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(20R)-28-hydroxylupen-30-al-3-one
A pentacyclic triterpenoid that is lupan-30-al with a hydroxy substituent at position 28 and an oxo group at position 3 (the 20R stereoisomer) . Isolated from Acacia mellifera, it exhibits cytotoxicity activity against the NSCLC-N6 cell line, derived from a human non-small-cell bronchopulmonary carcinoma.


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06. Name of Biological Source of Chemical: Plantae > Magnoliophyta > Magnoliopsida > Fabales
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Fabales (151) 
 Fabaceae (151) 
 Mimosoideae (39) 
 Acacia (19) 
 Acacia mellifera (1)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 portion of plant tissue [PO:0009007] (272) 
 epidermis [PO:0005679] (134) 
 shoot epidermis [PO:0006035] (134) 
 shoot axis epidermis [PO:0000112] (134) 
 stem epidermis [PO:0025178] (134)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 primary alcohol [CHEBI:15734] (167) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 primary alcohol [CHEBI:15734] (167) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 aldehyde [CHEBI:17478] (258) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 aldehyde [CHEBI:17478] (258) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 triterpenoid [CHEBI:36615] (228) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 isoprenoid [CHEBI:24913] (1402) 
 terpenoid [CHEBI:26873] (1099) 
 triterpenoid [CHEBI:36615] (228) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 aldehyde [CHEBI:17478] (258) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 primary alcohol [CHEBI:15734] (167) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 aldehyde [CHEBI:17478] (258) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 pentacyclic triterpenoid [CHEBI:25872] (112) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 aldehyde [CHEBI:17478] (258) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 primary alcohol [CHEBI:15734] (167) 
 (20R)-28-hydroxylupen-30-al-3-one [CHEBI:66045] (1)
ChEBI Compound Accession Identifier  [CHEBI:66045]
ChEBI Compound Description  A pentacyclic triterpenoid that is lupan-30-al with a hydroxy substituent at position 28 and an oxo group at position 3 (the 20R stereoisomer) . Isolated from Acacia mellifera, it exhibits cytotoxicity activity against the NSCLC-N6 cell line, derived from a human non-small-cell bronchopulmonary carcinoma.
ChEBI Compound Identification Number  66045
ChEBI InChI Value  InChI=1S/C30H48O3/c1-19(17-31)20-9-14-30(18-32)16-15-28(5)21(25(20)30)7-8-23-27(4)12-11-24(33)26(2,3)22(27)10-13-29(23,28)6/h17,19-23,25,32H,7-16,18H2,1-6H3/t19-,20-,21+,22-,23+,25+,27-,28+,29+,30+/m0/s1
ChEBI InChIKey Value  CBDKCJANRGOIIK-URCKAGISSA-N
ChEBI Compound Name  (20R)-28-hydroxylupen-30-al-3-one
ChEBI SMILES Value  [H][C@]1(CC[C@]2(CO)CC[C@]3(C)[C@]([H])(CC[C@]4([H])[C@@]5(C)CCC(=O)C(C)(C)[C@]5([H])CC[C@@]34C)[C@@]12[H])[C@@H](C)C=O
ChEBI Substance ID  160709739
ChEBI URL  ChEBI:66045
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  CBDKCJANRGOIIK_URCKAGISSA_N_000_000000
PubChem Compound ID  70697776