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Lithospermoside - 10mM in DMSO, high purity , CAS No.63492-69-3
Basic Description
Synonyms
Lithospermoside | 63492-69-3 | Griffonin | CHEBI:81324 | (Z)-2-((4R,5S,6S)-4,5-Dihydroxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohex-2-en-1-ylidene)acetonitrile | CHEMBL1817899 | SCHEMBL21034847 | DTXSID101317116 | (2Z)-2-
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Lithospermoside (Griffonin), extracted from the roots of Lithospermum purpurocaeruleum and L.officinale (Borginaceae), and Thalictrum rugosum and T. dasycarpum (Ranunculaceae), has anti-oxidant, anti-tumor promoting activities.
Storage Temp
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Information
Lithospermoside (Griffonin), extracted from the roots ofLithospermum purpurocaeruleumandL.officinale(Borginaceae), andThalictrum rugosumandT. dasycarpum(Ranunculaceae), has anti-oxidant, anti-tumor promoting activities.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic oxygen compounds
Class
Organooxygen compounds
Subclass
Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes
Glycosyl compounds
Direct Parent
O-glycosyl compounds
Alternative Parents
Hexoses Oxanes Cyclitols and derivatives Secondary alcohols Polyols Oxacyclic compounds Nitriles Acetals Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
Molecular Framework
Aliphatic heteromonocyclic compounds
Substituents
Hexose monosaccharide - O-glycosyl compound - Cyclitol or derivatives - Monosaccharide - Oxane - Secondary alcohol - Polyol - Organoheterocyclic compound - Oxacycle - Nitrile - Carbonitrile - Acetal - Primary alcohol - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Alcohol - Aliphatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
External Descriptors
glycoside
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.
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(2Z)-2-[(4R,5S,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-ylidene]acetonitrile
INCHI
InChI=1S/C14H19NO8/c15-4-3-6-1-2-7(17)9(18)13(6)23-14-12(21)11(20)10(19)8(5-16)22-14/h1-3,7-14,16-21H,5H2/b6-3-/t7-,8-,9+,10-,11+,12-,13+,14+/m1/s1
InChIKey
WIIDBJNWXCWLKF-VVAXPEBGSA-N
Smiles
C1=CC(=CC#N)C(C(C1O)O)OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES
C1=C/C(=C/C#N)/[C@@H]([C@H]([C@@H]1O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
PubChem CID
10065132
Molecular Weight
329.11
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
329.300 g/mol
XLogP3
-3.300
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
3
Exact Mass
329.111 Da
Monoisotopic Mass
329.111 Da
Topological Polar Surface Area
164.000 Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
526.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
8
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
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