Sibiricose A5 - ≥95% , CAS No.107912-97-0

CAS: 107912-97-0 Cat. No.: S418603 Molecular Weight: 518.47 PubChem CID: 6326020

GRADE & PURITY ≥95%

Synonyms

SibiricoseA5 | (2S,3S,4R,5R)-4-Hydroxy-2,5-bis(hydroxymethyl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydrofuran-3-yl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate | NCGC00384564-01 | DTXSID301347739 | Sibirico

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Sibiricose A5 displays antidepressant-like action, it may prevent or relieve depression. Sibiricose A5 is a lactate dehydrogenase inhibitor. Sibiricose A5 can protect PC12 cells damage induced by P. tenuifolia. Sibiricose A5 shows potent antioxidant activity.

Specifications

Synonyms

SibiricoseA5 | (2S, 3S, 4R, 5R)-4-Hydroxy-2, 5-bis(hydroxymethyl)-2-(((2R, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydrofuran-3-yl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate | NCGC00384564-01 | DTXSID301347739 | Sibirico

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Sibiricose A5 has potent antioxidant activity. It is a lactate dehydrogenase inhibitor, it displays antidepressant-like actions and it is active against Alzheimer′s disease.

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

≥95%

Product Properties

• ALogP: -2.058
• HBD Count: 8
• Rotatable Bond: 10

Names and Identifiers

• Canonical Smiles: COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)CO)O)O)O)CO)O)O
• IUPAC Name: [(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• InChIKey: ZPEADZHVGOCGKH-YQTDNFGYSA-N
• INCHI: 1S/C22H30O14/c1-32-12-6-10(2-4-11(12)26)3-5-15(27)34-20-17(29)14(8-24)35-22(20,9-25)36-21-19(31)18(30)16(28)13(7-23)33-21/h2-6,13-14,16-21,23-26,28-31H,7-9H2,1H3/b5-3+/t13-,14-,16-,17-,18+,19-,20+,21-,22+/m1/s1
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]2[C@@H]([C@H](O[C@@]2(CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)CO)O)O
• PubChem CID: 6326020
• Molecular Weight: 518.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Cinnamic acids and derivatives
      • Subclass Hydroxycinnamic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Cinnamic acids and derivatives
• Subclass: Hydroxycinnamic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumaric acids and derivatives
• Alternative Parents: Cinnamic acid esters C-glycosyl compounds Disaccharides O-glycosyl compounds Methoxyphenols Phenoxy compounds Methoxybenzenes Anisoles Styrenes 1-hydroxy-2-unsubstituted benzenoids Ketals Alkyl aryl ethers Fatty acid esters Oxanes Oxolanes Enoate esters Secondary alcohols Oxacyclic compounds Polyols Monocarboxylic acids and derivatives Carbonyl compounds Primary alcohols Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Cinnamic acid ester - Coumaric acid or derivatives - O-glycosyl compound - Glycosyl compound - Disaccharide - C-glycosyl compound - Methoxyphenol - Methoxybenzene - Styrene - Phenol ether - Phenoxy compound - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Fatty acid ester - Phenol - Ketal - Alkyl aryl ether - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Oxane - Oxolane - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Secondary alcohol - Carboxylic acid ester - Polyol - Acetal - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Oxacycle - Ether - Organoheterocyclic compound - Carbonyl group - Organic oxide - Organooxygen compound - Alcohol - Primary alcohol - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.
• 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

Chemical and Physical Properties

• Sensitivity: light sensitive；Moisture sensitive.
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 192.876976121059
• Molecular Weight: 518.500 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 10
• Exact Mass: 518.164 Da
• Monoisotopic Mass: 518.164 Da
• Topological Polar Surface Area: 225.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 750.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1