[(2R,3R,4S,5R,6S)-6-hydroxy-3,4,5-tris(3-nitropropanoyloxy)oxan-2-yl]methyl 3-nitropropanoate

Details

• Internal ID: 533a86fb-a45c-48f0-b93f-00fc9e204e63
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6S)-6-hydroxy-3,4,5-tris(3-nitropropanoyloxy)oxan-2-yl]methyl 3-nitropropanoate
• InChI: InChI=1S/C18H24N4O18/c23-11(1-5-19(28)29)36-9-10-15(38-12(24)2-6-20(30)31)16(39-13(25)3-7-21(32)33)17(18(27)37-10)40-14(26)4-8-22(34)35/h10,15-18,27H,1-9H2/t10-,15-,16+,17-,18+/m1/s1
• InChI Key: JMPKPWBLQUWFHQ-XJWTZCLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄N₄O₁₈
• Molecular Weight: 584.40 g/mol
• Exact Mass: 584.10855993 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.35
• H-Bond Acceptor: 18
• H-Bond Donor: 1
• Rotatable Bonds: 17

Synonyms

• orb1680921
• AKOS032962752
• AKOS040762953

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8014	80.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6443	64.43%
P-glycoprotein inhibitior	+	0.6339	63.39%
P-glycoprotein substrate	-	0.9586	95.86%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.7503	75.03%
CYP2C19 inhibition	-	0.6993	69.93%
CYP2D6 inhibition	-	0.8246	82.46%
CYP1A2 inhibition	-	0.7623	76.23%
CYP2C8 inhibition	-	0.8592	85.92%
CYP inhibitory promiscuity	-	0.9037	90.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5497	54.97%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.7249	72.49%
Skin corrosion	-	0.9089	90.89%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4627	46.27%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6088	60.88%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.7478	74.78%
Androgen receptor binding	-	0.7418	74.18%
Thyroid receptor binding	-	0.4919	49.19%
Glucocorticoid receptor binding	+	0.5934	59.34%
Aromatase binding	+	0.5190	51.90%
PPAR gamma	+	0.5916	59.16%
Honey bee toxicity	-	0.7554	75.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.6098	60.98%

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	92.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.60%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.56%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	84.36%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.10%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.09%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.88%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.36%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.33%	91.19%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	80.94%	81.58%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.51%	91.11%

Plants that contains it

• Swertia calycina

Cross-Links

• PubChem: 14261126
• NPASS: NPC76537