Structure Database (LMSD)

Common Name
Lup-20(29)-en-3beta-(3,6R-dihydroxybehenate)
Systematic Name
lup-20(29)-en-3β-yl-(3,6R)-docosanoate
Synonyms
LM ID
LMPR0106140006
Formula
C52H92O4
Exact Mass
Calculate m/z
780.69956
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)
XCNHXJJGQOIKGE-HSCDBMGRSA-N
InChi (Click to copy)
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
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)CC(O)CC[C@H](O)CCCCCCCCCCCCCCCC)C(C)(C)[C@]3([H])CC[C@@]21C

Other Databases

PubChem CID
171120471

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 5
Aromatic Rings 0
Rotatable Bonds 23
Van der Waals Molecular Volume 876.24
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 15.20
Molar Refractivity 236.85

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Created at
28th Aug 2020
Updated at
28th Aug 2020