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Methyl(S)-3-hydroxybutyrate

General

Type : Butyrate, Alkyl ester

Chemical_Nomenclature : methyl (3S)-3-hydroxybutanoate

Canonical SMILES : CC(CC(=O)OC)O

InChI : InChI=1S\/C5H10O3\/c1-4(6)3-5(7)8-2\/h4,6H,3H2,1-2H3\/t4-\/m0\/s1 || InChI=1S\/C5H10O3\/c1-4(6)3-5(7)8-2\/h4,6H,3H2,1-2H3

InChIKey : LDLDJEAVRNAEBW-BYPYZUCNSA-N || LDLDJEAVRNAEBW-UHFFFAOYSA-N || LDLDJEAVRNAEBW-SCSAIBSYSA-N

Other name(s) : (+)-Methyl (S)-3-hydroxybutyrate  ||  Methyl (S)-(+)-3-hydroxybutyrate  ||  (S)-methyl 3-hydroxybutanoate  ||  Methyl (S)-3-hydroxybutyrate  ||  (S)-3-hydroxybutanoic acid methyl ester  ||  UNII-G10281A5AH  ||  Methyl 3-hydroxybutyrate  ||  Methyl 3-hydroxybutanoate  ||  Methyl-3-hydroxybutyrate  ||  Butanoic acid, 3-hydroxy-, methyl ester  ||  Butyric acid, 3-hydroxy-, methyl ester  ||  ME-3HB  ||  Methyl (R)-(-)-3-hydroxybutyrate  ||  (R)-Methyl 3-Hydroxybutanoate  ||  Methyl (3R)-3-hydroxybutanoate  ||  Methyl (R)-3-hydroxybutyrate  ||  UNII-CL06316S38

MW : 118.13

Formula : C5H10O3

CAS_number : 53562-86-0,    1487-49-6,    3976-69-0

PubChem : 6950307,    15146,    2724279

UniChem : LDLDJEAVRNAEBW-BYPYZUCNSA-N,    LDLDJEAVRNAEBW-UHFFFAOYSA-N,    LDLDJEAVRNAEBW-SCSAIBSYSA-N

Target

Structures : No structure

Families : No family

References (3)

Title : Determinants and prediction of esterase substrate promiscuity patterns - Martinez-Martinez_2018_ACS.Chem.Biol_13_225
Author(s) : Martinez-Martinez M , Coscolin C , Santiago G , Chow J , Stogios PJ , Bargiela R , Gertler C , Navarro-Fernandez J , Bollinger A , Thies S , Mendez-Garcia C , Popovic A , Brown G , Chernikova TN , Garcia-Moyano A , Bjergah GE , Perez-Garcia P , Hai T , Del Pozo MV , Stokke R , Steen IH , Cui H , Xu X , Nocek BP , Alcaide M , Distaso M , Mesa V , Pelaez AI , Sanchez J , Buchholz PCF , Pleiss J , Fernandez-Guerra A , Glockner FO , Golyshina OV , Yakimov MM , Savchenko A , Jaeger KE , Yakunin AF , Streit WR , Golyshin PN , Guallar V , Ferrer M
Ref : ACS Chemical Biology , 13 :225 , 2018
Abstract :
PubMedSearch : Martinez-Martinez_2018_ACS.Chem.Biol_13_225
PubMedID: 29182315
Gene_locus related to this paper: 9zzzz-a0a2k8jn75 , 9zzzz-a0a2k8jt94 , 9zzzz-a0a0g3fj44 , 9zzzz-a0a0g3fh10 , 9zzzz-a0a0g3fh03 , 9bact-a0a1s5qkj8 , 9zzzz-a0a0g3feh5 , 9zzzz-a0a0g3fkz4 , 9zzzz-a0a0g3fh07 , 9zzzz-a0a0g3fh34 , 9zzzz-a0a0g3fh31 , 9bact-KY458167 , alcbs-q0vqa3 , 9bact-a0a1s5qki8 , 9zzzz-a0a0g3feq8 , 9zzzz-a0a0g3feh8 , 9zzzz-a0a0g3fh19 , 9bact-KY203037 , 9bact-a0a1s5ql22 , 9bact-a0a1s5qm34 , 9bact-KY203034 , 9bact-r9qzg0 , 9bact-a0a1s5qly8 , 9zzzz-a0a0g3fkz8 , 9zzzz-a0a0g3feg9 , 9zzzz-KY203033 , 9zzzz-a0a0g3fes4 , 9zzzz-a0a0g3fh42 , 9bact-a0a1s5qlx2 , 9zzzz-KY483651 , 9bact-a0a1s5qmh4 , 9zzzz-KY203032 , 9zzzz-EH87 , 9zzzz-a0a0g3fei1 , 9zzzz-a0a0g3fet2 , 9zzzz-KY483647 , 9zzzz-EH82 , 9zzzz-a0a0g3fe15 , 9bact-KY203031 , 9bact-t1w006 , 9zzzz-a0a0g3fet6 , 9bact-KY458164 , geoth-g8myf3 , 9bact-a0a1s5ql04 , 9gamm-a0a1y0ihk7 , 9bact-a0a1s5qly6 , 9bact-a0a1s5qkg4 , 9bact-a0a1s5qkm4 , 9gamm-s5tv80 , 9gamm-a0a0c4zhg2 , 9zzzz-t1b379 , 9gamm-KY483646 , 9bact-KY458160 , 9zzzz-a0a0g3fj57 , 9gamm-s5t8349 , 9arch-KY203036 , 9bact-KY458168 , 9zzzz-a0a0g3fes0 , 9zzzz-t1be47 , 9bact-KY458159 , 9zzzz-a0a0g3fh39 , 9bact-t1vzd5 , 9prot-EH41 , 9bact-Lip114 , alcbs-q0vt77 , 9bact-a0a1s5qke6 , 9bact-a0a1s5qkf3 , 9prot-SRP030024 , 9gamm-s5t532 , 9bact-a0a1s5qkl2 , 9bact-a0a1s5qkk8 , 9zzzz-KY203030 , 9zzzz-t1d4I7 , 9prot-KY019260 , 9bact-a0a1s5qm38 , 9arch-KY458161 , 9prot-KY010302 , 9zzzz-a0a0g3fl25 , 9actn-KY010298 , 9gamm-s5u059 , 9bact-a0a1s5qmi7 , 9bact-KY010297 , 9bact-KY483642 , 9bact-a0a1s5qkj1 , 9bact-KY010299 , 9bact-KY483648 , alcbs-q0vtl7 , 9bact-a0a1s5qf1 , 9bact-a0a1s5qkg0 , 9bact-a0a0h4tgu6 , 9bact-MilE3 , 9bact-LAE6 , 9alte-MGS-MT1 , 9bact-r9qzf7 , 9gamm-k0c6t6 , alcbs-q0vl36 , alcbs-q0vlq1 , alcbs-q0vq49 , bacsu-pnbae , canar-LipB , canan-lipasA , geost-lipas , marav-a1u5n0 , pseps-i7k8x5 , staep-GEHD , symth-q67mr3 , altma-s5cfn7 , cycsp-k0c2b8 , alcbs-q0vlk5 , 9bact-k7qe48 , 9bact-MGS-M1 , 9bact-MGS-M2 , 9bact-a0a0b5kns5 , 9zzzz-a0a0g3fej4 , 9zzzz-a0a0g3fj60 , 9zzzz-a0a0g3fej0 , 9zzzz-a0a0g3fj64 , 9bact-a0a0b5kc16 , 9zzzz-a0a0g3feg6 , 9zzzz-a0a0g3feu6

Title : Methyl-esterified 3-hydroxybutyrate oligomers protect bacteria from hydroxyl radicals - Koskimaki_2016_Nat.Chem.Biol_12_332
Author(s) : Koskimaki JJ , Kajula M , Hokkanen J , Ihantola EL , Kim JH , Hautajarvi H , Hankala E , Suokas M , Pohjanen J , Podolich O , Kozyrovska N , Turpeinen A , Paakkonen M , Mattila S , Campbell BC , Pirttila AM
Ref : Nat Chemical Biology , 12 :332 , 2016
Abstract :
PubMedSearch : Koskimaki_2016_Nat.Chem.Biol_12_332
PubMedID: 26974813

Title : 3-Hydroxybutyrate methyl ester as a potential drug against Alzheimer's disease via mitochondria protection mechanism - Zhang_2013_Biomaterials_34_7552
Author(s) : Zhang J , Cao Q , Li S , Lu X , Zhao Y , Guan JS , Chen JC , Wu Q , Chen GQ
Ref : Biomaterials , 34 :7552 , 2013
Abstract :
PubMedSearch : Zhang_2013_Biomaterials_34_7552
PubMedID: 23849878