(3aS,6aS,9aR,9bS)-6a-hydroperoxy-6,9-dimethyl-3-methylidene-4,7,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: a90c024a-d7e0-48ba-a74f-67f2cce91f22
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aS,9aR,9bS)-6a-hydroperoxy-6,9-dimethyl-3-methylidene-4,7,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H18O4/c1-8-6-7-15(19-17)9(2)4-5-11-10(3)14(16)18-13(11)12(8)15/h4,6,11-13,17H,3,5,7H2,1-2H3/t11-,12+,13-,15+/m0/s1
• InChI Key: VQUFWMVMMAROBD-SFDCQRBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.63
• 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	+	0.9802	98.02%
Caco-2	+	0.6115	61.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5484	54.84%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.8872	88.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8736	87.36%
P-glycoprotein inhibitior	-	0.9277	92.77%
P-glycoprotein substrate	-	0.8830	88.30%
CYP3A4 substrate	+	0.6054	60.54%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.7743	77.43%
CYP2C9 inhibition	-	0.8359	83.59%
CYP2C19 inhibition	-	0.7678	76.78%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6197	61.97%
CYP2C8 inhibition	-	0.7026	70.26%
CYP inhibitory promiscuity	-	0.9112	91.12%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8725	87.25%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.9599	95.99%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.6357	63.57%
Skin corrosion	-	0.8707	87.07%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5510	55.10%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7159	71.59%
skin sensitisation	-	0.6844	68.44%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7519	75.19%
Acute Oral Toxicity (c)	II	0.3938	39.38%
Estrogen receptor binding	-	0.5207	52.07%
Androgen receptor binding	+	0.6112	61.12%
Thyroid receptor binding	+	0.5556	55.56%
Glucocorticoid receptor binding	-	0.5986	59.86%
Aromatase binding	-	0.5229	52.29%
PPAR gamma	+	0.5784	57.84%
Honey bee toxicity	-	0.7935	79.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	96.01%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.22%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.69%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	83.32%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.24%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.14%	97.25%

Plants that contains it

• Ursinia nudicaulis

Cross-Links

• PubChem: 101626220
• LOTUS: LTS0089313
• wikiData: Q105291502