2-C-methyl-D-erythritol 2,4-cyclic diphosphate

chemical compound

ChemicalSubstance group_of_stereoisomers Q27103069

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Key Facts

Canonical SMILES: CC1(C(COP(=O)(OP(=O)(O1)O)O)O)CO^[1]
Chemical formula: C₅H₁₂O₉P₂^[2]
Subclass of: chemical compound^[3]
Found in taxon: Arabidopsis thaliana^[4], Asparagus officinalis^[5], Phaseolus vulgaris^[6]
Isomeric SMILES: C[C@@]1(C@@HO)CO^{C@@HO)CO">[7]}
Mass: 277.996 dalton^[8]
Subject has role: primary metabolite^[9]

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Quick Facts

Instance of group of stereoisomers

Subclass of chemical compound

Properties

Canonical smiles CC1(C(COP(=O)(OP(=O)(O1)O)O)O)CO

Chemical formula C₅H₁₂O₉P₂

Found in taxon Arabidopsis thaliana, Asparagus officinalis, Phaseolus vulgaris

Isomeric smiles C[C@@]1([C@@H](COP(=O)(OP(=O)(O1)O)O)O)CO

Mass +277.996

Subject has role primary metabolite

External References (15)

Cas registry number 143488-44-2

Chebi id 18425

Chemspider id 112576

Drugbank id DB03961

Dsstox substance id DTXSID501123383

Inchi InChI=1S/C5H12O9P2/c1-5(3-6)4(7)2-12-15(8,9)14-16(10,11)13-5/h4,6-7H,2-3H2,1H3,(H,8,9)(H,10,11)/t4-,5+/m1/s1

Inchikey SFRQRNJMIIUYDI-UHNVWZDZSA-N

Kegg id C11453

Knapsack id C00007295

Pdb ligand id CDI

Pdb structure id 4S38, 1H48, 1KNJ, 1JY8, 4G9P

Probes and drugs id PD059544

Pubchem cid 126747

Surechembl id 11952572

Unichem compound id 645811

🏷️ Also known as

en 2-C-methyl-D-erythritol 2,4-cyclic diphosphate

References

Programmatic citations — every numbered marker resolves to a verifiable graph row below.

Direct Wikidata claims

[1] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — canonical SMILES (P233): CC1(C(COP(=O)(OP(=O)(O1)O)O)O)CO. PubChem. Retrieved 2016-10-19. wikidata.org.
[2] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — chemical formula (P274): C₅H₁₂O₉P₂. PubChem. Retrieved 2016-10-19. wikidata.org.
[3] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — subclass of (P279): chemical compound. wikidata.org.
[4] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — found in taxon (P703): Arabidopsis thaliana. Antisense and chemical suppression of the nonmevalonate pathway affects ent-kaurene biosynthesis in Arabidopsis. wikidata.org.
[5] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — found in taxon (P703): Asparagus officinalis. Transcriptome analysis of Asparagus officinalis reveals genes involved in the biosynthesis of rutin and protodioscin. wikidata.org.
[6] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — found in taxon (P703): Phaseolus vulgaris. Metabolomics and Transcriptomics Identify Multiple Downstream Targets of Paraburkholderia phymatum σ54 During Symbiosis with Phaseolus vulgaris. wikidata.org.
[7] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — isomeric SMILES (P2017): C[C@@]1([C@@H](COP(=O)(OP(=O)(O1)O)O)O)CO. PubChem. Retrieved 2016-10-19. wikidata.org.
[8] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — mass (P2067): 277.996 dalton. PubChem. Retrieved 2016-10-19. wikidata.org.
[9] ↑ 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — subject has role (P2868): primary metabolite. Reactome. plantreactome.gramene.org. Provenance: wikidata.org.

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APA

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MLA

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BibTeX

@misc{4ortxyz_2-c-methyl-d-erythritol-2-4-cyclic-diphosphate_2026, author = {{4ort.xyz Knowledge Graph}}, title = {{2-C-methyl-D-erythritol 2,4-cyclic diphosphate}}, year = {2026}, url = {https://4ort.xyz/entity/2-c-methyl-d-erythritol-2-4-cyclic-diphosphate}, note = {Accessed: 2026-05-03}}

LLM prompt

According to 4ort.xyz Knowledge Graph (aggregator of Wikidata, Wikipedia, and authoritative open-data sources): 2-C-methyl-D-erythritol 2,4-cyclic diphosphate — https://4ort.xyz/entity/2-c-methyl-d-erythritol-2-4-cyclic-diphosphate (retrieved 2026-05-03)

Canonical URL: https://4ort.xyz/entity/2-c-methyl-d-erythritol-2-4-cyclic-diphosphate · Last refreshed: May 3, 2026

Edit History

Rolling log of changes to this entity's Wikidata record. Values shown reflect the current state of each edited property — follow the history link to see the precise diff for any edit.

14w ago · Michael D. Turnbull · 2026-07-06 view diff on Wikidata ↗

Chemical structure → 2-C-methyl-D-erythritol 2,4-cyclic diphosphate.svg

"/* wbsetclaim-create:2||1 */ Chemical structure: 2-C-methyl-D-erythritol 2,4-cyclic diphosphate.svg"
17w ago · Nabbegat · 2026-06-19 view diff on Wikidata ↗

Pdb structure id → 4S38, 1H48, 1KNJ +2

Dsstox substance id → DTXSID501123383

Probes and drugs id → PD059544

Imported from → —

+ 21 other properties edited (see Wikidata diff for full list)

"/* wbeditentity-update-languages-short:0||tr */ QuickStatements 3.0 [[:toollabs:qs-dev/batch/37300|batch #37300]]"

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