Coronarian

Details

• Internal ID: 7b2f5e91-887d-43f0-9755-0fa72b2edd86
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,6-trihydroxy-5-(3-nitropropanoyloxy)oxan-2-yl]methyl 3-nitropropanoate
• SMILES (Canonical): C(C[N+](=O)[O-])C(=O)OCC1C(C(C(C(O1)O)OC(=O)CC[N+](=O)[O-])O)O
• SMILES (Isomeric): C(C[N+](=O)[O-])C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)OC(=O)CC[N+](=O)[O-])O)O
• InChI: InChI=1S/C12H18N2O12/c15-7(1-3-13(20)21)24-5-6-9(17)10(18)11(12(19)25-6)26-8(16)2-4-14(22)23/h6,9-12,17-19H,1-5H2/t6-,9-,10+,11-,12+/m1/s1
• InChI Key: VDUXCWJUZIOGJA-JPXBYFMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈N₂O₁₂
• Molecular Weight: 382.28 g/mol
• Exact Mass: 382.08597401 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

• alpha-D-Glucopyranose, 2,6-bis(3-nitropropanoate)
• 63505-68-0
• C08474
• AC1L9BBJ
• C12-H18-N2-O12
• CHEBI:3886
• [(2R,3S,4S,5R,6S)-3,4,6-trihydroxy-5-(3-nitropropanoyloxy)oxan-2-yl]methyl 3-nitropropanoate
• Q27106229
• [(2R,3S,4S,5R,6S)-3,4,6-trihydroxy-5-(3-nitropropanoyloxy)tetrahydropyran-2-yl]methyl 3-nitropropanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8763	87.63%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8054	80.54%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8729	87.29%
P-glycoprotein inhibitior	-	0.7062	70.62%
P-glycoprotein substrate	-	0.9513	95.13%
CYP3A4 substrate	+	0.5555	55.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.9674	96.74%
CYP2C9 inhibition	-	0.7418	74.18%
CYP2C19 inhibition	-	0.7305	73.05%
CYP2D6 inhibition	-	0.8525	85.25%
CYP1A2 inhibition	-	0.7439	74.39%
CYP2C8 inhibition	-	0.8639	86.39%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6362	63.62%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8470	84.70%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7178	71.78%
Acute Oral Toxicity (c)	III	0.5756	57.56%
Estrogen receptor binding	-	0.4739	47.39%
Androgen receptor binding	-	0.8485	84.85%
Thyroid receptor binding	-	0.5186	51.86%
Glucocorticoid receptor binding	+	0.5994	59.94%
Aromatase binding	-	0.6553	65.53%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.5710	57.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.56%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.71%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.97%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	84.85%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.40%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	83.36%	83.82%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.18%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	82.75%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.68%	86.33%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.91%	88.84%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.85%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.36%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.50%	95.64%

Plants that contains it

• Asclepias curassavica
• Astragalus cibarius
• Indigofera suffruticosa
• Lotus pedunculatus

Cross-Links

• PubChem: 441560
• NPASS: NPC92047
• LOTUS: LTS0144732
• wikiData: Q27106229