7-[(2E,6R)-6-hydroperoxy-3,7-dimethylocta-2,7-dienoxy]chromen-2-one

Details

• Internal ID: 036c80fe-12ef-44cf-ada7-2d6f82f7a1a4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(2E,6R)-6-hydroperoxy-3,7-dimethylocta-2,7-dienoxy]chromen-2-one
• InChI: InChI=1S/C19H22O5/c1-13(2)17(24-21)8-4-14(3)10-11-22-16-7-5-15-6-9-19(20)23-18(15)12-16/h5-7,9-10,12,17,21H,1,4,8,11H2,2-3H3/b14-10+/t17-/m1/s1
• InChI Key: GFNDGCJFPVJMQB-IDKBZEPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	+	0.5405	54.05%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6170	61.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.9118	91.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7504	75.04%
P-glycoprotein inhibitior	+	0.6269	62.69%
P-glycoprotein substrate	-	0.7643	76.43%
CYP3A4 substrate	+	0.5552	55.52%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8126	81.26%
CYP3A4 inhibition	+	0.7433	74.33%
CYP2C9 inhibition	-	0.6125	61.25%
CYP2C19 inhibition	+	0.6993	69.93%
CYP2D6 inhibition	-	0.7905	79.05%
CYP1A2 inhibition	+	0.7555	75.55%
CYP2C8 inhibition	-	0.7219	72.19%
CYP inhibitory promiscuity	+	0.5317	53.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7021	70.21%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.7703	77.03%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8499	84.99%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5208	52.08%
skin sensitisation	-	0.8103	81.03%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7066	70.66%
Acute Oral Toxicity (c)	III	0.4901	49.01%
Estrogen receptor binding	+	0.6761	67.61%
Androgen receptor binding	+	0.8366	83.66%
Thyroid receptor binding	-	0.5087	50.87%
Glucocorticoid receptor binding	+	0.7308	73.08%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.7819	78.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	99.89%	92.51%
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.84%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.97%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.56%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.69%	96.00%
CHEMBL4208	P20618	Proteasome component C5	83.55%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.42%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	81.43%	93.31%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.05%	89.34%

Plants that contains it

• Phebalium megaphyllum

Cross-Links

• PubChem: 163068202
• LOTUS: LTS0202076
• wikiData: Q105007654