Molecule

Zeatin; (Z)-form

AlkaPlorer ID: AK318096

Synonym: cis-Zeatin

IUPAC Name: (E)-2-methyl-4-(7H-purin-6-ylamino)but-2-en-1-ol

Structure

SMILES: C/C(=C\CNC1=NC=NC2=C1NC=N2)CO

InChI: InChI=1S/C10H13N5O/c1-7(4-16)2-3-11-9-8-10(13-5-12-8)15-6-14-9/h2,5-6,16H,3-4H2,1H3,(H2,11,12,13,14,15)/b7-2+

InChIKey: UZKQTCBAMSWPJD-FARCUNLSSA-N

Reference

Cytokinin Biosynthesis in Germinating Maize Embryos

PubChem CID: 449093

CAS: 32771-64-5

LOTUS: LTS0032706

NPASS: NPC57279

{

NPAtlas: NPA031268

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Actinidia chinensis	Actinidia	Actinidiaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Zea mays	Zea	Poaceae	Poales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rhizophora mucronata	Rhizophora	Rhizophoraceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Garcinia lancilimba	Garcinia	Clusiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Madhuca longifolia	Madhuca	Sapotaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Codiaeum variegatum	Codiaeum	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Croton cajucara	Croton	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cucurbita pepo	Cucurbita	Cucurbitaceae	Cucurbitales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cannabis sativa	Cannabis	Cannabaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pinus elliottii	Pinus	Pinaceae	Pinales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Samanea saman	Samanea	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	Pseudomonas	Pseudomonadaceae	Pseudomonadales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 219.248

TPSA？: 86.72000000000001

MolLogP？: 0.7033999999999998

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Amaranthus	Amaranthus	Activity	129.6	%	10.1016/j.bmc.2008.09.008
Arabidopsis thaliana	Cytokinin dehydrogenase 2	Activity	nan	None	10.1016/j.bmc.2008.09.008
Arabidopsis thaliana	Histidine kinase	Activity	nan	None	10.1016/j.bmc.2009.01.041
Arabidopsis thaliana	Histidine kinase	EC50	700.0	nM	10.1016/j.bmc.2008.09.008
Arabidopsis thaliana	Histidine kinase	EC50	1100.0	nM	10.1016/j.bmc.2008.09.008
Bacillus anthracis	Anthrax lethal factor	Potency	12589.3	nM	None
Homo sapiens	ATP-dependent DNA helicase Q1	Potency	2818.4	nM	None
Homo sapiens	Bromodomain-containing protein 4	Inhibition	nan	%	10.1016/j.bmc.2015.01.022
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	1122.0	nM	None
Homo sapiens	Histone deacetylase 6	Inhibition	3.23	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	5.74	%	10.6019/CHEMBL4808148
Homo sapiens	Parathyroid hormone receptor	Potency	11220.2	nM	None
Homo sapiens	Thyroid stimulating hormone receptor	Potency	19952.6	nM	None
Nicotiana tabacum	Nicotiana tabacum	Activity	104.6	%	10.1016/j.bmc.2008.09.008
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	2.15	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	19.53	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	IC50 relative	nan	None	10.6019/EOS300033
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-10.98	%	10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.0	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.07	%	10.6019/CHEMBL4495565
Triticum aestivum	Triticum aestivum	Activity	122.0	%	10.1016/j.bmc.2008.09.008

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT001348	C/C(=C\CNc1ncnc2[nH]cnc12)CO.CC(=O)OC[C@H](N)C(=O)O>>C/C(=C\CNc1ncnc2c1ncn2C[C@@H](N)C(=O)O)CO	R03133
AKRT001349	C/C(=C\CNc1ncnc2[nH]cnc12)CO.CC(=O)OC[C@H](N)C(=O)O>>C/C(=C\CNc1ncnc2c1ncn2C[C@H](N)C(=O)O)CO	BETA-9-CYTOKININ-ALANINE-SYNTHASE-RXN
AKRT001350	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn(C2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2[nH]cnc12)CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O	R02119
AKRT001351	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2[nH]cnc12)CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O	ZEATIN-O-BETA-D-XYLOSYLTRANSFERASE-RXN
AKRT001352	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C/CNc1ncnc2ncn([C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12)CO	RXN-4721
AKRT001353	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2[nH]cnc12)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	R02118
AKRT001354	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2[nH]cnc12)CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	RXN-4723
AKRT001355	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2c1ncn2[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CO	RXN-4722
AKRT001356	C/C(=C\CNc1ncnc2[nH]cnc12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12)CO	R08075
AKRT001357	C/C(=C\CNc1ncnc2[nH]cnc12)CO.OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)CO	R08073
AKRT001358	C/C(=C\CNc1ncnc2[nH]cnc12)CO>>C/C(=C\C=O)CO	RXN-4661
AKRT001359	C/C(=C\CNc1ncnc2[nH]cnc12)CO>>C[C@H](CO)CCNc1ncnc2[nH]cnc12	ZEATIN-REDUCTASE-RXN
AKRT001360	C/C(=C\CNc1ncnc2[nH]cnc12)CO>>Nc1ncnc2[nH]cnc12	RXN-4661
AKRT001362	C/C(=C\CNc1ncnc2[nH]cnc12)CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O>>C/C(=C\CNc1ncnc2[nH]cnc12)CO	ZEATIN-O-BETA-D-XYLOSYLTRANSFERASE-RXN
AKRT001365	C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)CO>>C/C(=C\CNc1ncnc2[nH]cnc12)CO	R08073
AKRT001374	C/C(=C\CNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)CO>>C/C(=C\CNc1ncnc2[nH]cnc12)CO	RXN-4314
AKRT001382	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2nc[nH]c12)COC1OC[C@@H](O)[C@H](O)[C@H]1O	enzymemap_35662
AKRT001383	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2nc[nH]c12)CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O	enzymemap_39014
AKRT001384	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3OC[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2nc[nH]c12)CO[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1	None
AKRT001385	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2nc[nH]c12)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	enzymemap_35657
AKRT001386	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2nc[nH]c12)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1	None
AKRT001387	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12)CO	enzymemap_33929
AKRT001388	C/C(=C\CNc1ncnc2nc[nH]c12)CO.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>C/C(=C\CNc1ncnc2nc[nH]c12)CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O	enzymemap_35663
AKRT001389	C/C(=C\CNc1ncnc2nc[nH]c12)CO>>C[C@@H](CO)CCNc1ncnc2nc[nH]c12	enzymemap_20184
AKRT001390	C/C(=C\CNc1ncnc2nc[nH]c12)CO>>C[C@H](CO)CCNc1ncnc2nc[nH]c12	enzymemap_20184
AKRT005168	CC(C)=CCNc1ncnc2[nH]cnc12>>C/C(=C\CNc1ncnc2[nH]cnc12)CO	R08068
AKRT005190	CC(C)=CCNc1ncnc2nc[nH]c12>>C/C(=C\CNc1ncnc2[nH]cnc12)CO	RXN-4317
AKRT013373	C[C@H](CO)CCNc1ncnc2[nH]cnc12>>C/C(=C\CNc1ncnc2[nH]cnc12)CO	R05702
AKRT015220	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O.C/C(=C\CNc1ncnc2nc[nH]c12)CO>>C/C(=C\CNc1ncnc2ncn(C3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12)CO	enzymemap_33930
AKRT015221	Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O2)c(=O)[nH]c1=O.C/C(=C\CNc1ncnc2nc[nH]c12)CO>>C/C(=C\CNc1ncnc2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c12)CO	enzymemap_33936