Structure Database (LMSD)

Common Name
dihydrophaseic acid 4-O-beta-D-glucoside
Systematic Name
(2Z,4E)-5-[(1R,3S,5R,8S)-3-(β-D-glucopyranosyloxy)-8-hydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl]-3-methylpenta-2,4-dienoic acid
Synonyms
LM ID
LMPR0103050006
Formula
C21H32O10
Exact Mass
Calculate m/z
444.19955
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Cyclofarnesane sesquiterpenoids [PR010305]

String Representations

InChiKey (Click to copy)
UHHVHDDICOEBTQ-WTZDRGJSSA-N
InChi (Click to copy)
InChI=1S/C21H32O10/c1-11(6-14(23)24)4-5-21(28)19(2)7-12(8-20(21,3)29-10-19)30-18-17(27)16(26)15(25)13(9-22)31-18/h4-6,12-13,15-18,22,25-28H,7-10H2,1-3H3,(H,23,24)/b5-4+,11-6-/t12-,13+,15+,16-,17+,18+,19+,20+,21-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)CO[C@@](C)([C@]2(O)/C=C/C(/C)=C\C(O)=O)C[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Other Databases

CHEBI ID
23758
PubChem CID
56940674

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 414.76
Topological Polar Surface Area 170.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 1.94
Molar Refractivity 110.90

Admin

Created at
-
Updated at
11th Sep 2021