Structure Database (LMSD)

Common Name
Ambofuracin
Systematic Name
Synonyms
LM ID
LMPK12130058
Formula
C27H32O12
Exact Mass
Calculate m/z
548.18938
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Aurone flavonoids [PK1213]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Neorautanenia amboensis (#1888375)
Magnoliopsida (#3398)
Neoraufuracin and ambofuracin. Two novel 2-benzyl-2-O-(methyl-β-D-glucopyranos-2-yl)-trans-2,3-dihydrobenzofurans. Synthesis of the methylated aglycone,
J. Chem. Soc., Perkin Trans. 1, 1982

String Representations

InChiKey (Click to copy)
DFDBQOBSZWTRTL-RXGMISFTSA-N
InChi (Click to copy)
InChI=1S/C27H32O12/c1-34-21(30)9-10-22(31)36-13-20-23(32)24(33)26(27(35-2)38-20)39-25-17-8-7-16(29)12-18(17)37-19(25)11-14-3-5-15(28)6-4-14/h3-8,12,19-20,23-29,32-33H,9-11,13H2,1-2H3/t19-,20-,23-,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
C12[C@H](O[C@@H]3[C@@H](O)[C@H](O)[C@@H](COC(CCC(OC)=O)=O)O[C@H]3OC)[C@@H](CC3C=CC(O)=CC=3)OC=1C=C(O)C=C2

Other Databases

METABOLOMICS ID
FL1AUNGS0002
PubChem CID
42607785

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 4
Aromatic Rings 2
Rotatable Bonds 12
Van der Waals Molecular Volume 488.78
Topological Polar Surface Area 174.58
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 12
logP 3.12
Molar Refractivity 135.40

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Created at
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Updated at
13th Oct 2021