(5a-hydroperoxy-1,5,8-trimethylidene-2-oxo-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-9-yl) acetate

Details

• Internal ID: 760a5330-93fa-451c-be3f-670dc286da32
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: (5a-hydroperoxy-1,5,8-trimethylidene-2-oxo-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-9-yl) acetate
• InChI: InChI=1S/C17H20O6/c1-8-5-6-17(23-20)9(2)7-12-13(10(3)16(19)22-12)15(14(8)17)21-11(4)18/h12-15,20H,1-3,5-7H2,4H3
• InChI Key: YBSZYUFWTJJIME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 6
• 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	+	0.9494	94.94%
Caco-2	-	0.6452	64.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7366	73.66%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6842	68.42%
BSEP inhibitior	-	0.8746	87.46%
P-glycoprotein inhibitior	-	0.7866	78.66%
P-glycoprotein substrate	-	0.8191	81.91%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.9102	91.02%
CYP2C9 inhibition	-	0.8053	80.53%
CYP2C19 inhibition	-	0.7695	76.95%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.6260	62.60%
CYP2C8 inhibition	-	0.7653	76.53%
CYP inhibitory promiscuity	-	0.9331	93.31%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8868	88.68%
Carcinogenicity (trinary)	Non-required	0.5476	54.76%
Eye corrosion	-	0.9433	94.33%
Eye irritation	-	0.6671	66.71%
Skin irritation	-	0.6650	66.50%
Skin corrosion	-	0.8670	86.70%
Ames mutagenesis	-	0.6223	62.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6689	66.89%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6815	68.15%
skin sensitisation	-	0.7790	77.90%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8622	86.22%
Acute Oral Toxicity (c)	III	0.3990	39.90%
Estrogen receptor binding	+	0.5879	58.79%
Androgen receptor binding	+	0.6033	60.33%
Thyroid receptor binding	+	0.5293	52.93%
Glucocorticoid receptor binding	+	0.6209	62.09%
Aromatase binding	-	0.6561	65.61%
PPAR gamma	+	0.5786	57.86%
Honey bee toxicity	-	0.7575	75.75%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9725	97.25%

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	97.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.14%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.15%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.51%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.71%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	84.48%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%

Plants that contains it

• Brocchia cinerea

Cross-Links

• PubChem: 14137543
• LOTUS: LTS0035141
• wikiData: Q105346039