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24512-63-8,MFCD16036219
Catalog No.:AA002OBL

24512-63-8 | Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S,4aS,7aS)-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
99+%
in stock  
$6.00   $4.00
- +
50mg
99+%
in stock  
$7.00   $5.00
- +
100mg
99+%
in stock  
$9.00   $7.00
- +
1g
≥ 98% (HPLC)
in stock  
$61.00   $43.00
- +
5g
99+%
in stock  
$105.00   $74.00
- +
25g
≥ 98% (HPLC)
in stock  
$344.00   $241.00
- +
100g
≥ 98% (HPLC)
in stock  
$968.00   $678.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002OBL
Chemical Name:
Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S,4aS,7aS)-
CAS Number:
24512-63-8
Molecular Formula:
C17H24O10
Molecular Weight:
388.3665
MDL Number:
MFCD16036219
SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
617  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
6  
XLogP3:
-2.3  

Upstream Synthesis Route

[1]OrganicLetters,2009,vol.11,#8,p.1849-1851

[1]JournalofAgriculturalandFoodChemistry,2018,vol.66,#6,p.1341-1348

[1]JournalofAgriculturalandFoodChemistry,2018,vol.66,#6,p.1341-1348

[1]ChemicalandPharmaceuticalBulletin,1986,vol.34,#12,p.4933-4938

[1]JournalofAgriculturalandFoodChemistry,2006,vol.54,#9,p.3290-3296

[2]Patent:JP5753373,2015,B2,.Locationinpatent:Paragraph0053

Downstream Synthesis Route

[1]ChemicalandPharmaceuticalBulletin,1986,vol.34,p.4933-4938

[1]JournalofAgriculturalandFoodChemistry,2006,vol.54,p.3290-3296

[2]Patent:JP5753373,2015,B2.Locationinpatent:Paragraph0053

[3]Patent:CN110437291,2019,A.Locationinpatent:Paragraph0020

[1]OrganicLetters,2009,vol.11,p.1849-1851

Literature

Title: Liu H, et al. Fructus Gardenia (Gardenia jasminoides J. Ellis) phytochemistry, pharmacology ofcardiovascular, and safety with the perspective of new drugs development. J Asian Nat Prod Res. 2013;15(1):94-110.

Title: Li F, et al. Geniposide attenuates inflammatory response by suppressing P2Y14 receptor and downstream ERK1/2 signaling pathway in oxygen and glucose deprivation-induced brain microvascular endothelial cells. J Ethnopharmacol. 2016 Jun 5;185:77-86.

Title: Wu SY, et al. Effect of geniposide, a hypoglycemic glucoside, on hepatic regulating enzymes in diabetic mice induced by a high-fat diet and streptozotocin. Acta Pharmacol Sin. 2009 Feb;30(2):202-8.

Title: Wang J, et al. Geniposide protects against acute alcohol-induced liver injury in mice via up-regulating the expression of the main antioxidant enzymes. Can J Physiol Pharmacol. 2015 Apr;93(4):261-7.

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SDS
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Tags:24512-63-8 Molecular Formula|24512-63-8 MDL|24512-63-8 SMILES|24512-63-8 Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S,4aS,7aS)-