Structure Database (LMSD)

Common Name
dihydrovaltrate
Systematic Name
3-Methylbutanoic acid [(1S,7R)-6α-acetoxy-4-(acetoxymethyl)-4aα,5,6,7aα-tetrahydrospiro[cyclopenta[c]pyran-7(1H),2'-oxirane]]-1α-yl ester
Synonyms
  • Valepotriate
LM ID
LMPR0102070055
Formula
C19H26O8
Exact Mass
Calculate m/z
382.16277
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)
XVPPSJBQOIXVMW-XWCCPHMRSA-N
InChi (Click to copy)
InChI=1S/C19H26O8/c1-10(2)5-16(22)27-18-17-14(13(8-24-18)7-23-11(3)20)6-15(26-12(4)21)19(17)9-25-19/h8,10,14-15,17-18H,5-7,9H2,1-4H3/t14-,15+,17-,18+,19-/m1/s1
SMILES (Click to copy)
CC(O[C@H]1C[C@]2([H])C(COC(C)=O)=CO[C@@H](OC(CC(C)C)=O)[C@]2([H])[C@]21CO2)=O

Other Databases

PubChem CID
49864053

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 359.94
Topological Polar Surface Area 102.73
Hydrogen Bond Donors
Hydrogen Bond Acceptors 8
logP 3.14
Molar Refractivity 93.49

Admin

Created at
15th Jun 2023
Updated at
15th Jun 2023