7,8-Dihydroneopterin (BioCAD00000005447)

blood plant natural products

Metabolite Card

Formula: C9H13N5O4 (255.0967)
SMILES: NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)CO)N1

Synonyms [en]

7,8-dihydroneopterin; Dihydroneopterin; 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine; 7,8-dihydro-D-neopterin; dihydro-neo-pterin; 2-Amino-7,8-dihydro-6-(1,2,3-trihydroxypropyl)-4(1H)-pteridinone

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

7,8-Dihydroneopterin. 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: BioCAD00000005447). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

7,8-Dihydroneopterin, also known as dihydroneopterin, belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are synthesized in several parts of the body, including the pineal gland. 7,8-Dihydroneopterin is a strong basic compound (based on its pKa). Within humans, 7,8-dihydroneopterin participates in a number of enzymatic reactions. In particular, 7,8-dihydroneopterin can be biosynthesized from sepiapterin; which is catalyzed by the enzyme sepiapterin reductase or carbonyl reductase [NADPH] 1. In humans, 7,8-dihydroneopterin is involved in the metabolic disorder called hyperphenylalaninemia due to 6-pyruvoyltetrahydropterin synthase (PTPS) deficiency. 7,8-Dihydroneopterin is produced by human monocyte-derived macrophages upon stimulation with interferon-gamma. Increased amounts of 7,8-dihydroneopterin in human body fluids are found in many disorders, including viral infections and autoimmune diseases (PMID: 12804528).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1218-98-0
  • PubChem: 135398602
  • PubChem: 65074
  • PubChem: 659
  • ChEBI: ChEBI:17001
  • HMDB: HMDB0002275
  • HMDB: HMDB02275
  • HMDB: HMDB0244465
  • KEGG: C04874
  • BioCyc: DIHYDRO-NEO-PTERIN
  • NCBI MeSH: 7,8-dihydroneopterin
  • DrugBank: DB04425
  • RefMet: RM0030079
  • MoNA: MoNA018284
  • MoNA: MoNA020065
  • Metlin: METLIN_3386
  • Coconut NaturalProduct: CNP0136836.1
  • Coconut NaturalProduct: CNP0507192.1
  • Coconut NaturalProduct: CNP0592003.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03504 4.1.2.25 7,8-dihydroneopterin glycolaldehyde-lyase [6-(hydroxymethyl)-7,8-dihydropterin-forming]
KEGG:R04620 3.1.3.1 7,8-dihydroneopterin-3'-triphosphate phosphohydrolase (alkaline optimum)
KEGG:R04621 3.6.1.- C04874 + C00009<=>C05925 + C00001
KEGG:R04622 C04874 + C00028<=>C05926 + C00030
KEGG:R11037 1.13.11.81 7,8-dihydroneopterin:oxygen oxidoreductase
KEGG:R11073 5.1.99.8 7,8-dihydroneopterin 2'-epimerase
BioCyc:H2NEOPTERINALDOL-RXN 4.1.2.25 DIHYDRO-NEO-PTERIN --> GLYCOLALDEHYDE + AMINO-OH-HYDROXYMETHYL-DIHYDROPTERIDINE
BioCyc:RXN-10856 5.1.99.8 DIHYDRO-NEO-PTERIN<=>CPD-11770
BioCyc:DIHYDRONEOPTERIN-MONO-P-DEPHOS-RXN 3.6.1.- DIHYDRONEOPTERIN-P + WATER --> DIHYDRO-NEO-PTERIN + Pi
Rhea:RHEA:10541 4.1.2.25 7,8-dihydroneopterin => 6-hydroxymethyl-7,8-dihydropterin + glycolaldehyde
Rhea:RHEA:10542 4.1.2.25 6-hydroxymethyl-7,8-dihydropterin + glycolaldehyde => 7,8-dihydroneopterin
Rhea:RHEA:10543 4.1.2.25 7,8-dihydroneopterin <=> 6-hydroxymethyl-7,8-dihydropterin + glycolaldehyde
Rhea:RHEA:25307 7,8-dihydroneopterin + phosphate => 7,8-dihydroneopterin 3'-phosphate + H2O
Rhea:RHEA:25308 7,8-dihydroneopterin 3'-phosphate + H2O => 7,8-dihydroneopterin + phosphate
Rhea:RHEA:25309 7,8-dihydroneopterin + phosphate <=> 7,8-dihydroneopterin 3'-phosphate + H2O
Rhea:RHEA:45329 5.1.99.8 7,8-dihydroneopterin => 7,8-dihydromonapterin
Rhea:RHEA:45330 5.1.99.8 7,8-dihydromonapterin => 7,8-dihydroneopterin
Rhea:RHEA:45331 5.1.99.8 7,8-dihydroneopterin <=> 7,8-dihydromonapterin
Rhea:RHEA:45333 1.13.11.81 7,8-dihydroneopterin + O2 => 7,8-dihydroxanthopterin + glycolaldehyde + formate + H+
Rhea:RHEA:45334 1.13.11.81 7,8-dihydroxanthopterin + glycolaldehyde + formate + H+ => 7,8-dihydroneopterin + O2
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Organism Source

Taxonomy Source

  1. Methanococcus thermophila [ncbi taxid: ]
  2. Arabidopsis thaliana [ncbi taxid: 3702]

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6797 6-hydroxymethyl-dihydropterin diphosphate biosynthesis II (Methanocaldococcus)
BioCyc:META_ALL-CHORISMATE-PWY superpathway of chorismate metabolism
BioCyc:ECO_PWY-6612 superpathway of tetrahydrofolate biosynthesis
BioCyc:YEAST_FOLSYN-PWY superpathway of tetrahydrofolate biosynthesis and salvage
BioCyc:ARA_PWY-6612 superpathway of tetrahydrofolate biosynthesis
BioCyc:ARA_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:VCHO_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:VCHO_FOLSYN-PWY superpathway of tetrahydrofolate biosynthesis and salvage
BioCyc:PLASMO_PWY-3742 tetrahydrofolate biosynthesis II
BioCyc:PLASMO_FOLSYN-PWY superpathway of tetrahydrofolate biosynthesis and salvage
BioCyc:MTBH37RV_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:MTBH37RV_PWY-6612 superpathway of tetrahydrofolate biosynthesis
BioCyc:ECOO157_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:CAULO_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:CAULO_PWY-6612 superpathway of tetrahydrofolate biosynthesis
BioCyc:AGRO_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:SCO_FOLSYN-PWY superpathway of tetrahydrofolate biosynthesis and salvage
BioCyc:SCO_PWY-6612 superpathway of tetrahydrofolate biosynthesis
BioCyc:SCO_PWY-6147 6-hydroxymethyl-dihydropterin diphosphate biosynthesis I
BioCyc:SCO_ALL-CHORISMATE-PWY superpathway of chorismate metabolism
View All Pathways