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  • China
  • Product Name: Betulinaldehyde
  • Price: ¥Inquiry/5mg
  • Purity: 98.0%
  • Stocking Period: 10 Day
  • Contact: Xueping-Zheng



13159-28-9

13159-28-9 structure
13159-28-9 structure
  • Name: Betulinaldehyde
  • Chemical Name: Betulinicaldehyde
  • CAS Number: 13159-28-9
  • Molecular Formula: C30H48O2
  • Molecular Weight: 440.701
  • Catalog: Biochemical Plant extracts
  • Create Date: 2018-04-15 08:00:00
  • Modify Date: 2024-01-07 17:51:57
  • Betulinaldehyde(Betunal) belongs to pentacyclic triterpenoids and was reported to exhibit antimicrobial activities against bacteria and fungi, including S. aureus.IC50 value:Target: Betulinaldehyde(Betunal) belongs to pentacyclic triterpenoids that are based on a 30-carbon skeleton comprising four six-membered rings and one five-membered ring. Betulinaldehyde regulates multiple desirable targets which could be further explored in the development of therapeutic agents for the treatment of S. aureus infections [1]. Study compounds α-amyrin [3β-hydroxy-urs-12-en-3-ol (AM)], betulinic acid [3β-hydroxy-20(29)-lupaene-28-oic acid (BA)] and betulinaldehyde [3β-hydroxy-20(29)-lupen-28-al (BE)] belong to pentacyclic triterpenoids and were reported to exhibit antimicrobial activities against bacteria and fungi, including S. aureus. The MIC values of these compounds against a reference strain of methicillin-resistant S. aureus (MRSA) (ATCC 43300) ranged from 64 μg/ml to 512 μg/ml. However, the response mechanisms of S. aureus to these compounds are still poorly understood [2].

Name Betulinicaldehyde
Synonyms Lup-20(29)-en-28-al, 3β-hydroxy-
Lup-20(29)-en-28-al, 3-hydroxy-, (3β)-
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carbaldehyde
(1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-eicosahydro-cyclopenta[a]chrysene-3a-carbaldehyde
(3β)-3-Hydroxylup-20(29)-en-28-al
Betulinaldehyde
Description Betulinaldehyde(Betunal) belongs to pentacyclic triterpenoids and was reported to exhibit antimicrobial activities against bacteria and fungi, including S. aureus.IC50 value:Target: Betulinaldehyde(Betunal) belongs to pentacyclic triterpenoids that are based on a 30-carbon skeleton comprising four six-membered rings and one five-membered ring. Betulinaldehyde regulates multiple desirable targets which could be further explored in the development of therapeutic agents for the treatment of S. aureus infections [1]. Study compounds α-amyrin [3β-hydroxy-urs-12-en-3-ol (AM)], betulinic acid [3β-hydroxy-20(29)-lupaene-28-oic acid (BA)] and betulinaldehyde [3β-hydroxy-20(29)-lupen-28-al (BE)] belong to pentacyclic triterpenoids and were reported to exhibit antimicrobial activities against bacteria and fungi, including S. aureus. The MIC values of these compounds against a reference strain of methicillin-resistant S. aureus (MRSA) (ATCC 43300) ranged from 64 μg/ml to 512 μg/ml. However, the response mechanisms of S. aureus to these compounds are still poorly understood [2].
Related Catalog
References

[1]. Chung PY, et al. Identification, by gene expression profiling analysis, of novel gene targets in Staphylococcus aureus treated with betulinaldehyde. Res Microbiol. 2013 May;164(4):319-26.

[2]. Chung PY, et al. Transcriptional profiles of the response of methicillin-resistant Staphylococcus aureus to pentacyclic triterpenoids. PLoS One. 2013;8(2):e56687.

Density 1.0±0.1 g/cm3
Boiling Point 513.9±33.0 °C at 760 mmHg
Molecular Formula C30H48O2
Molecular Weight 440.701
Flash Point 217.4±18.0 °C
Exact Mass 440.365417
PSA 37.30000
LogP 9.07
Vapour Pressure 0.0±3.0 mmHg at 25°C
Index of Refraction 1.545
Storage condition -20°C

~17%

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Literature: Bioorganic and Medicinal Chemistry, , vol. 10, # 10 p. 3229 - 3236

~91%

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Literature: Csuk, Rene; Schmuck, Kianga; Schaefer, Renate Tetrahedron Letters, 2006 , vol. 47, # 49 p. 8769 - 8770

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Literature: STORA ENSO OYJ; WICKHOLM, Niko; ALAKURTTI, Sami; YLI-KAUHALUOMA, Jari; KOSKIMIES, Salme Patent: WO2013/38316 A1, 2013 ; Location in patent: Page/Page column 15 ;

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Literature: Phytochemistry (Elsevier), , vol. 36, # 6 p. 1369 - 1380

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Literature: WO2008/57420 A2, ; Page/Page column 280-281 ;

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Literature: Barthel, Alexander; Stark, Sebastian; Csuk, Rene Tetrahedron, 2008 , vol. 64, # 39 p. 9225 - 9229

~7%

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Detail
Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 8, # 13 p. 1707 - 1712

~35%

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Literature: Chemistry of Natural Compounds, , vol. 38, # 1 p. 58 - 61

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Literature: Helvetica Chimica Acta, , vol. 24, p. 529 Helvetica Chimica Acta, , vol. 25, p. 171 Chemische Berichte, , vol. 65, p. 1305