Structure Database (LMSD)

Common Name
Harpagoside
Systematic Name
Synonyms
LM ID
LMPR0102070010
Formula
C24H30O11
Exact Mass
Calculate m/z
494.178815
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C10 isoprenoids (monoterpenes) [PR0102]
Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids [PR010207]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Harpagophytum procumbens (#222879)
Magnoliopsida (#3398)
Die Struktur des Harpagosids. 2. Mitteilung über Iridoide,
Helv Chim Acta, 1966

String Representations

InChiKey (Click to copy)
KVRQGMOSZKPBNS-FMHLWDFHSA-N
InChi (Click to copy)
InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
SMILES (Click to copy)
O([C@@H]1OC=C[C@@]2(O)[C@@H](C[C@](C)(OC(=O)/C=C/C3C=CC=CC=3)[C@]21[H])O)[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O

Other Databases

Wikipedia
Harpagoside
KEGG ID
C09783
CHEBI ID
5625
PubChem CID
5281542
Cayman ID
38967

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 444.27
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 1.66
Molar Refractivity 123.00

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Created at
-
Updated at
7th Mar 2024