Bakkenolide A - ≥98% , CAS No.19906-72-0

CAS: 19906-72-0 Cat. No.: B414419 Formula: C₁₅H₂₂O₂ Molecular Weight: 234.33

GRADE & PURITY ≥98%

Synonyms

(+)-Bakkenolide A | AKOS040750440 | Bakkenolide A | MFCD10566620 | Spiro(furan-3(2H),2'-indan)-2-one, 3'a,4,4',5,5',6',7',7'abeta-octahydro-3'abeta,4'beta-dimethyl-4-methylene-, (2'R)- | Bakkenolid A | FS-9836 | ( )-Bakkenolide A | SCHEMBL20225099 | T86ZP

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product Describtion:

Bakkenolide A (Fukinanolid), extracted from Petasites tricholobus, has been suggested to against cancer and display protective effects on inflammatory cytokines formation.

Bakkenolide A is a natural product extracted from Petasites tricholobus. Bakkenolide A inhibits leukemia by regulation of HDAC3 and PI3K/Akt-related signaling pathways

Specifications

Synonyms

(+)-Bakkenolide A | AKOS040750440 | Bakkenolide A | MFCD10566620 | Spiro(furan-3(2H),2'-indan)-2-one, 3'a,4,4',5,5',6',7',7'abeta-octahydro-3'abeta,4'beta-dimethyl-4-methylene-, (2'R)- | Bakkenolid A | FS-9836 | ( )-Bakkenolide A | SCHEMBL20225099 | T86ZP

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Bakkenolide A (Fukinanolid), extracted from Petasites tricholobus, has been suggested to against cancer and display protective effects on inflammatory cytokines formation.

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%

Product Properties

ALogP

3.389

hba_count

2

Names and Identifiers

Canonical Smiles

CC1CCCC2C1(CC3(C2)C(=C)COC3=O)C

IUPAC Name

(2R,3aR,7S,7aR)-7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one

InChIKey

OVXAYHNZXBOVPV-QMGNLALYSA-N

INCHI

1S/C15H22O2/c1-10-5-4-6-12-7-15(9-14(10,12)3)11(2)8-17-13(15)16/h10,12H,2,4-9H2,1,3H3/t10-,12+,14+,15+/m0/s1

Isomeric SMILES

C[C@H]1CCC[C@H]2[C@@]1(C[C@]3(C2)C(=C)COC3=O)C

Molecular Weight

234.33

Reaxy-Rn

4138756

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4138756&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Terpene lactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Terpene lactones
• Alternative Parents: Sesquiterpenoids Gamma butyrolactones Tetrahydrofurans Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Terpene lactone - Sesquiterpenoid - Gamma butyrolactone - Tetrahydrofuran - Lactone - Carboxylic acid ester - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
• External Descriptors: Sesquiterpenoids (C15)

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

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 47 mg/mL (200.57 mM)
• DMSO(mg / mL) Max Solubility: 47
• DMSO(mM) Max Solubility: 200.571843127214
• Water(mg / mL) Max Solubility: -1
• Molecular Weight: 234.330 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.162 Da
• Monoisotopic Mass: 234.162 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 386.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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