Structure database (LMSD)

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LM IDLMPR0106140007
Common Namelup-20(29)-en-3β-(1-(2S-hydroxypropionate)-benzoic acid
Systematic Namelup-20(29)-en-3β-yl-(2S-hydroxypropionate)-benzoic acid
Synonyms-
Exact Mass
618.4284 (neutral)    Calculate m/z:
FormulaC40H58O5
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC30 isoprenoids (triterpenes) [PR0106]
Class Level 4Lupane triterpenoids [PR010614]
PubChem CID-
InChIKeyYVPYUBPSANYADA-XSWYEGNCSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
[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
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StatusActive
ReferencesPotential anti-diabetic isoprenoids and a long-chain δ-lactone from frangipani (Plumeria rubra)
Fitoterapia 2020
DOI: 10.1016/j.fitote.2020.104684
PMID: 32634455
Calculated physicochemical properties (?):
 Heavy Atoms45Rings6Aromatic Rings1Rotatable Bonds7
 van der Waals
Molecular Volume
643.61Topological Polar
Surface Area
83.83Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
5
 logP9.45Molar
Refractivity
178.66