Structure Database (LMSD)

O O O O O O H O O O O
Common Name
Acevaltrate
Systematic Name
4-[(acetyloxy)methyl]-7-[(3-methylbutanoyl)oxy]-7,7a-dihydro-2H-spiro[cyclopenta[c]pyran-1,2'-oxirane]-2-yl 3-(acetyloxy)-3-methylbutanoate
Synonyms
LM ID
LMFA07010774
Formula
C24H32O10
Exact Mass
Calculate m/z
480.19955
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

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]

String Representations

InChiKey (Click to copy)
FWKBQAVMKVZEOT-STCFVSJZSA-N
InChi (Click to copy)
InChI=1S/C24H32O10/c1-13(2)7-19(27)33-22-21-17(16(11-30-22)10-29-14(3)25)8-18(24(21)12-31-24)32-20(28)9-23(5,6)34-15(4)26/h8,11,13,18,21-22H,7,9-10,12H2,1-6H3/t18-,21+,22-,24+/m0/s1
SMILES (Click to copy)
CC(OC(=O)C)(CC(O[C@@H]1[C@]2(CO2)[C@@]2([H])[C@H](OC(CC(C)C)=O)OC=C(COC(C)=O)C2=C1)=O)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Valeriana pseudofficinalis (#323661)
Magnoliopsida (#3398)
Sesquiterpene and iridoids from Valeriana pseudofficinalis roots,
Chem Nat Comp, 2009

Other Databases

Wikipedia
Acevaltrate
KEGG ID
C16752
HMDB ID
HMDB0034494
CHEBI ID
80704
PubChem CID
65717

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 458.74
Topological Polar Surface Area 129.03
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 10
logP 4.06
Molar Refractivity 118.76

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Created at
-
Updated at
15th Jun 2023