Structure Database (LMSD)

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

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
Valeriana pseudofficinalis (#323661)
Magnoliopsida (#3398)
Sesquiterpene and iridoids from Valeriana pseudofficinalis roots,
Chem Nat Comp, 2009

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]

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