SAH

S-ADENOSYL-L-HOMOCYSTEINE

Created:	1999-07-08
Last modified:	2024-09-16

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1,311 entries where SAH is found as a standalone ligand12 entries where SAH is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	46
Chiral Atom Count	5
Bond Count	48
Aromatic Bond Count	10

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Chemical Component Summary
Name	S-ADENOSYL-L-HOMOCYSTEINE
Systematic Name (OpenEye OEToolkits)	(2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methylsulfanyl]butanoic acid
Formula	C₁₄ H₂₀ N₆ O₅ S
Molecular Weight	384.411
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(N)CCSCC3OC(n2cnc1c(ncnc12)N)C(O)C3O
SMILES	CACTVS	3.341	N[CH](CCSC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N
Canonical SMILES	CACTVS	3.341	N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)N)O)O)N
InChI	InChI	1.03	InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
InChIKey	InChI	1.03	ZJUKTBDSGOFHSH-WFMPWKQPSA-N

Drug Info: DrugBank

DrugBank ID	DB01752
Name	S-adenosyl-L-homocysteine
Groups	experimental
Description	5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine. Formed from S-adenosylmethionine after transmethylation reactions.
Synonyms	AdoHcy Adenosyl-L-homocysteine 2-S-adenosyl-L-homocysteine S-[1-(adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl]-L-homocysteine S-adenosyl-L-homocysteine S-Adenosylhomocysteine adenosylhomocysteine S-(5'-adenosyl)-L-homocysteine
Categories	Amino Acids Amino Acids, Peptides, and Proteins Amino Acids, Sulfur Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Purine Nucleosides Purines Ribonucleosides Sulfur Compounds
CAS number	979-92-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase	MDVVSLDKPFMYFEEIDNELDYEPESANEVAKKLPYQGQLKLLLGELFFL...	unknown
Cobalt-precorrin-4 C(11)-methyltransferase	MKLYIIGAGPGDPDLITVKGLKLLQQADVVLYADSLVSQDLIAKSKPGAE...	unknown
Protein-L-isoaspartate(D-aspartate) O-methyltransferase	MAWKSGGASHSELIHNLRKNGIIKTDKVFEVMLATDRSHYAKCNPYMDSP...	unknown
Genome polyprotein	MNDQRKKARNTPFNMLKRERNRVSTVQQLTKRFSLGMLQGRGPLKLFMAL...	unknown
Phenylethanolamine N-methyltransferase	MSGADRSPNAGAAPDSAPGQAAVASAYQRFEPRAYLRNNYAPPRGDLCNP...	unknown
Cyclopropane mycolic acid synthase 2	MTSQGDTTSGTQLKPPVEAVRSHYDKSNEFFKLWLDPSMTYSCAYFERPD...	unknown
Modification methylase RsrI	MANRSHHNAGHRAMNALRKSGQKHSSESQLGSSEIGTTRHVYDVCDCLDT...	unknown
Catechol O-methyltransferase domain-containing protein 1	MTQPVPRLSVPAALALGSAALGAAFATGLFLGRRCPPWRGRREQCLLPPE...	unknown
Carminomycin 4-O-methyltransferase	MTAEPTVAARPQQIDALRTLIRLGSLHTPMVVRTAATLRLVDHILAGART...	unknown
Guanidinoacetate N-methyltransferase	MSAPSATPIFAPGENCSPAWGAAPAAYDAADTHLRILGKPVMERWETPYM...	unknown
Release factor glutamine methyltransferase	MEYQHWLREAISQLQASESPRRDAEILLEHVTGRGRTFILAFGETQLTDE...	unknown
Release factor glutamine methyltransferase	MDTRKNVSGAERKIWSLIRDCSGKLEGVTETSVLEVLLIVSRVLGIRKED...	unknown
Protein arginine N-methyltransferase 3	MCSLASGATGGRGAVENEEDLPELSDSGDEAAWEDEDDADLPHGKQQTPC...	unknown
Histamine N-methyltransferase	MASSMRSLFSDHGKYVESFRRFLNHSTEHQCMQEFMDKKLPGIIGRIGDT...	unknown
Ribosomal RNA small subunit methyltransferase H	MRKYSQRHIPVMVREVIEFLKPEDEKIILDCTVGEGGHSRAILEHCPGCR...	unknown
rRNA adenine N-6-methyltransferase	MNEKNIKHSQNFITSKHNIDKIMTNIRLNEHDNIFEIGSGKGHFTLELVQ...	unknown
tRNA (cytosine(38)-C(5))-methyltransferase	MEPLRVLELYSGVGGMHHALRESCIPAQVVAAIDVNTVANEVYKYNFPHT...	unknown
Glycine N-methyltransferase	MVDSVYRTRSLGVAAEGLPDQYADGEAARVWQLYIGDTRSRTAEYKAWLL...	unknown
tRNA (cytidine(34)-2'-O)-methyltransferase	MLDIVLYEPEIPQNTGNIIRLCANTGFRLHLIEPLGFTWDDKRLRRSGLD...	unknown
Modification methylase PvuII	MMTLNLQTMSSNDMLNFGKKPAYTTSNGSMYIGDSLELLESFPDESISLV...	unknown
DNA adenine methylase	MLGAIAYTGNKQSLLPELKSHFPKYNRFVDLFCGGLSVSLNVNGPVLAND...	unknown
Cyclopropane mycolic acid synthase 3	MSVQLTPHFGNVQAHYDLSDDFFRLFLDPTQTYSCAYFERDDMTLQEAQI...	unknown
Protein arginine N-methyltransferase 1	MENFVATLANGMSLQPPLEEVSCGQAESSEKPNAEDMTSKDYYFDSYAHF...	unknown
Siroheme synthase	MDHLPIFCQLRDRDCLIVGGGDVAERKARLLLEAGARLTVNALTFIPQFT...	unknown
Modification methylase HhaI	MIEIKDKQLTGLRFIDLFAGLGGFRLALESCGAECVYSNEWDKYAQEVYE...	unknown
Histone-lysine N-methyltransferase SETD7	MDSDDEMVEEAVEGHLDDDGLPHGFCTVTYSSTDRFEGNFVHGEKNGRGK...	unknown
tRNA (guanine-N(1)-)-methyltransferase	MWIGVISLFPEMFKAITEFGVTGRAVKHNLLKVECWNPRDFTFDKHKTVD...	unknown
Cyclopropane mycolic acid synthase MmaA2	MVNDLTPHFEDVQAHYDLSDDFFRLFLDPTQTYSCAHFEREDMTLEEAQI...	unknown
Diphthine synthase	MLYLIGLGLGDAKDITVKGLEVVRRCSRVYLEAYTSVLTVGKEALEEFYG...	unknown
RdmB	MSSSSPGEPLEPTDQDLDVLLKNLGNLVTPMALRVAATLRLVDHLLAGAD...	unknown
tRNA (guanine-N(1)-)-methyltransferase	MWIGIISLFPEMFRAITDYGVTGRAVKNGLLSIQSWSPRDFTHDRHRTVD...	unknown
Uroporphyrinogen-III C-methyltransferase	MIDDLFAGLPALEKGSVWLVGAGPGDPGLLTLHAANALRQADVIVHDALV...	unknown
Uncharacterized protein	MGRVYLVGAGPGDPELLTLKAYRLLKEAPVVLYDRLVDERVLALAPGEKV...	unknown
Chemotaxis protein methyltransferase	MTSSLPSGQTSVLLQMTQRLALSDAHFRRICQLIYQRAGIVLADHKRDMV...	unknown
Modification methylase TaqI	MGLPPLLSLPSNSAPRSLGRVETPPEVVDFMVSLAEAPRGGRVLEPACAH...	unknown
Protein-L-isoaspartate O-methyltransferase	MREKLFWILKKYGVSDHIAKAFLEIPREEFLTKSYPLSYVYEDIVLVSYD...	unknown
Histamine N-methyltransferase	MASSMRSLFSDHGKYVESFRRFLNHSTEHQCMQEFMDKKLPGIIGRIGDT...	unknown	inhibitor,binder
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682