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Structure Database (LMSD)

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Common Name

Dihydroxybergamottin

Systematic Name

Synonyms

(R)-6',7'-Dihydroxybergamottin

LM ID

LMPK12160612

Formula

C₂₁H₂₄O₆

Exact Mass

Calculate m/z

372.15729

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Citrus bergamia (#380129)

Magnoliopsida (#3398)

Identification of 6',7'-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice.,
Drug Metab Dispos, 1996

Pubmed ID: 8971132

String Representations

InChiKey (Click to copy)

IXZUPBUEKFXTSD-INMULRNOSA-N

InChi (Click to copy)

InChI=1S/C21H24O6/c1-13(4-6-18(22)21(2,3)24)8-10-26-20-14-5-7-19(23)27-17(14)12-16-15(20)9-11-25-16/h5,7-9,11-12,18,22,24H,4,6,10H2,1-3H3/b13-8+/t18-/m1/s1

SMILES (Click to copy)

C1(OC/C=C(/CC[C@@H](O)C(O)(C)C)\C)=C2C(OC(=O)C=C2)=CC2=C1C=CO2

Other Databases

Wikipedia

6',7'-Dihydroxybergamottin

CHEBI ID

70475

PubChem CID

12082365

Calculated Physicochemical Properties

Heavy Atoms 27

Rings 3

Aromatic Rings 3

Rotatable Bonds 7

Van der Waals Molecular Volume 336.34

Topological Polar Surface Area 93.04

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 6

logP 5.53

Molar Refractivity 104.67

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Created at

23rd Aug 2024

Updated at