Uridine

Details

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Internal ID edaca465-90f3-4485-b6b2-d3770c648180
Taxonomy Nucleosides, nucleotides, and analogues > Pyrimidine nucleosides
IUPAC Name 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
SMILES (Canonical) C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O
SMILES (Isomeric) C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
InChI Key DRTQHJPVMGBUCF-XVFCMESISA-N
Popularity 28,137 references in papers

Physical and Chemical Properties

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Molecular Formula C9H12N2O6
Molecular Weight 244.20 g/mol
Exact Mass 244.06953611 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.85
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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58-96-8
Uridin
Uracil riboside
1-beta-D-Ribofuranosyluracil
beta-Uridine
Uracil, 1-beta-D-ribofuranosyl-
d-uridine
b-Uridine
NSC 20256
CHEBI:16704
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Uridine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8841 88.41%
Caco-2 - 0.9536 95.36%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Nucleus 0.5714 57.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9391 93.91%
OATP1B3 inhibitior + 0.9510 95.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9679 96.79%
P-glycoprotein inhibitior - 0.9599 95.99%
P-glycoprotein substrate - 0.9745 97.45%
CYP3A4 substrate - 0.6070 60.70%
CYP2C9 substrate - 0.5918 59.18%
CYP2D6 substrate - 0.8725 87.25%
CYP3A4 inhibition - 0.9617 96.17%
CYP2C9 inhibition - 0.9626 96.26%
CYP2C19 inhibition - 0.9462 94.62%
CYP2D6 inhibition - 0.9381 93.81%
CYP1A2 inhibition - 0.9301 93.01%
CYP2C8 inhibition - 0.9795 97.95%
CYP inhibitory promiscuity - 0.9781 97.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.4917 49.17%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9557 95.57%
Skin irritation - 0.7975 79.75%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7552 75.52%
Micronuclear + 1.0000 100.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.8829 88.29%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6439 64.39%
Acute Oral Toxicity (c) III 0.6185 61.85%
Estrogen receptor binding - 0.6636 66.36%
Androgen receptor binding + 0.7304 73.04%
Thyroid receptor binding - 0.6698 66.98%
Glucocorticoid receptor binding + 0.6553 65.53%
Aromatase binding - 0.6036 60.36%
PPAR gamma + 0.6937 69.37%
Honey bee toxicity - 0.9214 92.14%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.8321 83.21%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4502 P32320 Cytidine deaminase 0.0012 nM
Ki
PMID: 9651161
CHEMBL5551 O00337 Sodium/nucleoside cotransporter 1 5800 nM
IC50
PMID: 23388705
CHEMBL5780 O43868 Sodium/nucleoside cotransporter 2 32000 nM
IC50
PMID: 23388705
CHEMBL5707 Q9HAS3 Solute carrier family 28 member 3 5400 nM
IC50
PMID: 23388705

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.41% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.47% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 92.94% 95.93%
CHEMBL2581 P07339 Cathepsin D 92.85% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.17% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.88% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.44% 91.11%
CHEMBL2123 P51582 Pyrimidinergic receptor P2Y4 82.79% 93.39%
CHEMBL255 P29275 Adenosine A2b receptor 81.49% 98.59%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.99% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.72% 97.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Alangium kurzii
Albizia julibrissin
Alisma plantago-aquatica subsp. orientale
Alstonia angustiloba
Amphiachyris dracunculoides
Anethum graveolens
Annona cherimola
Arabidopsis thaliana
Arisaema amurense
Arisaema erubescens
Arisaema heterophyllum
Arnebia euchroma
Artemisia dracunculus
Astilbe rubra
Atractylodes lancea
Baccharis grandicapitulata
Beesia calthifolia
Blechnum vulcanicum
Boronia muelleri
Boschniakia rossica
Botrychium ternatum
Breynia androgyna
Bupleurum chinense
Bupleurum falcatum
Bupleurum scorzonerifolium
Bursera kerberi
Capsicum annuum
Carthamus tinctorius
Carum carvi
Catharanthus roseus
Chrysanthemum naktongense
Clerodendrum trichotomum
Clinacanthus nutans
Colchicum macedonicum
Conioselinum anthriscoides
Coprosma acerosa
Coptis deltoidea
Coriandrum sativum
Crotalaria stolzii
Curcuma aeruginosa
Dalbergia frutescens
Delphinium giraldii
Dendrobium chrysanthum
Dendrobium chrysotoxum
Dendrobium fimbriatum
Dendrobium loddigesii
Dendrobium moniliforme
Dendrobium nobile
Dicliptera riparia
Dillenia papuana
Eschweilera coriacea
Eucalyptus albens
Eucalyptus cladocalyx
Euonymus fortunei
Euphorbia altotibetica
Euphorbia caducifolia
Euploca racemosa
Euryale ferox
Ficus elastica
Foeniculum vulgare
Fritillaria cirrhosa
Fritillaria delavayi
Fritillaria monantha
Fritillaria pallidiflora
Fritillaria przewalskii
Fritillaria taipaiensis
Fritillaria thunbergii
Fritillaria unibracteata
Fritillaria verticillata
Fritillaria walujewii
Garcinia dulcis
Gastrodia elata
Glehnia littoralis
Hedysarum gmelinii
Helenium integrifolium
Hyacinthoides non-scripta
Hydrangea macrophylla
Hypericum papuanum
Ilex kaushue
Inula thapsoides
Isatis tinctoria
Juniperus scopulorum
Kaunia arbuscularis
Lasianthaea podocephala
Lepidium meyenii
Leptochilus hemionitideus
Limeum pterocarpum
Lindackeria dentata
Lupinus cosentinii
Lupinus formosus
Melampodium leucanthum
Myrica pensylvanica
Neopallasia pectinata
Oxandra xylopioides
Palicourea alpina
Panax ginseng
Panax notoginseng
Papaver pseudocanescens
Pellacalyx axillaris
Peltodon longipes
Peperomia filiformis
Persicaria tinctoria
Petasites japonicus
Peucedanum japonicum
Phlomis crinita
Pinellia ternata
Polygonum thunbergii
Posoqueria latifolia
Prunus dulcis
Pseudostellaria heterophylla
Psidium acutangulum
Pycnandra acuminata
Pyrolirion flavum
Rehmannia glutinosa
Renealmia alpinia
Rhododendron mucronulatum
Rhodomyrtus tomentosa
Salix sieboldiana
Salsola collina
Salvadora persica
Salvia xalapensis
Sambucus ebulus
Sauromatum giganteum
Scorodocarpus borneensis
Scrophularia smithii
Senna spectabilis var. spectabilis
Sesamum indicum
Seseli libanotis
Sideritis dasygnaphala
Solanum lycopersicum
Solanum torvum
Spiraea formosana
Stellaria media
Tanacetum sinaicum
Tephroseris kirilowii
Tephroseris palustris
Theobroma cacao
Trachyspermum ammi
Trifolium alexandrinum
Trifolium pratense
Tussilago farfara
Typha angustifolia
Typha orientalis
Vaccaria hispanica
Vincetoxicum indicum var. glabrum
Wunderlichia mirabilis
Zilla spinosa
Zingiber officinale
Ziziphus jujuba

Cross-Links

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PubChem 6029
NPASS NPC43246
ChEMBL CHEMBL100259
LOTUS LTS0220125
wikiData Q422573