(+)-6a-Hydroxymaackiain (BioCAD00000000128)
Metabolite Card
Formula: C16H12O6 (300.0634)
SMILES: [H][C@]12Oc3cc4OCOc4cc3[C@@]1(O)COc1cc(O)ccc21
Synonyms [en]
(+)-6a-hydroxymaackiain; (+)-O-demethylpisatin; O-demethylpisatin; 61BENZOFURO3; 3DIOXOLO5; 19-tetraoxapentacyclo10.8.0.02
Last reviewed on 2024-06-28.
Cite this Page
(+)-6a-Hydroxymaackiain. 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: BioCAD00000000128). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
A member of the class of pterocarpans that is (6aS,11aS)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene which is substituted by a hydroxy group at position 3, a second hydroxy group at position 6a (resulting in the CIP stereochemical designation changing to R,R), and a methylenedioxy group at positions 8-9. It is a metabolite of the pea phytoalexin (+)-pisatin, produced by the pea-pathogenic Fusarium oxysporum forma specialis pisi, and a number of other fungi, including Fusarium anruioides, Fusarium avenaceum, Mycosphaerella pinodes, and Stemphylium botryosum." []
DBLinks
- CAS Registry Number: 14602-93-8
- PubChem CID:
- ChEBI: 43129
- HMDB:
- LipidMaps: LMPK12070133
- KEGG: C16230
- BioCyc: CPD-3942
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 14602-93-8
- ChEBI: ChEBI:43129
- LipidMaps: LMPK12070133
- KEGG: C16230
- BioCyc: CPD-3942
- Metlin: METLIN_64287
- Coconut NaturalProduct: CNP0156675.1
Class / Ontology
- ChEBI: [CHEBI:43129] (+)-6a-hydroxymaackiain
- Coconut NaturalProduct: [Pterocarpan] Pterocarpan
| ID | EC Number | Name |
|---|---|---|
| KEGG:R07749 | C16229<=>C16230 | |
| KEGG:R07750 | 2.1.1.270 | S-adenosyl-L-methionine:(+)-6a-hydroxymaackiain 3-O-methyltransferase |
| Rhea:RHEA:35472 | 2.1.1.270 | (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine => (+)-pisatin + S-adenosyl-L-homocysteine + H+ |
| Rhea:RHEA:35473 | 2.1.1.270 | (+)-pisatin + S-adenosyl-L-homocysteine + H+ => (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine |
| Rhea:RHEA:35474 | 2.1.1.270 | (+)-6a-hydroxymaackiain + S-adenosyl-L-methionine <=> (+)-pisatin + S-adenosyl-L-homocysteine + H+ |
| BioCyc:RXN-16377 | 4.2.1.- | CPD-20039 --> CPD-3942 + WATER |
| BioCyc:RXN-16217 | 1.14.14.- | CPD-3944 + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-3942 + FORMALDEHYDE + Ox-NADPH-Hemoprotein-Reductases + WATER |
| BioCyc:RXN-4002 | 2.1.1.270 | S-ADENOSYLMETHIONINE + CPD-3942 --> PROTON + CPD-3944 + ADENOSYL-HOMO-CYS |
| BioCyc:RXN-4561 | 1.14.14.- | maackiain 6a-hydroxylase |