Secoisolariciresinol Diglucoside - ≥98% , CAS No.158932-33-3

CAS: 158932-33-3 Cat. No.: S404457 Molecular Weight: 686.7 PubChem CID: 9917980

GRADE & PURITY ≥98%

Synonyms

DTXCID60383588 | DTXSID40432760 | (R,R)-SDG | 2,3-Bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol 1,4-diglucoside | E1451 | T9281L29MV | (2R,3R)-2,3-Bis((4-hydroxy-3-methoxyphenyl)methyl)-1,4-butanediyl bis-beta-D-glucopyranoside | AKOS030573403 | FlaxseedL

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

DTXCID60383588 | DTXSID40432760 | (R, R)-SDG | 2, 3-Bis(3-methoxy-4-hydroxybenzyl)butane-1, 4-diol 1, 4-diglucoside | E1451 | T9281L29MV | (2R, 3R)-2, 3-Bis((4-hydroxy-3-methoxyphenyl)methyl)-1, 4-butanediyl bis-beta-D-glucopyranoside | AKOS030573403 | FlaxseedL

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488196425
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488196425
• Canonical Smiles: COC1=C(C=CC(=C1)CC(COC2C(C(C(C(O2)CO)O)O)O)C(CC3=CC(=C(C=C3)O)OC)COC4C(C(C(C(O4)CO)O)O)O)O
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R,3R)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: SBVBJPHMDABKJV-PGCJWIIOSA-N
• INCHI: 1S/C32H46O16/c1-43-21-9-15(3-5-19(21)35)7-17(13-45-31-29(41)27(39)25(37)23(11-33)47-31)18(8-16-4-6-20(36)22(10-16)44-2)14-46-32-30(42)28(40)26(38)24(12-34)48-32/h3-6,9-10,17-18,23-42H,7-8,11-14H2,1-2H3/t17-,18-,23+,24+,25+,26+,27-,28-,29+,30+,31+,32+/m0/s1
• Isomeric SMILES: COC1=C(C=CC(=C1)C[C@@H](CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@@H](CC3=CC(=C(C=C3)O)OC)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• RTECS: EK0552000
• PubChem CID: 9917980
• Molecular Weight: 686.7
• Reaxy-Rn: 8467178

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • Class Lignan glycosides

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Class: Lignan glycosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Lignan glycosides
• Alternative Parents: Dibenzylbutane lignans Fatty acyl glycosides of mono- and disaccharides Alkyl glycosides O-glycosyl compounds Methoxyphenols Anisoles Methoxybenzenes Phenoxy compounds Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Monosaccharides Oxanes Secondary alcohols Acetals Polyols Oxacyclic compounds Hydrocarbon derivatives Primary alcohols
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Lignan glycoside - Dibenzylbutane lignan skeleton - Fatty acyl glycoside of mono- or disaccharide - Fatty acyl glycoside - Alkyl glycoside - O-glycosyl compound - Glycosyl compound - Methoxyphenol - Anisole - Methoxybenzene - Phenol ether - Phenoxy compound - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monosaccharide - Oxane - Fatty acyl - Monocyclic benzene moiety - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Ether - Polyol - Organic oxygen compound - Primary alcohol - Hydrocarbon derivative - Alcohol - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.
• 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(Human)

Caco-2 (12174 Activities)

Explore this target

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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light Sensitive,Heat Sensitive
• Molecular Weight: 686.700 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 15
• Exact Mass: 686.279 Da
• Monoisotopic Mass: 686.279 Da
• Topological Polar Surface Area: 258.000 Ų
• Heavy Atom Count: 48
• Formal Charge: 0
• Complexity: 861.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 12
• 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

References

1. Wenyuan Zhang, Songjuan Zhuang, Hui Guan, Feng Li, Hui Zou, Dapeng Li.  (2023)  New insights into the anti-apoptotic mechanism of natural polyphenols in complex with Bax protein.  JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS,      [PMID:37184126] [10.1080/07391102.2023.2212066]