(9-Hydroperoxy-6a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,9a,9b-tetrahydroazuleno[4,5-b]furan-4-yl) acetate

Details

• Internal ID: d7c7bf2d-f931-4c1b-8796-87473f709085
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (9-hydroperoxy-6a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,9a,9b-tetrahydroazuleno[4,5-b]furan-4-yl) acetate
• InChI: InChI=1S/C17H20O7/c1-8-7-11(22-10(3)18)12-9(2)15(19)23-13(12)14-16(4,24-21)5-6-17(8,14)20/h5-7,11-14,20-21H,2H2,1,3-4H3
• InChI Key: RBTASFJHBXTVBL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9463	94.63%
Caco-2	-	0.5325	53.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5437	54.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7710	77.10%
P-glycoprotein inhibitior	-	0.7018	70.18%
P-glycoprotein substrate	-	0.7173	71.73%
CYP3A4 substrate	+	0.6526	65.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8988	89.88%
CYP3A4 inhibition	-	0.7880	78.80%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.7360	73.60%
CYP2C8 inhibition	-	0.6590	65.90%
CYP inhibitory promiscuity	-	0.8341	83.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8568	85.68%
Carcinogenicity (trinary)	Non-required	0.4280	42.80%
Eye corrosion	-	0.9356	93.56%
Eye irritation	-	0.8371	83.71%
Skin irritation	-	0.6450	64.50%
Skin corrosion	-	0.8791	87.91%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4694	46.94%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.7075	70.75%
skin sensitisation	-	0.7159	71.59%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8219	82.19%
Acute Oral Toxicity (c)	III	0.4058	40.58%
Estrogen receptor binding	+	0.5626	56.26%
Androgen receptor binding	-	0.4829	48.29%
Thyroid receptor binding	+	0.5762	57.62%
Glucocorticoid receptor binding	+	0.5643	56.43%
Aromatase binding	-	0.5939	59.39%
PPAR gamma	-	0.5408	54.08%
Honey bee toxicity	-	0.7209	72.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9684	96.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.35%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.21%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.27%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.29%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.02%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.92%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.18%	97.36%

Plants that contains it

• Artemisia afra

Cross-Links

• PubChem: 14021335
• LOTUS: LTS0163390
• wikiData: Q105233336