LIPID MAPS

Structure Database (LMSD)

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Common Name

Geniposide

Systematic Name

Synonyms

LM ID

LMPR0102070058

Formula

C₁₇H₂₄O₁₀

Exact Mass

Calculate m/z

388.13695

Status

Active

Show lipids differing only in stereochemistry/bond geometry

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Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Genipa americana (#58486)

Magnoliopsida (#3398)

Iridoid glucosides from the fruit of Genipa americana.,
Chem Pharm Bull (Tokyo), 2005

Pubmed ID: 16204999

String Representations

InChiKey (Click to copy)

IBFYXTRXDNAPMM-BVTMAQQCSA-N

InChi (Click to copy)

InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1

SMILES (Click to copy)

[C@@]12([H])C(=CC[C@]1([H])C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)CO

Other Databases

KEGG ID

C09781

CHEBI ID

5299

PubChem CID

107848

Calculated Physicochemical Properties

Heavy Atoms 27

Rings 3

Aromatic Rings

Rotatable Bonds 6

Van der Waals Molecular Volume 345.56

Topological Polar Surface Area 159.28

Hydrogen Bond Donors 5

Hydrogen Bond Acceptors 10

logP 0.06

Molar Refractivity 90.64

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Created at

25th Jul 2023

Updated at