Structure Database (LMSD)

Common Name
lup-20(29)-en-3beta-(1-(2S-hydroxypropionate)-benzoic acid
Systematic Name
lup-20(29)-en-3β-yl-(2S-hydroxypropionate)-benzoic acid
Synonyms
LM ID
LMPR0106140007
Formula
C40H58O5
Exact Mass
Calculate m/z
618.428425
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Lupane triterpenoids [PR010614]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Plumeria rubra (#62097)
Magnoliopsida (#3398)
Potential anti-diabetic isoprenoids and a long-chain δ-lactone from frangipani (Plumeria rubra).,
Fitoterapia, 2020
Pubmed ID: 32634455

String Representations

InChiKey (Click to copy)
YVPYUBPSANYADA-XSWYEGNCSA-N
InChi (Click to copy)
InChI=1S/C40H58O5/c1-24(2)27-14-17-37(5)20-21-39(7)28(33(27)37)12-13-31-38(6)18-16-32(36(3,4)30(38)15-19-40(31,39)8)45-35(44)29(41)23-25-10-9-11-26(22-25)34(42)43/h9-11,22,27-33,41H,1,12-21,23H2,2-8H3,(H,42,43)/t27-,28+,29-,30-,31+,32-,33+,37+,38-,39+,40+/m0/s1
SMILES (Click to copy)
[C@@]12(C)CC[C@@]3(C)CC[C@@]([H])(C(=C)C)[C@]3([H])[C@@]1([H])CC[C@]1([H])[C@@]3(C)CC[C@H](OC(=O)[C@@H](O)CC4=CC(C(=O)O)=CC=C4)C(C)(C)[C@]3([H])CC[C@@]21C

Other Databases

PubChem CID
171120472

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 6
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 643.61
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 9.45
Molar Refractivity 178.66

Admin

Created at
28th Aug 2020
Updated at
28th Oct 2021