Structure Database (LMSD)

Common Name
Amorphigenin
Systematic Name
8'-Hydroxyrotenone
Synonyms
LM ID
LMPK12060012
Formula
C23H22O7
Exact Mass
Calculate m/z
410.136555
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Rotenoid flavonoids [PK1206]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Amorpha fruticosa (#48131)
Magnoliopsida (#3398)
Formation and dehydration of a prochiral 2-hydroxyisopropyl centre during biosynthesis: the rot-2′-enonic acid–rotenone transformation in Amorpha fruticosa,
J. Chem. Soc., Chem. Commun.,, 1979

String Representations

InChiKey (Click to copy)
ZJMLELXRQUXRIU-HBGVWJBISA-N
InChi (Click to copy)
InChI=1S/C23H22O7/c1-11(9-24)16-7-14-15(29-16)5-4-12-22(25)21-13-6-18(26-2)19(27-3)8-17(13)28-10-20(21)30-23(12)14/h4-6,8,16,20-21,24H,1,7,9-10H2,2-3H3/t16-,20-,21+/m1/s1
SMILES (Click to copy)
C12O[C@@H](C(CO)=C)CC=1C1O[C@]3([H])COC4=C(C=C(OC)C(OC)=C4)[C@]3([H])C(=O)C=1C=C2

Other Databases

CHEBI ID
183897
METABOLOMICS ID
FLIF1LNF0006
PubChem CID
92207

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 2
Rotatable Bonds 4
Van der Waals Molecular Volume 363.27
Topological Polar Surface Area 89.66
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 3.82
Molar Refractivity 109.32

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Created at
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Updated at
11th Jan 2022