Structure Database (LMSD)

Common Name
4'-Methylsigmoidin B
Systematic Name
3-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
Synonyms
LM ID
LMPK12140383
Formula
C21H22O6
Exact Mass
Calculate m/z
370.14164
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavanones [PK1214]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Erythrina berteroana (#1471844)
Magnoliopsida (#3398)
An Antifungal Isoflavanone and a Structure Revision of a Flavanone from Erythrina berteroana.,
Planta Med, 1989
Pubmed ID: 17262415

String Representations

InChiKey (Click to copy)
UYGBXGAZUCKDDV-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C21H22O6/c1-11(2)4-5-12-6-13(7-17(25)21(12)26-3)18-10-16(24)20-15(23)8-14(22)9-19(20)27-18/h4,6-9,18,22-23,25H,5,10H2,1-3H3
SMILES (Click to copy)
C1C(O)=CC2OC(C3C=C(O)C(OC)=C(C/C=C(\C)/C)C=3)CC(=O)C=2C=1O

Other Databases

METABOLOMICS ID
FL2FAENI0002
PubChem CID
21721826

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 2
Rotatable Bonds 4
Van der Waals Molecular Volume 344.60
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 4.03
Molar Refractivity 99.88

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Created at
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Updated at
12th Nov 2024