(4R)-4-[(2R)-2-hydroperoxy-7-methyl-3-methylidene-5-oxooct-6-enyl]-3-methylideneoxolan-2-one

Details

• Internal ID: 758a189a-bb97-4fe3-8306-488fb4552ed4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R)-4-[(2R)-2-hydroperoxy-7-methyl-3-methylidene-5-oxooct-6-enyl]-3-methylideneoxolan-2-one
• InChI: InChI=1S/C15H20O5/c1-9(2)5-13(16)6-10(3)14(20-18)7-12-8-19-15(17)11(12)4/h5,12,14,18H,3-4,6-8H2,1-2H3/t12-,14+/m0/s1
• InChI Key: ZQRTYNDULWCZRD-GXTWGEPZSA-N
• Popularity: 2 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): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9104	91.04%
Caco-2	+	0.5544	55.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8552	85.52%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7877	78.77%
P-glycoprotein inhibitior	-	0.8695	86.95%
P-glycoprotein substrate	-	0.6364	63.64%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8992	89.92%
CYP3A4 inhibition	-	0.7574	75.74%
CYP2C9 inhibition	-	0.7074	70.74%
CYP2C19 inhibition	-	0.7366	73.66%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.7527	75.27%
CYP2C8 inhibition	-	0.8745	87.45%
CYP inhibitory promiscuity	-	0.7450	74.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8178	81.78%
Carcinogenicity (trinary)	Non-required	0.6460	64.60%
Eye corrosion	-	0.9458	94.58%
Eye irritation	-	0.5889	58.89%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.8839	88.39%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.5444	54.44%
skin sensitisation	-	0.6824	68.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6292	62.92%
Acute Oral Toxicity (c)	III	0.5738	57.38%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5427	54.27%
Glucocorticoid receptor binding	+	0.5615	56.15%
Aromatase binding	-	0.7317	73.17%
PPAR gamma	-	0.5769	57.69%
Honey bee toxicity	-	0.7610	76.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9788	97.88%

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	97.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.69%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.14%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.13%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.09%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.48%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.21%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.13%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	81.03%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.15%	95.50%

Plants that contains it

• Anthemis cotula

Cross-Links

• PubChem: 163106931
• LOTUS: LTS0186749
• wikiData: Q105381698