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Asperuloside - 10mM in DMSO, high purity , CAS No.14259-45-1
an iridoid monoterpenoid glycoside with anti-inflammatory properties
Basic Description
Synonyms
Asperuloside | 14259-45-1 | rubichloric acid | UNII-V3CFI02X39 | CHEBI:2881 | V3CFI02X39 | EINECS 238-137-5 | NSC 31760 | MLS002472968 | NSC-31760 | 1H-2,6-dioxacyclopent(cd)inden-1-one, 4-((acetyloxy)methyl)-5-(beta-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-, (2aS-(2aalpha
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Asperuloside has shown potential anti-obesity properties through its suppression of increased white adipose tissue, plasma triglycerides, and free fatty acids in the metabolic syndrome-like mouse model.
Storage Temp
Protected from light,Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
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 Furopyrans Pyrans Oxanes Dicarboxylic acids and derivatives Gamma butyrolactones Vinylogous esters Tetrahydrofurans Enoate esters Furans Secondary alcohols Acetals Polyols Oxacyclic compounds Hydrocarbon derivatives Organic oxides Carbonyl compounds Primary alcohols
Molecular Framework
Aliphatic heteropolycyclic compounds
Substituents
Hexose monosaccharide - O-glycosyl compound - Furopyran - Dicarboxylic acid or derivatives - Gamma butyrolactone - Monosaccharide - Oxane - Pyran - Vinylogous ester - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tetrahydrofuran - Furan - Secondary alcohol - Carboxylic acid ester - Lactone - Organoheterocyclic compound - Carboxylic acid derivative - Polyol - Oxacycle - Acetal - Primary alcohol - Carbonyl group - Organic oxide - Alcohol - Hydrocarbon derivative - Aliphatic heteropolycyclic 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
Iridoids
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(Human)
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
[(4S,7S,8S,11S)-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate
INCHI
InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1
InChIKey
IBIPGYWNOBGEMH-DILZHRMZSA-N
Smiles
CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
Isomeric SMILES
CC(=O)OCC1=C[C@H]2[C@H]3[C@@H]1[C@@H](OC=C3C(=O)O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Molecular Weight
414.4
Reaxy-Rn
54967385
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=54967385&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Light sensitive
Molecular Weight
414.400 g/mol
XLogP3
-2.400
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
6
Exact Mass
414.116 Da
Monoisotopic Mass
414.116 Da
Topological Polar Surface Area
161.000 Ų
Heavy Atom Count
29
Formal Charge
0
Complexity
746.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
9
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
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