[2-[Cyano-(4-hydroxyphenyl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 13e4343a-b301-4c0b-aa23-8f5005a66cdf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: [2-[cyano-(4-hydroxyphenyl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O
• InChI: InChI=1S/C21H21NO11/c22-7-14(9-1-3-11(24)4-2-9)31-21-19(18(29)17(28)15(8-23)32-21)33-20(30)10-5-12(25)16(27)13(26)6-10/h1-6,14-15,17-19,21,23-29H,8H2
• InChI Key: BPGKGGZOJNCPKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁NO₁₁
• Molecular Weight: 463.40 g/mol
• Exact Mass: 463.11146049 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7934	79.34%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6230	62.30%
OATP2B1 inhibitior	-	0.7061	70.61%
OATP1B1 inhibitior	-	0.3312	33.12%
OATP1B3 inhibitior	+	0.9065	90.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7318	73.18%
P-glycoprotein inhibitior	-	0.6252	62.52%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	+	0.5849	58.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.7570	75.70%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	-	0.8676	86.76%
CYP2C8 inhibition	+	0.5406	54.06%
CYP inhibitory promiscuity	-	0.6434	64.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7689	76.89%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8706	87.06%
Skin irritation	-	0.8362	83.62%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8173	81.73%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9097	90.97%
Acute Oral Toxicity (c)	III	0.7455	74.55%
Estrogen receptor binding	+	0.7348	73.48%
Androgen receptor binding	+	0.7428	74.28%
Thyroid receptor binding	+	0.6023	60.23%
Glucocorticoid receptor binding	+	0.6076	60.76%
Aromatase binding	+	0.5450	54.50%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.6426	64.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	-	0.4086	40.86%

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	99.41%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.30%	95.64%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.55%	99.17%
CHEMBL3194	P02766	Transthyretin	93.53%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	91.83%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	89.66%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.45%	83.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.56%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.27%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.90%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.40%	91.49%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.53%	85.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.71%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	83.52%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.25%	94.80%
CHEMBL4208	P20618	Proteasome component C5	83.13%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.10%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	81.52%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.20%	94.00%

Plants that contains it

• Phyllanthus meghalayensis

Cross-Links

• PubChem: 73802904
• LOTUS: LTS0165129
• wikiData: Q104942141