[2-Cyano-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 675a0e59-2ce8-4960-a66a-afd9aebe0d4d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [2-cyano-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OCC(=CCOC2C(C(C(C(O2)CO)O)O)O)C#N
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)OCC(=CCOC2C(C(C(C(O2)CO)O)O)O)C#N
• InChI: InChI=1S/C18H21NO11/c19-5-8(7-29-17(27)9-3-10(21)13(23)11(22)4-9)1-2-28-18-16(26)15(25)14(24)12(6-20)30-18/h1,3-4,12,14-16,18,20-26H,2,6-7H2
• InChI Key: SJMDHBXALFKMKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₁₁
• Molecular Weight: 427.40 g/mol
• Exact Mass: 427.11146049 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5625	56.25%
Caco-2	-	0.9214	92.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.7889	78.89%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6944	69.44%
P-glycoprotein inhibitior	-	0.7042	70.42%
P-glycoprotein substrate	-	0.8998	89.98%
CYP3A4 substrate	+	0.5629	56.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.8357	83.57%
CYP2C9 inhibition	-	0.7511	75.11%
CYP2C19 inhibition	-	0.7511	75.11%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	-	0.7157	71.57%
CYP2C8 inhibition	+	0.6451	64.51%
CYP inhibitory promiscuity	+	0.5341	53.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6849	68.49%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.8128	81.28%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6137	61.37%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.7659	76.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8697	86.97%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	+	0.7334	73.34%
Androgen receptor binding	+	0.6621	66.21%
Thyroid receptor binding	+	0.5992	59.92%
Glucocorticoid receptor binding	-	0.5265	52.65%
Aromatase binding	+	0.6101	61.01%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.7284	72.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8586	85.86%

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	98.40%	91.11%
CHEMBL3194	P02766	Transthyretin	94.46%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.00%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.88%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.03%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.35%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.58%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.29%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.46%	95.93%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.18%	94.42%

Plants that contains it

• Rhodiola quadrifida

Cross-Links

• PubChem: 78410202
• LOTUS: LTS0237384
• wikiData: Q105254413