Structure Database (LMSD)

Systematic Name
lup-20(29)-ene-3α-27-diol
Synonyms
LM ID
LMPR0106140012
Status
Active
Exact Mass
Calculate m/z
442.38108
Formula
C30H50O2
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
XHOGEOQSRLNKKB-MUDSBDPBSA-N
InChi (Click to copy)
InChI=1S/C30H50O2/c1-19(2)20-10-13-27(5)16-17-30(18-31)21(25(20)27)8-9-23-28(6)14-12-24(32)26(3,4)22(28)11-15-29(23,30)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21-,22-,23+,24+,25+,27+,28-,29+,30-/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC[C@]2([C@@]4([C@](CC[C@@]32CO)(C)CC[C@H]4C(C)=C)[H])[H])C(C)(C)[C@H](O)C1

References

Reference
Triterpenoids from the stembark of Pyrus communis.
Nat Prod Res, 2003
DOI: 10.1080/1478641031000149821
PMID: 14577699

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pyrus communis (#23211)
Magnoliopsida (#3398)
Triterpenoids from the stembark of Pyrus communis.,
Nat Prod Res, 2003
Pubmed ID: 14577699

Other Databases

PubChem CID
11744095

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 480.70
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.57
Molar Refractivity 133.06

Admin

Created at
18th Dec 2020
Updated at
18th Dec 2020