Structure database (LMSD)

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LM IDLMPR0106140006
Common NameLup-20(29)-en-3β-(3,6R-dihydroxybehenate)
Systematic Namelup-20(29)-en-3β-yl-(3,6R)-docosanoate
Synonyms-
Exact Mass
780.6996 (neutral)    Calculate m/z:
FormulaC52H92O4
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC30 isoprenoids (triterpenes) [PR0106]
Class Level 4Lupane triterpenoids [PR010614]
PubChem CID-
InChIKeyXCNHXJJGQOIKGE-HSCDBMGRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C52H92O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-39(53)25-26-40(54)37-46(55)56-45-31-33-50(7)43(48(45,4)5)30-34-52(9)44(50)28-27-42-47-41(38(2)3)29-32-49(47,6)35-36-51(42,52)8/h39-45,47,53-54H,2,10-37H2,1,3-9H3/t39-,40?,41+,42-,43+,44-,45+,47-,49-,50+,51-,52-/m1/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)CC(O)CC[C@H](O)CCCCCCCCCCCCCCCC)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 Atoms56Rings5Aromatic Rings0Rotatable Bonds23
 van der Waals
Molecular Volume
876.24Topological Polar
Surface Area
66.76Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
4
 logP15.20Molar
Refractivity
236.85