Molecule

adenosine

AlkaPlorer ID: AK001254

Synonym: 'Vidarabine', '', 'Adenosin', '58-61-7', '.beta.-Adenosine', '(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol', 'ADENOSINE', '5536-17-4', 'beta-D-Adenosine', 'Ado', 'Nucleocardyl', 'Sandesin', '3080-29-3', '.beta.-D-Adenosine', '6-Amino-9-beta-D-ribofuranosyl-9H-purine', 'MLSMR', 'MLS006011831', 'SMR000225041', 'Ade-Rib', 'Adenosine', '9-beta-D-ribofuranosyl-9H-purin-6-amine', '9-beta-D-Ribofuranosidoadenine', 'Desoxyadenosine', 'Adenyldeoxyriboside', '2006-02-2', 'Deoxyadenosine', '9-beta-D-Ribofuranosyl-9H-purin-6-amine', 'Boniton', 'adenosine', 'Adenine riboside', 'Usaf cb-10', '24356-66-9', 'Adenine Deoxyribonucleoside', 'Adenine nucleoside', 'Myocol', 'MLS000699527'

IUPAC Name: (2R,3S,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Structure

SMILES: NC1=C2N=CN([C@@H]3O[C@H](CO)[C@H](O)[C@@H]3O)C2=NC=N1

InChI: InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6+,7+,10-/m1/s1

InChIKey: OIRDTQYFTABQOQ-XJCFNFQFSA-N

Reference

The Constituents from the Stems of <i>Annona cherimola</i>

PubChem CID: 12358320

LOTUS: LTS0029301

SuperNatural Ⅲ: SN0266491-11

NPASS: NPC107374

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Phlomis crinita	Phlomis	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Senecio congestus	Senecio	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sarcophyton flexuosum	Sarcophyton	Alcyoniidae	Malacalcyonacea	Anthozoa	Cnidaria	Metazoa	Eukaryota
Aspergillus microcysticus	Aspergillus	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Boschniakia rossica	Boschniakia	Orobanchaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Melampodium leucanthum	Melampodium	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Caulerpa sertularioides	Caulerpa	Caulerpaceae	Bryopsidales	Ulvophyceae	Chlorophyta	Viridiplantae	Eukaryota
Pterogorgia anceps	Pterogorgia	Pterogorgiidae	Malacalcyonacea	Anthozoa	Cnidaria	Metazoa	Eukaryota
Rhododendron mucronulatum	Rhododendron	Ericaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lupinus cosentinii	Lupinus	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Creosphaeria sassafras	Creosphaeria	Xylariaceae	Xylariales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Crotalaria stolzii	Crotalaria	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Coffea liberica	Coffea	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Juniperus scopulorum	Juniperus	Cupressaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Stellaria media	Stellaria	Caryophyllaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alchornea trewioides	Alchornea	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Renealmia alpinia	Renealmia	Zingiberaceae	Zingiberales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Bursera kerberi	Bursera	Burseraceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Emericellopsis minima	Emericellopsis	None	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Costasiella ocellifera	Costasiella	Costasiellidae	None	Gastropoda	Mollusca	Metazoa	Eukaryota
Beesia calthifolia	Beesia	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Annona cherimola	Annona	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Euonymus fortunei	Euonymus	Celastraceae	Celastrales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lissoclinum vareau	Lissoclinum	Didemnidae	Aplousobranchia	Ascidiacea	Chordata	Metazoa	Eukaryota
Curcuma aeruginosa	Curcuma	Zingiberaceae	Zingiberales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Clerodendrum trichotomum	Clerodendrum	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Sargassum spinuligerum	Sargassum	Sargassaceae	Fucales	Phaeophyceae	None	None	Eukaryota
Stichopus hermanni	Stichopus	Stichopodidae	Aspidochirotida	Holothuroidea	Echinodermata	Metazoa	Eukaryota
Sideritis dasygnaphala	Sideritis	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pellacalyx axillaris	Pellacalyx	Rhizophoraceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alchornea floribunda	Alchornea	Euphorbiaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces parvisporogenes	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Euploca racemosa	Euploca	Heliotropiaceae	Boraginales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tephroseris kirilowii	Tephroseris	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Botrychium ternatum	Botrychium	Ophioglossaceae	Ophioglossales	Polypodiopsida	Streptophyta	Viridiplantae	Eukaryota
Clinacanthus nutans	Clinacanthus	Acanthaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Piper brachystachyum	Piper	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces melanogenes	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Morella pensylvanica	Morella	Myricaceae	Fagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alstonia angustiloba	Alstonia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rosa davurica	Rosa	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Eucalyptus albens	Eucalyptus	Myrtaceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Micromonospora echinospora	Micromonospora	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 267.245

TPSA？: 139.54000000000002

MolLogP？: -1.98

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Chlorocebus sabaeus	Vero	MCC	400.0	ug.mL-1	10.1021/jm00389a005
Chlorocebus sabaeus	Vero	MIC	70.0	ug.mL-1	10.1021/jm00389a005
Chlorocebus sabaeus	Vero	MIC	100.0	ug.mL-1	10.1021/jm00389a005
Chlorocebus sabaeus	Vero	MIC	200.0	ug.mL-1	10.1021/jm00389a005
Chlorocebus sabaeus	Vero	MIC	400.0	ug.mL-1	10.1021/jm00389a005
Homo sapiens	HeLa	MCC	400.0	ug.mL-1	10.1021/jm00389a005
Homo sapiens	HeLa	MIC	400.0	ug.mL-1	10.1021/jm00389a005
Homo sapiens	WI-38	MCC	400.0	ug.mL-1	10.1021/jm00389a005
Homo sapiens	WI-38	MIC	200.0	ug.mL-1	10.1021/jm00389a005
Homo sapiens	WI-38	MIC	400.0	ug.mL-1	10.1021/jm00389a005
Mus musculus	Mus musculus	No. of mice	3.0	None	10.1021/jm00389a005
Mus musculus	Mus musculus	No. of mice	4.0	None	10.1021/jm00389a005
Mus musculus	Mus musculus	No. of mice	6.0	None	10.1021/jm00389a005
Mus musculus	Mus musculus	No. of mice	7.0	None	10.1021/jm00389a005
Mus musculus	Mus musculus	No. of mice	10.0	None	10.1021/jm00389a005
Mus musculus	Mus musculus	Survival rate	3.0	None	10.1021/jm00389a005
Mus musculus	Mus musculus	Survival rate	4.0	None	10.1021/jm00389a005
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	70.0	ug.mL-1	10.1021/jm00389a005
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	100.0	ug.mL-1	10.1021/jm00389a005
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	200.0	ug.mL-1	10.1021/jm00389a005
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	400.0	ug.mL-1	10.1021/jm00389a005
None	ADMET	MCC	400.0	ug.mL-1	10.1021/jm00389a005
None	ADMET	Virus yield	3.8	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	5.1	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	5.3	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	5.4	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	5.5	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	6.2	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	6.6	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	6.7	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	6.8	log pfu ml-1	10.1021/jm00389a005
None	ADMET	Virus yield	7.0	log pfu ml-1	10.1021/jm00389a005
None	No relevant target	Drug metabolism	9.6	10^-3L/mol/min	10.1021/acs.jmedchem.1c00790