CID 54607714

Details

• Internal ID: 6ade1e36-a97e-4600-ba4c-f4036ccf5b08
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: (Z,4E)-4-[cyano-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethylidene]hex-2-enedioic acid
• SMILES (Canonical): C(C1C(C(C(C(O1)OC(=C(CC(=O)O)C=CC(=O)O)C#N)O)O)O)O
• SMILES (Isomeric): C(C1C(C(C(C(O1)O/C(=C(\CC(=O)O)/C=C\C(=O)O)/C#N)O)O)O)O
• InChI: InChI=1S/C14H17NO10/c15-4-7(6(3-10(19)20)1-2-9(17)18)24-14-13(23)12(22)11(21)8(5-16)25-14/h1-2,8,11-14,16,21-23H,3,5H2,(H,17,18)(H,19,20)/b2-1-,7-6-
• InChI Key: LABCALMTQNDOAI-WUROQBQKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₁₀
• Molecular Weight: 359.28 g/mol
• Exact Mass: 359.08524574 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• C14-H17-N-O10
• 28876-11-1
• NSC347123
• NSC-347123

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8228	82.28%
Caco-2	-	0.9195	91.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6756	67.56%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8835	88.35%
P-glycoprotein inhibitior	-	0.9199	91.99%
P-glycoprotein substrate	-	0.9271	92.71%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.6032	60.32%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.9304	93.04%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.8961	89.61%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.9118	91.18%
CYP2C8 inhibition	-	0.7628	76.28%
CYP inhibitory promiscuity	-	0.9353	93.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7826	78.26%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9226	92.26%
Skin irritation	-	0.8018	80.18%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5371	53.71%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7788	77.88%
skin sensitisation	-	0.8655	86.55%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4509	45.09%
Acute Oral Toxicity (c)	III	0.5242	52.42%
Estrogen receptor binding	-	0.5771	57.71%
Androgen receptor binding	-	0.6202	62.02%
Thyroid receptor binding	-	0.6091	60.91%
Glucocorticoid receptor binding	-	0.6277	62.77%
Aromatase binding	-	0.6331	63.31%
PPAR gamma	-	0.5472	54.72%
Honey bee toxicity	-	0.6233	62.33%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.8099	80.99%

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	93.33%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.41%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.31%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	88.40%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.66%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.95%	89.34%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.62%	95.83%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	82.53%	95.44%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.66%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.07%	91.19%

Plants that contains it

• Terminalia chebula
• Triglochin maritima

Cross-Links

• PubChem: 54607714
• NPASS: NPC191106