Molecule

2,5-bis(hydroxymethyl)-3,4-dihydroxypyrrolidine

AlkaPlorer ID: AK019531

Synonym: '2,5-Dihydroxymethyl-3,4-dihydroxypyrrolidine', 'DMDP', '2R,5R-Dihydroxymethyl-3R,4R-dihydroxy-pyrrolidine', '2,5-Dideoxy-2,5-imino-D-glucitol', '(+)-2,5-Dideoxy-2,5-imino-D-mannitol', '(+)-2,5-Dideoxy-2,5-imino-D-glucitol'

IUPAC Name: (2R,3S,4R,5R)-2,5-bis(hydroxymethyl)pyrrolidine-3,4-diol

Structure

SMILES: OC[C@H]1N[C@H](CO)[C@@H](O)[C@H]1O

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

InChIKey: PFYHYHZGDNWFIF-KAZBKCHUSA-N

Reference

PubChem CID: 10261406

SuperNatural Ⅲ: SN0284371-04

NPASS: NPC62507

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Adenophora triphylla	Adenophora	Campanulaceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Adenophora stricta	Adenophora	Campanulaceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 163.173

TPSA？: 92.95

MolLogP？: -2.9667999999999988

Number of H-Donors: 5

Number of H-Acceptors: 5

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bos taurus	Alpha-L-fucosidase 1	IC50	503000.0	nM	10.1016/j.bmc.2010.04.048
Caldicellulosiruptor saccharolyticus	Beta-glucosidase A	IC50	19000.0	nM	10.1016/j.bmc.2010.04.048
Coffea arabica	Alpha-galactosidase	IC50	780.0	nM	10.1016/j.bmc.2010.04.048
Homo sapiens	Alpha-galactosidase A	Activity	9.6	None	10.1016/j.bmc.2010.04.048
Homo sapiens	Alpha-galactosidase A	Activity	70.0	%	10.1016/j.bmc.2010.04.048
Homo sapiens	Alpha-galactosidase A	Activity	nan	None	10.1016/j.bmc.2010.04.048
Homo sapiens	Alpha-galactosidase A	Activity	nan	None	10.1016/j.ejmech.2016.07.025
Homo sapiens	Alpha-galactosidase A	Activity	nan	None	10.1016/j.ejmech.2016.10.004
Homo sapiens	Alpha-galactosidase A	IC50	690.0	nM	10.1016/j.bmc.2010.04.048
Homo sapiens	Alpha-galactosidase A	IC50	750.0	nM	10.1016/j.ejmech.2016.07.025
Homo sapiens	Alpha-galactosidase A	IC50	750.0	nM	10.1016/j.ejmech.2016.10.004
Homo sapiens	Alpha-galactosidase A	IC50	1000.0	nM	10.1016/j.ejmech.2016.07.025
Homo sapiens	Alpha-galactosidase A	IC50	1000.0	nM	10.1016/j.ejmech.2016.10.004
Homo sapiens	Alpha-galactosidase A	Ki	500.0	nM	10.1016/j.bmc.2010.04.048
Homo sapiens	Beta-glucocerebrosidase	Ki	200.0	nM	10.1016/s0960-894x(01)00126-3
Homo sapiens	Beta-glucocerebrosidase	Ki	200.0	nM	10.1016/s0960-894x(01)00209-8
Homo sapiens	Jurkat	Activity	nan	None	10.1016/j.bmc.2010.04.048
Oryza sativa Japonica Group	Probable alpha-glucosidase Os06g0675700	IC50	171000.0	nM	10.1016/j.bmc.2010.04.048
Rattus norvegicus	Beta-mannosidase	Inhibition	50.0	%	10.1016/j.bmc.2010.04.048
Rattus norvegicus	Lactase-glycosylceramidase	IC50	7200.0	nM	10.1016/j.bmc.2010.04.048
Sus scrofa	Uncharacterized protein	IC50	631000.0	nM	10.1016/j.bmc.2010.04.048
None	Lymphocyte	CC50	200000.0	nM	10.1016/j.ejmech.2016.10.004
None	NON-PROTEIN TARGET	CC50	200000.0	nM	10.1016/j.ejmech.2016.07.025
None	Unchecked	IC50	3300.0	nM	10.1021/np050157a
None	Unchecked	IC50	7800.0	nM	10.1021/np050157a
None	Unchecked	IC50	40000.0	nM	10.1016/j.bmc.2010.04.048
None	Unchecked	IC50	64000.0	nM	10.1016/j.bmc.2010.04.048
None	Unchecked	IC50	66000.0	nM	10.1016/j.bmc.2010.04.048
None	Unchecked	IC50	74000.0	nM	10.1016/j.bmc.2010.04.048
None	Unchecked	IC50	190000.0	nM	10.1016/j.bmc.2010.04.048
None	Unchecked	IC50	444000.0	nM	10.1016/j.bmc.2010.04.048
None	Unchecked	Inhibition	50.0	%	10.1016/j.bmc.2010.04.048