(4S,6S)-6-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-4-hydroxy-3-methylcyclohex-2-en-1-one

Details

• Internal ID: 6259d005-955f-41b2-827d-deb1625bb5f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,6S)-6-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-4-hydroxy-3-methylcyclohex-2-en-1-one
• InChI: InChI=1S/C15H24O4/c1-9(2)15(19-18)6-5-10(3)12-8-13(16)11(4)7-14(12)17/h7,10,12-13,15-16,18H,1,5-6,8H2,2-4H3/t10-,12+,13+,15-/m1/s1
• InChI Key: WIZKTMMRPBRJKH-GVUJHPQVSA-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: 1.90
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	+	0.6624	66.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9398	93.98%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9243	92.43%
P-glycoprotein inhibitior	-	0.9335	93.35%
P-glycoprotein substrate	-	0.5853	58.53%
CYP3A4 substrate	+	0.5625	56.25%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	+	0.5496	54.96%
CYP2C9 inhibition	-	0.8450	84.50%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.8533	85.33%
CYP1A2 inhibition	-	0.8278	82.78%
CYP2C8 inhibition	-	0.9626	96.26%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6971	69.71%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.8022	80.22%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7430	74.30%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5537	55.37%
skin sensitisation	-	0.6091	60.91%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7171	71.71%
Acute Oral Toxicity (c)	III	0.6654	66.54%
Estrogen receptor binding	-	0.6692	66.92%
Androgen receptor binding	-	0.6005	60.05%
Thyroid receptor binding	+	0.5686	56.86%
Glucocorticoid receptor binding	+	0.6999	69.99%
Aromatase binding	-	0.8115	81.15%
PPAR gamma	-	0.7234	72.34%
Honey bee toxicity	-	0.7226	72.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.36%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.26%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.27%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.33%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.94%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.63%	90.08%

Plants that contains it

• Achillea collina

Cross-Links

• PubChem: 162878382
• LOTUS: LTS0028349
• wikiData: Q105306611