Structure Database (LMSD)

H O O O O O O O O
Common Name
Valtratum
Systematic Name
[(1S,6S,7R,7aS)-4-(acetyloxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate
Synonyms
  • Valtrate
  • Valepotriate
LM ID
LMPR0102070015
Formula
C22H30O8
Exact Mass
Calculate m/z
422.19407
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)
BDIAUFOIMFAIPU-KVJIRVJXSA-N
InChi (Click to copy)
InChI=1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1
SMILES (Click to copy)
[C@@]12(OC1)[C@@H](OC(=O)CC(C)C)C=C1C(COC(=O)C)=CO[C@@H](OC(=O)CC(C)C)[C@]21[H]

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

KEGG ID
C09801
CHEBI ID
9928
PubChem CID
442436
Cayman ID
36522

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 409.20
Topological Polar Surface Area 102.73
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 8
logP 4.09
Molar Refractivity 107.24

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Created at
-
Updated at
15th Jun 2023