Mandelonitrile rutinoside

Details

• Internal ID: 6c13e5f0-50f7-4db6-8cf3-9e5ea76ae340
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: 2-phenyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyacetonitrile
• InChI: InChI=1S/C20H27NO10/c1-9-13(22)15(24)17(26)19(29-9)28-8-12-14(23)16(25)18(27)20(31-12)30-11(7-21)10-5-3-2-4-6-10/h2-6,9,11-20,22-27H,8H2,1H3
• InChI Key: QSPJUYWAUZTHLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇NO₁₀
• Molecular Weight: 441.40 g/mol
• Exact Mass: 441.16349606 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• CHEBI:192049
• 2-phenyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxyacetonitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9369	93.69%
Caco-2	-	0.8475	84.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7319	73.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8097	80.97%
P-glycoprotein inhibitior	-	0.7883	78.83%
P-glycoprotein substrate	-	0.8743	87.43%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8167	81.67%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.8646	86.46%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9091	90.91%
CYP1A2 inhibition	-	0.8781	87.81%
CYP2C8 inhibition	-	0.7546	75.46%
CYP inhibitory promiscuity	-	0.6662	66.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6883	68.83%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9615	96.15%
Skin irritation	-	0.8595	85.95%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7780	77.80%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.8940	89.40%
Acute Oral Toxicity (c)	III	0.6877	68.77%
Estrogen receptor binding	+	0.5403	54.03%
Androgen receptor binding	-	0.6895	68.95%
Thyroid receptor binding	+	0.5813	58.13%
Glucocorticoid receptor binding	-	0.5721	57.21%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.6988	69.88%
Honey bee toxicity	-	0.6585	65.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.7554	75.54%

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	97.46%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.13%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.86%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	90.36%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.56%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.41%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.24%	83.00%
CHEMBL5028	O14672	ADAM10	80.69%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.43%	97.36%
CHEMBL1944	P08473	Neprilysin	80.31%	92.63%

Plants that contains it

• Passiflora edulis

Cross-Links

• PubChem: 131751315
• LOTUS: LTS0221220
• wikiData: Q105227198