2,5-Dideoxy-2,5-imino-D-mannitol

Details

• Internal ID: b2680837-5435-439f-9672-4568929f0185
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines
• IUPAC Name: (2R,3R,4R,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• SMILES (Canonical): C(C1C(C(C(N1)CO)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H](N1)CO)O)O)O
• InChI: InChI=1S/C6H13NO4/c8-1-3-5(10)6(11)4(2-9)7-3/h3-11H,1-2H2/t3-,4-,5-,6-/m1/s1
• InChI Key: PFYHYHZGDNWFIF-KVTDHHQDSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₄
• Molecular Weight: 163.17 g/mol
• Exact Mass: 163.08445790 g/mol
• Topological Polar Surface Area (TPSA): 93.00 Ų
• XlogP: -1.80

Synonyms

• 59920-31-9
• DMDP
• (2R,3R,4R,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• 2,5-Dihydroxymethyl-3,4-dihydroxypyrrolidine
• CHEBI:4289
• CHEMBL312653
• NSC613239
• NSC624987
• NSC 624987
• 2,5-bis(hydroxymethyl)-3,4-dihydroxypyrrolidine
• 2(r),5(r)-bis(hydroxymethyl)-3(r),4(r)-dihydroxypyrrolidine
• 2,5-Pyrrolidinedimethanol, 3,4-dihydroxy-, (2R,3R,4R,5R)-
• 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine
• 210115-92-7
• D0R5HV
• 2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol
• SCHEMBL466574
• DTXSID50943312
• 2,5-imino-2,5-dideoxy-d-mannitol
• BDBM50031481
• HY-N11598
• AKOS006280967
• DQQ
• PD119439
• CS-0650793
• di(hydroxymethyl)dihydroxypyrrolidine (DMDP)
• 2,5-dihydroxymethyl-3,4-dihydroxy-pyrrolidine
• W-203234
• 9D7F3C44-69AD-44CB-89DE-8A2E1A4AE7D1
• Q27106325
• (2R,3R,4R,5R)-2,5-Bis-hydroxymethyl-pyrrolidine-3,4-diol
• D-Mannitol, 2,5-dideoxy-2,5-imino-, (6R-(6alpha,7alpha,7(R*)))-
• 2,5-Pyrrolidinedimethanol, 3,4-dihydroxy-, (2.alpha.,3.beta.,4.alpha.,5.beta.)-()-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2524	P06280	Alpha-galactosidase A	500 nM	Ki	via Super-PRED
CHEMBL5272	P35573	Glycogen debranching enzyme	9800 nM	IC50	PMID: 18258441
CHEMBL2074	O43451	Maltase-glucoamylase	< 50000 nM	IC50	PMID: 7608901

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.51%	97.09%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	84.22%	94.55%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.17%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	80.19%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	80.08%	97.79%

Plants that contains it

• Angylocalyx pynaertii
• Castanospermum australe
• Castanospermum australe
• Commelina communis
• Glycyrrhiza glabra
• Glycyrrhiza uralensis
• Hyacinthoides hispanica
• Hyacinthus orientalis
• Lactuca floridana
• Morus indica
• Scorzoneroides autumnalis
• Xanthocercis zambesiaca

Cross-Links

• PubChem: 124702
• NPASS: NPC8087
• ChEMBL: CHEMBL312653
• LOTUS: LTS0012425
• wikiData: Q27106325