[(3S,6S)-6-[(1S,4R)-4-hydroperoxy-4-methylcyclohex-2-en-1-yl]-2,2,6-trimethyloxan-3-yl] acetate

Details

• Internal ID: abec3948-7ace-482e-8cea-2844e8b4f5f3
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: [(3S,6S)-6-[(1S,4R)-4-hydroperoxy-4-methylcyclohex-2-en-1-yl]-2,2,6-trimethyloxan-3-yl] acetate
• InChI: InChI=1S/C17H28O5/c1-12(18)20-14-8-11-17(5,21-15(14,2)3)13-6-9-16(4,22-19)10-7-13/h6,9,13-14,19H,7-8,10-11H2,1-5H3/t13-,14+,16+,17+/m1/s1
• InChI Key: PSVWNULAYFQYQR-OHFALNGGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₅
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.19367399 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9325	93.25%
Caco-2	+	0.6666	66.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8098	80.98%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.8832	88.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7314	73.14%
P-glycoprotein inhibitior	-	0.6129	61.29%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	+	0.6366	63.66%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.7669	76.69%
CYP2C9 inhibition	-	0.7872	78.72%
CYP2C19 inhibition	-	0.7600	76.00%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.8045	80.45%
CYP2C8 inhibition	-	0.6621	66.21%
CYP inhibitory promiscuity	-	0.8864	88.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.6383	63.83%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6020	60.20%
Human Ether-a-go-go-Related Gene inhibition	-	0.4290	42.90%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.7601	76.01%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.8192	81.92%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	-	0.7430	74.30%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.7134	71.34%
Aromatase binding	+	0.6146	61.46%
PPAR gamma	+	0.5617	56.17%
Honey bee toxicity	-	0.7242	72.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.84%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.83%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.85%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.44%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.83%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.85%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.85%	99.23%

Plants that contains it

• Artemisia lucentica

Cross-Links

• PubChem: 101708808
• LOTUS: LTS0123757
• wikiData: Q105214427