5-(6-Hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-2-methylcyclohex-2-en-1-one

Details

• Internal ID: f89a9ad8-bb22-455b-8f97-0015b08d5c9b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-(6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-2-methylcyclohex-2-en-1-one
• InChI: InChI=1S/C15H24O4/c1-11-6-7-12(10-13(11)16)15(4,17)9-5-8-14(2,3)19-18/h5-6,8,12,17-18H,7,9-10H2,1-4H3
• InChI Key: BCEJGYIGBYZFKB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.7413	74.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8394	83.94%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5202	52.02%
P-glycoprotein inhibitior	-	0.9481	94.81%
P-glycoprotein substrate	-	0.8701	87.01%
CYP3A4 substrate	+	0.5470	54.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.6758	67.58%
CYP2C9 inhibition	-	0.8197	81.97%
CYP2C19 inhibition	-	0.8038	80.38%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.9181	91.81%
CYP2C8 inhibition	-	0.8062	80.62%
CYP inhibitory promiscuity	-	0.8844	88.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6784	67.84%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.8356	83.56%
Skin irritation	-	0.6431	64.31%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5438	54.38%
Human Ether-a-go-go-Related Gene inhibition	-	0.7303	73.03%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.5783	57.83%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4802	48.02%
Acute Oral Toxicity (c)	III	0.5944	59.44%
Estrogen receptor binding	-	0.5459	54.59%
Androgen receptor binding	-	0.7937	79.37%
Thyroid receptor binding	+	0.6498	64.98%
Glucocorticoid receptor binding	-	0.5095	50.95%
Aromatase binding	-	0.6296	62.96%
PPAR gamma	-	0.5532	55.32%
Honey bee toxicity	-	0.8333	83.33%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9921	99.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.28%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.29%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	91.02%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	86.07%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.04%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%

Plants that contains it

• Achillea clavennae

Cross-Links

• PubChem: 162909533
• LOTUS: LTS0229872
• wikiData: Q104923258