(S)-4,5-Dihydroxypentane-2,3-dione (BioCAD00000000952)

microbial natural products

Metabolite Card

Formula: C5H8O4 (132.0423)
SMILES: CC(=O)C(=O)[C@@H](O)CO

Synonyms [en]

(S)-4,5-Dihydroxypentane-2,3-dione; (S)-DPD; (4S)-4,5-dihydroxypentane-2,3-dione; (4S)-4,5-Dihydroxy-2,3-pentanedione; 3-pentanedione; 3-dione

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(S)-4,5-Dihydroxypentane-2,3-dione. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000000952). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Pentane substituted at the 2- and 3-positions by oxo groups, at the 4- and 5-positions by hydroxy groups and with S stereoconfiguration at C-4." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 710324-30-4
  • PubChem: 11170991
  • ChEBI: ChEBI:29484
  • KEGG: C11838
  • Metlin: METLIN_63432
  • Coconut NaturalProduct: CNP0082869.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01291 4.4.1.21 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine homocysteine-lyase [(4S)-4,5-dihydroxypentan-2,3-dione-forming]
KEGG:R11183 2.7.1.189 ATP:(S)-4,5-dihydroxypentane-2,3-dione 5-phosphotransferase
Rhea:RHEA:15378 2.7.1.189 (S)-4,5-dihydroxypentane-2,3-dione + ATP => (2S)-2-hydroxy-3,4-dioxopentyl phosphate + ADP + H+
Rhea:RHEA:15379 2.7.1.189 (2S)-2-hydroxy-3,4-dioxopentyl phosphate + ADP + H+ => (S)-4,5-dihydroxypentane-2,3-dione + ATP
Rhea:RHEA:15380 2.7.1.189 (S)-4,5-dihydroxypentane-2,3-dione + ATP <=> (2S)-2-hydroxy-3,4-dioxopentyl phosphate + ADP + H+
Rhea:RHEA:17754 4.4.1.21 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine => (S)-4,5-dihydroxypentane-2,3-dione + L-homocysteine
Rhea:RHEA:17755 4.4.1.21 (S)-4,5-dihydroxypentane-2,3-dione + L-homocysteine => S-(5-deoxy-D-ribos-5-yl)-L-homocysteine
Rhea:RHEA:17756 4.4.1.21 S-(5-deoxy-D-ribos-5-yl)-L-homocysteine <=> (S)-4,5-dihydroxypentane-2,3-dione + L-homocysteine
Rhea:RHEA:35156 (S)-4,5-dihydroxypentane-2,3-dione => (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one
Rhea:RHEA:35157 (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one => (S)-4,5-dihydroxypentane-2,3-dione
Rhea:RHEA:35158 (S)-4,5-dihydroxypentane-2,3-dione <=> (2R,4S)-2-methyl-2,4-dihydroxydihydrofuran-3-one
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Organism Source

Taxonomy Source

  1. Escherichia coli [ncbi taxid: 562]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6154 autoinducer AI-2 biosynthesis II (Vibrio)
BioCyc:META_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:ECO_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:ECO_PWY0-1569 autoinducer AI-2 degradation
BioCyc:HPY_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:AGRO_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:LACTORHA_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:CLOSTSYMB_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:CLOSTSYMB_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:FAECPRAU_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:META_PWY0-1569 autoinducer AI-2 degradation
BioCyc:AURANTIMONAS_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:BSUB_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:FAECPRAU_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:GCF_000013425_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:META_PWY-6153 autoinducer AI-2 biosynthesis I
BioCyc:META_PWY-I9 L-cysteine biosynthesis VI (from L-methionine)
BioCyc:ECO_PWY-6151 S-adenosyl-L-methionine cycle I
BioCyc:MTBH37RV_PWY-I9 L-cysteine biosynthesis VI (from L-methionine)
BioCyc:HPY_PWY-I9 L-cysteine biosynthesis VI (from L-methionine)
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