(6S)-6-[(E,2S)-6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl]-3-methylcyclohex-2-en-1-one

Details

• Internal ID: 1c838cc9-7121-4080-88aa-f93226b50fab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6S)-6-[(E,2S)-6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl]-3-methylcyclohex-2-en-1-one
• InChI: InChI=1S/C15H24O4/c1-11-6-7-12(13(16)10-11)15(4,17)9-5-8-14(2,3)19-18/h5,8,10,12,17-18H,6-7,9H2,1-4H3/b8-5+/t12-,15+/m1/s1
• InChI Key: JNIVWXMXQDUVEE-ITPJJHHZSA-N
• Popularity: 2 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: 1.70
• 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	+	0.9833	98.33%
Caco-2	+	0.6930	69.30%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8331	83.31%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6188	61.88%
P-glycoprotein inhibitior	-	0.9751	97.51%
P-glycoprotein substrate	-	0.8784	87.84%
CYP3A4 substrate	+	0.5701	57.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.7355	73.55%
CYP2C9 inhibition	-	0.7453	74.53%
CYP2C19 inhibition	-	0.7102	71.02%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8537	85.37%
CYP2C8 inhibition	-	0.8054	80.54%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7271	72.71%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5225	52.25%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	+	0.5838	58.38%
Human Ether-a-go-go-Related Gene inhibition	-	0.6269	62.69%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6836	68.36%
skin sensitisation	-	0.5510	55.10%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6514	65.14%
Acute Oral Toxicity (c)	III	0.4153	41.53%
Estrogen receptor binding	-	0.6044	60.44%
Androgen receptor binding	-	0.6346	63.46%
Thyroid receptor binding	+	0.6336	63.36%
Glucocorticoid receptor binding	+	0.5912	59.12%
Aromatase binding	-	0.6521	65.21%
PPAR gamma	-	0.5520	55.20%
Honey bee toxicity	-	0.8718	87.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9877	98.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.18%	96.09%
CHEMBL1871	P10275	Androgen Receptor	86.19%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.58%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.56%	89.34%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.38%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.00%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16091559
• LOTUS: LTS0188263
• wikiData: Q105131941