UCSF

ZINC04228232

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 15th, 2005 26 No

Popular Name: S-Adenosylhomocysteine S-Adenosylhomocysteine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 979-92-0 , [979-92-0]

Other Names:

(L-)-S-adenosyl-L-homocysteine

(S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine; 2-S-adenosyl-L-homocysteine; 5'-Deoxy-S-adenosyl-L-homocysteine; 5'-S-(3-amino-3-carboxypropyl)-5'-thio-L-Adenosine; Adenosyl-homo-CYS; Adenosyl-L-homocysteine; Adenosylhomo-CYS; Adenosylhomocysteine

(S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine; 2-S-Adenosyl-L-homocysteine; 5'-Deoxy-S-adenosyl-L-homocysteine; 5'-S-(3-Amino-3-carboxypropyl)-5'-thio-L-Adenosine; Adenosyl-L-homocysteine; Adenosyl-homo-CYS; Adenosylhomo-CYS; Adenosylhomocysteine

(S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine;2-S-Adenosyl-L-homocysteine;5'-Deoxy-S-adenosyl-L-homocysteine;5'-S-(3-Amino-3-carboxypropyl)-5'-thio-L-Adenosine;Adenosyl-homo-CYS;Adenosyl-L-homocysteine;Adenosylhomo-CYS;Adenosylhomocysteine;Adohcy

(S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine;2-S-Adenosyl-L-homocysteine;5'-Deoxy-S-adenosyl-L-homocysteine;5'-S-(3-Amino-3-carboxypropyl)-5'-thio-L-Adenosine;Adenosyl-L-homocysteine;Adenosyl-homo-CYS;Adenosylhomo-CYS;Adenosylhomocysteine;Adohcy

2-S-adenosyl-L-homocysteine; 979-92-0; AdoHcy; S-adenosyl-L-homocysteine; S-adenosyl-homocysteine; S-adenosylhomocysteine; SAH; adenosyl-homo-cys; adenosylhomo-cys; adenosylhomocysteine

2-S-adenosyl-L-homocysteine; Adenosyl-L-homocysteine; AdoHcy; S-(5'-adenosyl)-L-homocysteine; S-[1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl]-L-homocysteine; SAH; adenosylhomocysteine

5'-Deoxy-s-adenosyl-l-homocysteine

979-92-0; C00021; S-Adenosyl-L-homocysteine; S-Adenosylhomocysteine

BRN 5166233; D-Ribitol, 5-S-(3-amino-3-carboxypropyl)-1-C-(7-amino-1H-pyrazolo(4,3-d)pyrimidin-3-yl)-1,4-anhydro-5-thio-, (1S,5(S))-; Formycinylhomocysteine; LS-143740

BRN 5166233; D-Ribitol, 5-S-(3-amino-3-carboxypropyl)-1-C-(7-amino-1H-pyrazolo(4,3-d)pyrimidin-3-yl)-1,4-anhydro-5-thio-, (1S,5(S))-; Formycinylhomocysteine; S-Adenosyl-L-homocysteine; S-Adenosylhomocysteine; bmse000289

CHEBI:45495; CHEBI:8945; CHEBI:12761; CHEBI:22034; CHEBI:12741; CHEBI:12759

DNC009797

MFCD00037388

N/A

S-(5'-Adenosyl)-L-homocysteine

S-(5'-deoxyadenosin-5'-yl)-L-Homocysteine

S-adenosyl-L-homocysteinate

S-adenosyl-L-homocysteine

S-adenosyl-L-homocysteine zwitterion

Download: MOL2 SDF SMILES Flexibase

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) -2.77 -12.15 -60.06 7 11 0 187 384.418 7 ↓

Vendor Notes

Note Type Comments Provided By
UniProt Database Links 4OMT_COPJA; 6OMT_COPJA; 7OMT6_MEDSA; 7OMT8_MEDSA; 7OMT9_MEDSA; A41_LEIDO; AAMT1_MAIZE; AAMT2_MAIZE; AAMT3_MAIZE; AB140_YEAST; ADK_HUMAN; AIMT1_PIMAN; ALKB8_BOVIN; ALKB8_HUMAN; ALKB8_MACFA; ALKB8_MOUSE; ALKB8_XENTR; ANM10_ARATH; ANM10_ORYSI; ANM10_ORYSJ; A ChEBI
UniProt Database Links 4OMT_COPJA; 6OMT_COPJA; 7OMT6_MEDSA; 7OMT8_MEDSA; 7OMT9_MEDSA; A41_LEIDO; AAMT1_MAIZE; AAMT2_MAIZE; AAMT3_MAIZE; AB140_YEAST; AIMT1_PIMAN; ALKB8_BOVIN; ALKB8_HUMAN; ALKB8_MACFA; ALKB8_MOUSE; ALKB8_XENTR; ANM10_ARATH; ANM10_ORYSI; ANM10_ORYSJ; ANM11_ARATH ChEBI
Reactome Database Links REACT_121126; REACT_15383; REACT_15442; REACT_15531; REACT_160074; REACT_160103; REACT_160175; REACT_163988; REACT_169206; REACT_169237; REACT_169424; REACT_172687; REACT_2094; REACT_27242; REACT_404; REACT_6752; REACT_6756; REACT_6779; REACT_6885; REACT_ ChEBI
Patent Database Links US2005182075; WO2006044573; WO2006121518 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
DNM3B-1-E DNA (cytosine-5)-methyltransferase 3B (cluster #1 Of 1), Eukaryotic Eukaryotes 200 0.36 Binding ≤ 10μM
DNM3B-1-E DNA (cytosine-5)-methyltransferase 3B (cluster #1 Of 1), Eukaryotic Eukaryotes 300 0.35 Binding ≤ 10μM
DNMT1-1-E DNA (cytosine-5)-methyltransferase 1 (cluster #1 Of 1), Eukaryotic Eukaryotes 800 0.33 Binding ≤ 10μM
DNMT1-1-E DNA (cytosine-5)-methyltransferase 1 (cluster #1 Of 1), Eukaryotic Eukaryotes 2000 0.31 Binding ≤ 10μM
INMT-1-E Indolethylamine N-methyltransferase (cluster #1 Of 1), Eukaryotic Eukaryotes 2000 0.31 Binding ≤ 10μM
Z50459-1-O Leishmania Donovani (cluster #1 Of 1), Other Other 7200 0.28 ADME/T ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
DNMT1_HUMAN P26358 DNA (cytosine-5)-methyltransferase 1, Human 800 0.33 Binding ≤ 1μM
DNM3B_HUMAN Q9UBC3 DNA (cytosine-5)-methyltransferase 3B, Human 200 0.36 Binding ≤ 1μM
DNMT1_HUMAN P26358 DNA (cytosine-5)-methyltransferase 1, Human 800 0.33 Binding ≤ 10μM
DNM3B_HUMAN Q9UBC3 DNA (cytosine-5)-methyltransferase 3B, Human 200 0.36 Binding ≤ 10μM
INMT_HUMAN O95050 Indolethylamine N-methyltransferase, Human 2000 0.31 Binding ≤ 10μM
Z50459 Z50459 Leishmania Donovani 7200 0.28 ADME/T ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Catecholamine biosynthesis
Cobalamin (Cbl, vitamin B12) transport and metabolism
Condensation of Prophase Chromosomes
Creatine metabolism
Enzymatic degradation of dopamine by COMT
formation of the beta-catenin:TCF transactivating complex
Meiotic recombination
Methylation
mRNA Capping
NoRC negatively regulates rRNA expression
Oxidative Stress Induced Senescence
PRC2 methylates histones and DNA
RMTs methylate histone arginines
Senescence-Associated Secretory Phenotype (SASP)
Serotonin and melatonin biosynthesis
SIRT1 negatively regulates rRNA Expression
Sulfur amino acid metabolism
Synthesis of PC
Ubiquinol biosynthesis

Reactome Annotations from Targets (via Uniprot)

Description Species
NoRC negatively regulates rRNA expression
PRC2 methylates histones and DNA

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