Structure Database (LMSD)

Common Name
Sigmoidin C
Systematic Name
(2S)-5,7,8'-Trihydroxy-2',2'-dimethyl-2,6'-bi[2H-1-benzopyran]-4(3H)-one
Synonyms
LM ID
LMPK12140418
Formula
C20H18O6
Exact Mass
Calculate m/z
354.11034
Status
Curated
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 sigmoidea (#1977555)
Magnoliopsida (#3398)
Erythrina studies. Part 2. Structures of three novel prenylated antibacterial flavanones, sigmoidins A–C, from Erythrina sigmoidea Hua,
J Chem Soc. Perkin Trans 1, 1986

String Representations

InChiKey (Click to copy)
RFBNSYVWJNUVHE-INIZCTEOSA-N
InChi (Click to copy)
InChI=1S/C20H18O6/c1-20(2)4-3-10-5-11(6-15(24)19(10)26-20)16-9-14(23)18-13(22)7-12(21)8-17(18)25-16/h3-8,16,21-22,24H,9H2,1-2H3/t16-/m0/s1
SMILES (Click to copy)
C1(O)=CC2O[C@H](C3C=C(O)C4OC(C)(C)C=CC=4C=3)CC(=O)C=2C(O)=C1

Other Databases

METABOLOMICS ID
FL2FACNP0001
PubChem CID
44424648

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 2
Rotatable Bonds 1
Van der Waals Molecular Volume 314.94
Topological Polar Surface Area 100.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 3.98
Molar Refractivity 94.45

Admin

Created at
-
Updated at
20th Oct 2026