Structure Database (LMSD)

Common Name
Epoxybergamottin
Systematic Name
Synonyms
LM ID
LMPK12160610
Formula
C21H22O5
Exact Mass
Calculate m/z
354.146725
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Other Flavonoids [PK1216]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Citrus x paradisi (#37656)
Magnoliopsida (#3398)
Identification of epoxybergamottin as a CYP3A4 inhibitor in grapefruit peel.,
Eur J Clin Pharmacol, 2003
Pubmed ID: 12610742
Citrus x paradisi (#37656)
Magnoliopsida (#3398)
Distribution of furanocoumarins in grapefruit juice fractions.,
J Agric Food Chem, 2005
Pubmed ID: 15969491

String Representations

InChiKey (Click to copy)
OOKSPQLCQUBEKU-MDWZMJQESA-N
InChi (Click to copy)
InChI=1S/C21H22O5/c1-13(4-6-18-21(2,3)26-18)8-10-24-20-14-5-7-19(22)25-17(14)12-16-15(20)9-11-23-16/h5,7-9,11-12,18H,4,6,10H2,1-3H3/b13-8+
SMILES (Click to copy)
C1(OC/C=C(/CCC2OC2(C)C)\C)=C2C(OC(=O)C=C2)=CC2=C1C=CO2

Other Databases

CHEBI ID
171796
PubChem CID
9946625
Cayman ID
19760

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 3
Rotatable Bonds 6
Van der Waals Molecular Volume 315.19
Topological Polar Surface Area 65.11
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 6.58
Molar Refractivity 101.32

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Created at
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Updated at
14th Jun 2021