Molecule

Riboprine

AlkaPlorer ID: AK015111

Synonym: None

IUPAC Name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-[6-(3-methylbut-2-enylamino)purin-9-yl]oxolane-3,4-diol

Structure

SMILES: CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI: InChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1

InChIKey: USVMJSALORZVDV-SDBHATRESA-N

Reference

Precolumn derivatization and capillary liquid chromatographic/frit-fast atom bombardment mass spectrometric analysis of cytokinins inArabidopsis thaliana

PubChem CID: 24405

CAS: 33156-15-9

LOTUS: LTS0001872

SuperNatural Ⅲ: SN0379187-05

NPASS: NPC239737

{

NPAtlas: NPA031393

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Ginkgo biloba	Ginkgo	Ginkgoaceae	Ginkgoales	Ginkgoopsida	Streptophyta	Viridiplantae	Eukaryota
Saccharina japonica	Saccharina	Laminariaceae	Laminariales	Phaeophyceae	None	None	Eukaryota
None	Corynebacterium	Corynebacteriaceae	Mycobacteriales	Actinomycetes	Actinomycetota	None	Bacteria
Pueraria pseudohirsuta	Pueraria	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Arabidopsis thaliana	Arabidopsis	Brassicaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Phalaenopsis amboinensis	Phalaenopsis	Orchidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Dioscorea composita	Dioscorea	Dioscoreaceae	Dioscoreales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Isodon wightii	Isodon	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Canarium boivinii	Canarium	Burseraceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 335.3640000000001

TPSA？: 125.55

MolLogP？: -0.1841000000000003

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus anthracis	Bacillus anthracis	IC50	360000.0	nM	10.1128/aac.01029-10
Bacillus anthracis	Bacillus anthracis	IC50	nan	None	10.1128/aac.01029-10
Enterovirus A71	Enterovirus A71	EC50	1000.0	nM	10.1016/j.ejmech.2016.01.036
Homo sapiens	Farnesyl diphosphate synthase	Activity	nan	None	10.1021/jm500869x
Homo sapiens	Farnesyl diphosphate synthase	Kd	550000.0	nM	10.1021/jm500869x
Homo sapiens	Farnesyl diphosphate synthase	Kd	1210000.0	nM	10.1021/jm500869x
Homo sapiens	Farnesyl diphosphate synthase	Kd	2020000.0	nM	10.1021/jm500869x
Homo sapiens	Farnesyl diphosphate synthase	Kd	2210000.0	nM	10.1021/jm500869x
Homo sapiens	Glyceraldehyde-3-phosphate dehydrogenase liver	IC50	5000000.0	nM	10.1021/jm9802620
Homo sapiens	Glyceraldehyde-3-phosphate dehydrogenase liver	Inhibition	84.0	%	10.1016/s0960-894x(98)00635-0
Homo sapiens	Glyceraldehyde-3-phosphate dehydrogenase liver	Inhibition	84.0	%	10.1021/jm9802620
Homo sapiens	Monoamine oxidase A	Activity	nan	None	10.1021/jm800656v
Homo sapiens	RD	CC50	5800.0	nM	10.1016/j.ejmech.2016.01.036
Homo sapiens	T-24	Activity	nan	None	10.1016/j.bmc.2010.04.093
Homo sapiens	T-24	Inhibition	nan	%	10.1016/j.bmc.2010.04.093
Mus musculus	J774.A1	Activity	nan	None	10.1128/aac.01029-10
Tick-borne encephalitis virus	Tick-borne encephalitis virus	EC50	50000.0	nM	10.1016/j.bmcl.2017.01.040
Tick-borne encephalitis virus	Tick-borne encephalitis virus	Inhibition	nan	%	10.1016/j.bmcl.2017.01.040
None	Platelet	IC50	141870.0	nM	10.1016/j.bmcl.2014.10.080
None	Unchecked	Ac50	1.0	uM	None
None	Unchecked	Ac50	14.13	uM	None
None	Unchecked	Ac50	15.85	uM	None
None	Unchecked	AC50	1000.0	nM	None
None	Unchecked	AC50	14125.4	nM	None
None	Unchecked	AC50	15848.9	nM	None
None	Unchecked	CC50	nan	None	10.1016/j.bmcl.2017.01.040
None	Unchecked	IC50	180.01	nM	None
None	Unchecked	IC50	342.36	nM	None
None	Unchecked	IC50	637.39	nM	None
None	Unchecked	IC50	854.95	nM	None
None	Unchecked	IC50	912.12	nM	None
None	Unchecked	IC50	995.2	nM	None
None	Unchecked	IC50	2658.0	nM	None
None	Unchecked	IC50	4688.7	nM	None
None	Unchecked	IC50	9006.9	nM	None
None	Unchecked	IC50	10000.0	nM	None
None	Unchecked	IC50	20000.0	nM	None
None	Unchecked	Ratio CC50/EC50	5.8	None	10.1016/j.ejmech.2016.01.036

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT001367	C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)CO>>CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	RXN-4316
AKRT005166	CC(C)=CCNc1ncnc2[nH]cnc12.OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	R08072
AKRT005167	CC(C)=CCNc1ncnc2[nH]cnc12.OC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O>>CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	MNXR173547
AKRT005171	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)CO	R08066
AKRT005172	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>CC(C)=CC=O	RXN-4641
AKRT005173	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>CC(C)=CCNc1ncnc2[nH]cnc12	R08072
AKRT005174	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	R08069
AKRT005175	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>CC(C)=CCNc1ncnc2nc[nH]c12	RXN-4315
AKRT005176	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	RXN-4641
AKRT005177	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>O=C[C@H](O)[C@H](O)[C@H](O)CO	MNXR176806
AKRT005178	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>OC[C@H]1OC(O)[C@H](O)[C@@H]1O	R08072
AKRT005180	CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	R08069
AKRT005189	CC(C)=CCNc1ncnc2nc[nH]c12.OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>CC(C)=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	RXN-4315