binding	+	0.7206	72.06%
Androgen receptor binding	+	0.5475	54.75%
Thyroid receptor binding	+	0.6240	62.40%
Glucocorticoid receptor binding	+	0.8168	81.68%
Aromatase binding	+	0.5536	55.36%
PPAR gamma	+	0.5607	56.07%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	93.87%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.76%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.84%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	88.61%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.11%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.30%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	82.86%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.56%	100.00%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	81.26%	92.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.88%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%

Plants that contains it

• Klasea latifolia

Cross-Links

• PubChem: 13994569
• LOTUS: LTS0115879
• wikiData: Q105132850