3-(Hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile

Details

• Internal ID: f5f3f4ce-9998-4057-9172-ebc19bc4c424
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 3-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile
• SMILES (Canonical): C(C1C(C(C(C(O1)OCC(=CC#N)CO)O)O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)OCC(=CC#N)CO)O)O)O)O
• InChI: InChI=1S/C11H17NO7/c12-2-1-6(3-13)5-18-11-10(17)9(16)8(15)7(4-14)19-11/h1,7-11,13-17H,3-5H2
• InChI Key: FOSRVZARVZHBSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇NO₇
• Molecular Weight: 275.25 g/mol
• Exact Mass: 275.10050188 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -2.75
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8880	88.80%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6838	68.38%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9298	92.98%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.9704	97.04%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.9256	92.56%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.8402	84.02%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.8807	88.07%
CYP2C8 inhibition	-	0.8168	81.68%
CYP inhibitory promiscuity	-	0.7682	76.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6952	69.52%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.8314	83.14%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6465	64.65%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8665	86.65%
skin sensitisation	-	0.8684	86.84%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5392	53.92%
Acute Oral Toxicity (c)	III	0.4285	42.85%
Estrogen receptor binding	-	0.6270	62.70%
Androgen receptor binding	-	0.6312	63.12%
Thyroid receptor binding	+	0.5430	54.30%
Glucocorticoid receptor binding	-	0.5855	58.55%
Aromatase binding	+	0.5480	54.80%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.4781	47.81%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.8517	85.17%

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	93.66%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.11%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.65%	96.09%
CHEMBL3589	P55263	Adenosine kinase	88.96%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	83.97%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.07%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.41%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.80%	96.61%

Plants that contains it

• Hordeum vulgare
• Oemleria cerasiformis
• Vachellia sutherlandii

Cross-Links

• PubChem: 78410317
• LOTUS: LTS0178281
• wikiData: Q104998922