9-hydroperoxy-5-methoxy-6,9-dimethyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one

Details

• Internal ID: e50e063e-153b-437b-a7f8-a8a845a1b608
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-hydroperoxy-5-methoxy-6,9-dimethyl-3-methylidene-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=C2C=CC(C2C3C(CC1OC)C(=C)C(=O)O3)(C)OO
• SMILES (Isomeric): CC1=C2C=CC(C2C3C(CC1OC)C(=C)C(=O)O3)(C)OO
• InChI: InChI=1S/C16H20O5/c1-8-10-5-6-16(3,21-18)13(10)14-11(7-12(8)19-4)9(2)15(17)20-14/h5-6,11-14,18H,2,7H2,1,3-4H3
• InChI Key: ZTOFAICWHMARSC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.6730	67.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4844	48.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9160	91.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9305	93.05%
P-glycoprotein inhibitior	-	0.8145	81.45%
P-glycoprotein substrate	-	0.7578	75.78%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.7272	72.72%
CYP2C9 inhibition	-	0.8664	86.64%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.6287	62.87%
CYP2C8 inhibition	+	0.5542	55.42%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.8325	83.25%
Carcinogenicity (trinary)	Non-required	0.5027	50.27%
Eye corrosion	-	0.9507	95.07%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.6516	65.16%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4201	42.01%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7658	76.58%
skin sensitisation	-	0.7379	73.79%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6119	61.19%
Acute Oral Toxicity (c)	II	0.4023	40.23%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5935	59.35%
Thyroid receptor binding	+	0.6170	61.70%
Glucocorticoid receptor binding	+	0.6103	61.03%
Aromatase binding	-	0.6806	68.06%
PPAR gamma	+	0.5864	58.64%
Honey bee toxicity	-	0.7242	72.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9094	90.94%

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	95.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.93%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.82%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.50%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.29%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	91.29%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.15%	85.14%
CHEMBL4530	P00488	Coagulation factor XIII	84.06%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.59%	95.89%

Plants that contains it

• Ursinia nudicaulis

Cross-Links

• PubChem: 162959937
• LOTUS: LTS0161714
• wikiData: Q105006885