Betulinicaldehyde - ≥98% , CAS No.13159-28-9

CAS: 13159-28-9 Cat. No.: B414345 Molecular Weight: 440.72

GRADE & PURITY ≥98%

Synonyms

CHEBI:177424 | Betulinal | Lup-20(29)-en-28-al, 3beta-hydroxy- | Betulin aldehyde | NSC 250423 | Lup-20(29)-en-28-al, 3-hydroxy-, (3beta)- | AKOS016009535 | BDBM50599935 | (1R,3aS,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-1-isopropenyl-5a,5b,8,8,11

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Betulinicaldehyde (Betulinal, Betunal), isolated from the bark of tectona grandis., is an anti-tumor agent.

Specifications

Synonyms

CHEBI:177424 | Betulinal | Lup-20(29)-en-28-al, 3beta-hydroxy- | Betulin aldehyde | NSC 250423 | Lup-20(29)-en-28-al, 3-hydroxy-, (3beta)- | AKOS016009535 | BDBM50599935 | (1R, 3aS, 4S, 5aR, 5bR, 7aR, 9S, 11aR, 11bR, 13aR, 13bR)-9-Hydroxy-1-isopropenyl-5a, 5b, 8, 8, 11

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Betulinicaldehyde (Betulinal, Betunal), isolated from the bark of tectona grandis., is an anti-tumor agent.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756445
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756445
• Canonical Smiles: CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C=O
• IUPAC Name: (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
• InChIKey: FELCJAPFJOPHSD-ROUWMTJPSA-N
• INCHI: 1S/C30H48O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h18,20-25,32H,1,8-17H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
• Isomeric SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C=O
• Molecular Weight: 440.72
• Reaxy-Rn: 21004605
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21004605&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Oxosteroids Secondary alcohols Cyclic alcohols and derivatives Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - 18-oxosteroid - Oxosteroid - Steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aldehyde - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Leishmania amazonensis (3813 Activities)

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Semliki Forest virus (705 Activities)

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B16 (5829 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 10 mg/mL (22.69 mM)
• Molecular Weight: 440.700 g/mol
• XLogP3: 8.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 440.365 Da
• Monoisotopic Mass: 440.365 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 814.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1