7-[(2E,5S,6S)-5,6-dihydroxy-3,7-dimethylocta-2,7-dienoxy]-8-methoxychromen-2-one

Details

• Internal ID: 0abfeec8-91f0-459f-91aa-2e1bb35279d8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(2E,5S,6S)-5,6-dihydroxy-3,7-dimethylocta-2,7-dienoxy]-8-methoxychromen-2-one
• InChI: InChI=1S/C20H24O6/c1-12(2)18(23)15(21)11-13(3)9-10-25-16-7-5-14-6-8-17(22)26-19(14)20(16)24-4/h5-9,15,18,21,23H,1,10-11H2,2-4H3/b13-9+/t15-,18-/m0/s1
• InChI Key: DRXPERLZOPROEJ-OTRWZCATSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	+	0.6168	61.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6417	64.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9037	90.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5987	59.87%
P-glycoprotein inhibitior	-	0.4545	45.45%
P-glycoprotein substrate	-	0.6897	68.97%
CYP3A4 substrate	+	0.5224	52.24%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	-	0.7973	79.73%
CYP3A4 inhibition	-	0.5933	59.33%
CYP2C9 inhibition	-	0.8424	84.24%
CYP2C19 inhibition	-	0.6088	60.88%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	+	0.7086	70.86%
CYP2C8 inhibition	-	0.5744	57.44%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7409	74.09%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.7840	78.40%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8459	84.59%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.7778	77.78%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6453	64.53%
Acute Oral Toxicity (c)	III	0.5449	54.49%
Estrogen receptor binding	+	0.7451	74.51%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	+	0.6334	63.34%
Glucocorticoid receptor binding	+	0.7562	75.62%
Aromatase binding	+	0.6605	66.05%
PPAR gamma	+	0.7345	73.45%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.35%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.07%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.81%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.69%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	87.11%	90.20%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.83%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.48%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.09%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%

Plants that contains it

• Zanthoxylum schinifolium

Cross-Links

• PubChem: 163190834
• LOTUS: LTS0214022
• wikiData: Q104987698