Dhurrin 6'-glucoside

Details

• Internal ID: 15454ec3-c757-40e0-b01f-5c89f1edc0c9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile
• InChI: InChI=1S/C20H27NO12/c21-5-10(8-1-3-9(23)4-2-8)31-20-18(29)16(27)14(25)12(33-20)7-30-19-17(28)15(26)13(24)11(6-22)32-19/h1-4,10-20,22-29H,6-7H2
• InChI Key: FPYKJQSRWXKDRY-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₁₂
• Molecular Weight: 473.40 g/mol
• Exact Mass: 473.15332530 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.40
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• CHEBI:156184
• 2-(4-hydroxyphenyl)-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9395	93.95%
Caco-2	-	0.9012	90.12%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6050	60.50%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8531	85.31%
P-glycoprotein inhibitior	-	0.7617	76.17%
P-glycoprotein substrate	-	0.8863	88.63%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8159	81.59%
CYP3A4 inhibition	-	0.8642	86.42%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.8651	86.51%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	-	0.8982	89.82%
CYP2C8 inhibition	-	0.6125	61.25%
CYP inhibitory promiscuity	-	0.6856	68.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6439	64.39%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9486	94.86%
Skin irritation	-	0.8432	84.32%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7623	76.23%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6109	61.09%
Acute Oral Toxicity (c)	II	0.6352	63.52%
Estrogen receptor binding	+	0.6888	68.88%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	-	0.5583	55.83%
Aromatase binding	+	0.7085	70.85%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.5725	57.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	-	0.8139	81.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.82%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.80%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	90.47%	98.35%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.28%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.20%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.31%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.19%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.88%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.03%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.69%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.34%	94.80%

Plants that contains it

• Sorghum bicolor

Cross-Links

• PubChem: 131750898
• LOTUS: LTS0259472
• wikiData: Q104999467