UCSF

ZINC03860156

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 3rd, 2005 23 No

Popular Name: Adenosine phosphate Adenosine phosphate

Find On: PubMed — Wikipedia — Google

CAS Numbers: 13474-03-8 , 149022-20-8 , 18422-05-4 , 4578-31-8 , 61-19-8 , 67583-85-1 , [18422-05-4] , [4578-31-8]

Other Names:

"Adenosine 5'-monophosphate monohydrate, 99%"

(-)-Adenosine 5'-monophosphate monohydrate

(S)-1-C-(7-Amino-1H-pyrazolo(4,3-d)pyrimidin-3-yl)-1,4-anhydro-D-ribitol, 5-(dihydrogen phosphate)

(S)-1-C-(7-Amino-1H-pyrazolo(4,3-d)pyrimidin-3-yl)-1,4-anhydro-D-ribitol, 5-(dihydrogen phosphate); 1H-Pyrazolo(4,3-d)pyrimidine, 7-amino-3-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate)-, hydrate; 7-Amino-3-beta-D-ribofuranosyl-1H-pyrazolo(4,3-d)pyrimi

13270-66-1

162756-82-3

18422-05-4; Adenosine 5'-monophosphate monohydrate; Prestwick_546

1H-Pyrazolo(4,3-d)pyrimidine, 7-amino-3-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate)-, hydrate

1pyg

1ua4

1z6s

24937-83-5

2gmk

2gsu

2q8m

2qrk

2vfk

34051-12-2

3dhv

4-26-00-03615 (Beilstein Handbook Reference)

4578-31-8; Adenosine 5'-phosphate disodium; C18344

47286-65-7

47287-97-8

5'-Adenosine monophosphate

5'-adenosine monophosphate; 5'-adenylate; 5'-adenylic acid; 5'-AMP; Adenosine 5'-monophosphate; Adenosine 5'-phosphate; Adenosine 5'-phosphorate; Adenosine 5'-phosphoric acid; Adenosine phosphate; Adenosine-5'-monophosphorate; Adenosine-5'-monophosphoric

5'-adenosine monophosphate; 5'-adenylate; 5'-adenylic acid; 5'-AMP; Adenosine 5'-monophosphate; Adenosine 5'-phosphate; Adenosine 5'-phosphorate; Adenosine 5'-phosphoric acid; Adenosine phosphate; Adenosine-5-monophosphorate; Adenosine-5-monophosphoric ac

5'-Adenosine monophosphate;5'-Adenylate;5'-Adenylic acid;5'-AMP;Adenosine 5'-monophosphate;Adenosine 5'-phosphate;Adenosine 5'-phosphorate;Adenosine 5'-phosphoric acid;Adenosine phosphate;Adenosine-5'-monophosphorate;Adenosine-5'-monophosphoric acid;Adeno

5'-Adenylic acid

5'-Adenylic acid disodium salt

5'-Adenylic acid, 5'-thio-

5'-Adenylic acid, 8-amino-

5'-Adenylic acid, homopolymer

5'-Adenylic acid, sodium salt; 5'-Amp sodium salt; AMP sodium salt; Adenosine 5'-(dihydrogen phosphate), sodium salt; Adenosine 5'-monophosphate sodium salt; LS-15203; NaAmp; Sodium AMP; Sodium adenosine-5'-monophosphate

5'-AMP

5'-AMP "14,158" 12352005

5'-AMP; 5'-Adenosine monophosphate; 5'-Adenylate; 5'-Adenylic acid; AMP; Adenosine 5'-monophosphate; Adenosine 5'-phosphate; Adenosine 5'-phosphorate; Adenosine 5'-phosphoric acid; Adenosine phosphate; Adenosine-5'-monophosphorate; Adenosine-5'-monophosph

5'-AMP; 5'-adenosine monophosphate; 5'-adenylic acid; 61-19-8; AMP; adenosine 5'-monophosphate; adenosine 5'-phosphate; adenosine-5'-phosphate; adenosine-monophosphate; adenosine-phosphate; adenylate; adenylic acid

5'-AMP; 5'-Adenosine monophosphate; 5'-Adenylic acid; 61-19-8; AMP; Adenosine 5'-monophosphate; Adenosine 5'-phosphate; Adenylate; Adenylic acid; C00020

5'-AMP; 5'-Adenosine monophosphate; 5'-Adenylic acid; A5MP; AMP; AMP (VAN); AMP (nucleotide); Adenosine 5'-(dihydrogen phosphate); Adenosine 5'-monophosphate; Adenosine 5'-monophosphoric acid; Adenosine 5'-phosphate; Adenosine 5'-phosphoric acid; Adenosin

5'-AMP;5'-Adenosine monophosphate;5'-Adenylate;5'-Adenylic acid;AMP;Adenosine 5'-monophosphate;Adenosine 5'-phosphate;Adenosine 5'-phosphorate;Adenosine 5'-phosphoric acid;Adenosine phosphate;Adenosine-5'-monophosphorate;Adenosine-5'-monophosphoric acid;A

5'-Deoxy-5'-thioadenosine 5'-monophosphate

5'-O-phosphonatoadenosine

5'-O-phosphonoadenosine

5'-O-phosphonoadenosine; ADENOSINE MONOPHOSPHATE; Adenosine-5'-monophosphoric acid; Ado5'P; PAdo; adenosine 5'-(dihydrogen phosphate); adenosine phosphate; adenosine-5'P; pA

5'-Thio-5'-adenylic acid

53624-78-5

55036-25-4

61-19-8

61-19-8; Adenosine phosphate (USAN/INN); Adenyl (TN); D02769

67583-85-1

697214-87-2

7-Amino-3-beta-D-ribofuranosyl-1H-pyrazolo(4,3-d)pyrimidine 5'-(dihydrogen phosphate) hydrate

7A8E6D15-9136-44C1-88C9-E1A224638E56

7gpb

8-Aminoadenosine 5'-monophosphate

8gpb

9H-Purin-6-amine, 9-(5-O-phosphono-.beta.-D-ribofuranosyl)-

9H-purin-6-amine, 9-(5-O-phosphono-beta-D-ribofuranosyl)-

A-5MP

A0158

A5MP

AC1L1LRL

AC1Q1ID5

Adenine polynucleotides

Adenosine 5 -monophosphate

Adenosine 5'-(dihydrogen phosphate)

Adenosine 5'-monophosphate

ADENOSINE 5'-MONOPHOSPHATE DISODIUM SALT

Adenosine 5'-monophosphate monohydrate

Adenosine 5'-monophosphate sodium salt

Adenosine 5'-monophosphate sodium salt hydrate, 99%

Adenosine 5'-monophosphate sodium salt, 99%

Adenosine 5'-monophosphate xsodium salt

Adenosine 5'-monophosphate, 99%

Adenosine 5'-monophosphoric acid

Adenosine 5'-monophosphoric acid disodium salt

Adenosine 5'-phosphate

Adenosine 5'-phosphoric acid

Adenosine monophosphate

Adenosine Monophosphate (Amp)

Adenosine Phosphate (BAN

Adenosine phosphate (USAN/INN)

Adenosine phosphate [USAN:BAN:INN]

Adenosine phosphate [USAN:INN:BAN]

Adenosine phosphate; (Vitamin B8)

adenosine phosphate; adenosini phosphas; fosfato de adenosina; phosphate d'adenosine

Adenosine, mono(dihydrogen phosphate) (ester)

Adenosine-5'-Monophosphate

Adenosine-5'-Monophosphate Sodium Salt

Adenosine-5'-monophosphoric acid

Adenosine-5'-Monophosphoric Acid Monohydrate [18422-05-4]; (AMP)

ADENOSINE-5'-MONOPHOSPHORIC ACID MONOHYDRATE; [18422-05-4]

Adenosine-5'-monophosphoric acid, 99% (dry wt.), water <6%

ADENOSINE-5'-PHOSPHATE

adenosine-5'P

Adenosine-5-monophosphate dianion

Adenosine-5-monophosphate(2-)

Adenosine-5-monophosphoric acid

Adenosine-5-phosphate

adenosine-monophosphate

adenosine-phosphate

ADENOSINE5'-MONOPHOSPHATESODIUMSALT

Adenosini phosphas

Adenosini phosphas [INN-Latin]

Adenovite

ADENYL

Adenyl (TN)

Adenylate

Adenylic acid

Adenylic acid (VAN)

Ado5'P

AMP

AMP (nucleotide)

AMP (VAN)

AMP dianion

AMP(1+)

AMP(2-)

AMP; AMP dianion; Adenosine-5-monophosphate dianion; Adenosine-5-monophosphate(2-)

AR-1H6048

ASMP

bmse000005

BPBio1_000497

BRN 0054612

BSPBio_000451

C00020

Cardiomone

CHEBI:16027

CHEBI:22242; CHEBI:13740; CHEBI:40510; CHEBI:40726; CHEBI:40786; CHEBI:40826; CHEBI:47222; CHEBI:12056; CHEBI:13736; CHEBI:2356; CHEBI:13234; CHEBI:22245; CHEBI:13235

CHEBI:456215

CHEMBL752

CID15938965

CID6083

D02769

DAP001319

DB00131

DNC009413

EINECS 200-500-0

Ergadenylic acid

Formycin 5'-monophosphate hydrate

Formycin 5'-phosphate

Formycin 5'-phosphate hydrate

Formycin A 5'-monophosphate hydrate

Fosfato de adenosina

Fosfato de adenosina [INN-Spanish]

GAMMA-ARSONO-BETA, GAMMA-METHYLENEADENOSINE-5'-DIPHOSPHATE

HSDB 3281

INN

LS-129209

LS-15192

Lycedan

MFCD00005750

MFCD00065023

MFCD00149360

MFCD08689634

MolPort-003-987-006

MolPort-004-946-768

Monophosphadenine

Muscle adenylic acid

Muskeladenosin-phosphorsaeure

Muskeladenylsaeure

My-B-Den

Myoston

N1-PROTONATED ADENOSINE-5'-MONOPHOSPHATE

NA

NCGC00163319-01

NCGC00163319-02

nchembio.266-comp19

nchembio867-comp5

NSC 20264

NSC-20264

OR-3757

PAdo

Phosaden

Phosphaden

Phosphate d'adenosine

Phosphate d'adenosine [INN-French]

Phosphentaside

POLY A

Polyadenylic acids

Prestwick0_000356

Prestwick1_000356

Prestwick2_000356

Prestwick3_000356

Sodium ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

SPBio_002372

SS-7644

STOCK1N-70887

TL8003885

USAN)

Vitamin B8

ZINC03860156

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -1.52 -2.18 -140.94 4 12 -2 192 345.208 4 ↓
Mid Mid (pH 6-8) -1.52 -3.34 -50.9 5 12 -1 189 346.216 4 ↓

Vendor Notes

Note Type Comments Provided By
Mp [°C] 178 - 185 Acros Organics
ALOGPS_SOLUBILITY 3.31e+00 g/l DrugBank-nutriceuticals
UniProt Database Links 3HBCL_THAAR; 4CL1_ARATH; 4CL1_DICDI; 4CL1_ORYSJ; 4CL1_PETCR; 4CL1_SOLTU; 4CL1_SOYBN; 4CL1_TOBAC; 4CL2_ARATH; 4CL2_DICDI; 4CL2_ORYSJ; 4CL2_PETCR; 4CL2_SOLTU; 4CL2_SOYBN; 4CL2_TOBAC; 4CL3_ARATH; 4CL3_DICDI; 4CL3_ORYSJ; 4CL4_ARATH; 4CL4_ORYSJ; 4CL5_ORYSJ; 4C ChEBI
Melting_Point ca 190? dec. Alfa-Aesar
Melting_Point ca 190° dec. Alfa-Aesar
PUBCHEM_PATENT_ID EP0022005A1; EP0238951A2; EP0238951B1; EP0245138B1; EP0320807A2; EP0322677A2; EP0322677B1; EP0324610A2; EP0324610B1; EP0344795A1; EP0344795B1; EP0348688A1; EP0348688B1; EP0420817A1; EP0420817B1; EP0703911A1; EP0703911B1; EP0739169A1; EP0779097A1; EP081583 IBM Patent Data
Patent Database Links EP1152008; EP1473299; EP1547577; EP1595547; EP1616963; EP1671618; EP1806120; EP1886688; EP1902732; US2005192430; US2005214885; US2006258612; US2007197439; US2007203091; US2007231297; US2007253953; US2008221088; WO2005065192; WO2007092829; WO2007107008; WO ChEBI
Reactome Database Links REACT_10000; REACT_10020; REACT_10034; REACT_10049; REACT_10064; REACT_10087; REACT_10106; REACT_10119; REACT_1042; REACT_11112; REACT_11135; REACT_11137; REACT_11150; REACT_11233; REACT_115543; REACT_115658; REACT_115843; REACT_115890; REACT_115934; REAC ChEBI
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics
Therapy vasodilator, neuromodulator SMDC Pharmakon
Purity ¡Ý95.0% APIChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
F16P1-1-E Fructose-1,6-bisphosphatase 1 (cluster #1 Of 2), Eukaryotic Eukaryotes 9800 0.30 Binding ≤ 10μM
SRC-1-E Tyrosine-protein Kinase SRC (cluster #1 Of 3), Eukaryotic Eukaryotes 100 0.43 Binding ≤ 10μM
Q72874-1-V Human Immunodeficiency Virus Type 1 Protease (cluster #1 Of 3), Viral Viruses 1 0.55 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
F16P1_HUMAN P09467 Fructose-1,6-bisphosphatase, Human 1000 0.37 Binding ≤ 1μM
Q72874_9HIV1 Q72874 Human Immunodeficiency Virus Type 1 Protease, 9hiv1 0.23 0.59 Binding ≤ 1μM
SRC_HUMAN P12931 Tyrosine-protein Kinase SRC, Human 100 0.43 Binding ≤ 1μM
F16P1_HUMAN P09467 Fructose-1,6-bisphosphatase, Human 1000 0.37 Binding ≤ 10μM
F16P1_PIG P00636 Fructose-1,6-bisphosphatase, Pig 1300 0.36 Binding ≤ 10μM
Q72874_9HIV1 Q72874 Human Immunodeficiency Virus Type 1 Protease, 9hiv1 0.23 0.59 Binding ≤ 10μM
SRC_HUMAN P12931 Tyrosine-protein Kinase SRC, Human 100 0.43 Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
5-Phosphoribose 1-diphosphate biosynthesis
Abacavir metabolism
Activation of PPARGC1A (PGC-1alpha) by phosphorylation
alpha-linolenic acid (ALA) metabolism
Alpha-oxidation of phytanate
Amino acid synthesis and interconversion (transamination)
AMPK inhibits chREBP transcriptional activation activity
Antigen processing: Ubiquitination & Proteasome degradation
Biotin transport and metabolism
Cam-PDE 1 activation
Coenzyme A biosynthesis
Conjugation of benzoate with glycine
Conjugation of phenylacetate with glutamine
Conjugation of salicylate with glycine
Cysteine synthesis from O-acetylserine
Cytosolic sulfonation of small molecules
Cytosolic tRNA aminoacylation
DARPP-32 events
De novo synthesis of AMP
De novo synthesis of GMP
De novo synthesis of IMP
Deadenylation of mRNA
Ethanol oxidation
Factors involved in megakaryocyte development and platelet production
FCERI mediated NF-kB activation
G alpha (s) signalling events
Gluconeogenesis
Glycogen breakdown (glycogenolysis)
Glycolysis
ISG15 antiviral mechanism
Linoleic acid (LA) metabolism
Mismatch repair (MMR) directed by MSH2:MSH3 (MutSbeta)
Mismatch repair (MMR) directed by MSH2:MSH6 (MutSalpha)
Mitochondrial tRNA aminoacylation
Molybdenum cofactor biosynthesis
mRNA decay by 3' to 5' exoribonuclease
mRNA decay by 5' to 3' exoribonuclease
Mycothiol biosynthesis
Nicotinate metabolism
PDE3B signalling
Phosphate bond hydrolysis by NUDT proteins
Purine catabolism
Purine ribonucleoside monophosphate biosynthesis
Purine salvage
Recycling of bile acids and salts
Regulation of AMPK activity via LKB1
Regulation of Rheb GTPase activity by AMPK
Removal of the Flap Intermediate
Removal of the Flap Intermediate from the C-strand
Respiratory electron transport
Stimuli-sensing channels
SUMO is conjugated to E1 (UBA2:SAE1)
Synthesis and interconversion of nucleotide di- and triphosphates
Synthesis of bile acids and bile salts via 24-hydroxycholesterol
Synthesis of bile acids and bile salts via 7alpha-hydroxycholesterol
Synthesis of very long-chain fatty acyl-CoAs
Translocation of GLUT4 to the plasma membrane
Urea cycle
Vitamin B1 (thiamin) metabolism
Vitamin B2 (riboflavin) metabolism

Reactome Annotations from Targets (via Uniprot)

Description Species
Gluconeogenesis
Signaling by ERBB2

Analogs ( Draw Identity 99% 90% 80% 70% )