[(2S,3S,4R,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl] phosphono hydrogen phosphate

Details

• Internal ID: b7c49c95-3605-4d2b-a1c0-806c954f2f6f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Pentoses > Pentose phosphates
• IUPAC Name: [(2S,3S,4R,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl] phosphono hydrogen phosphate
• SMILES (Canonical): C(C1C(C(C(O1)OP(=O)(O)OP(=O)(O)O)O)O)OP(=O)(O)O
• SMILES (Isomeric): C([C@@H]1[C@@H]([C@@H]([C@@H](O1)OP(=O)(O)OP(=O)(O)O)O)O)OP(=O)(O)O
• InChI: InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3+,4+,5+/m1/s1
• InChI Key: PQGCEDQWHSBAJP-STGXQOJASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₃O₁₄P₃
• Molecular Weight: 390.07 g/mol
• Exact Mass: 389.95181608 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: -5.80
• Atomic LogP (AlogP): -2.23
• H-Bond Acceptor: 9
• 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	-	0.9515	95.15%
Caco-2	-	0.9265	92.65%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7402	74.02%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9376	93.76%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8906	89.06%
P-glycoprotein inhibitior	-	0.7959	79.59%
P-glycoprotein substrate	-	0.9694	96.94%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.9727	97.27%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.8792	87.92%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	-	0.9222	92.22%
CYP inhibitory promiscuity	-	0.9715	97.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9368	93.68%
Eye irritation	-	0.9681	96.81%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.8019	80.19%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6591	65.91%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6082	60.82%
skin sensitisation	-	0.8714	87.14%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6169	61.69%
Acute Oral Toxicity (c)	III	0.5458	54.58%
Estrogen receptor binding	+	0.7393	73.93%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5319	53.19%
Glucocorticoid receptor binding	-	0.6170	61.70%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.6875	68.75%
Honey bee toxicity	-	0.5350	53.50%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7955	79.55%
Fish aquatic toxicity	-	0.4667	46.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.36%	83.82%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	92.19%	80.33%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	91.81%	94.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL5957	P21589	5'-nucleotidase	89.74%	97.78%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.79%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	84.49%	92.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.72%	87.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.58%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.20%	96.61%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 92962115
• LOTUS: LTS0224875
• wikiData: Q105213220