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SN-38 Glucuronide - ≥95%, high purity , CAS No.121080-63-5
Basic Description
Synonyms
SN-38-o glucuronide | 4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl β-D-Glucopyranosiduronic Acid | (4S)-4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-
Specifications & Purity
≥95%
Storage Temp
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Product Application:
SN-38 Glucuronide is a Irinotecan metabolite. Studies have utilized it to examine the effects of SN38 on cancer cells. Findings from in vitro studies have demonstrated that SN38 glucuronide is capable of inhibiting cancer cell proliferation and inducing cell death. Correspondingly, in vivo studies have demonstrated that it can restrict tumor growth in animals. Additionally, SN38 glucuronide has been shown to possess anti-inflammatory and anti-angiogenic properties.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Alkaloids and derivatives
Class
Camptothecins
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Camptothecins
Alternative Parents
Phenolic glycosides O-glucuronides Hexoses O-glycosyl compounds Quinolines and derivatives Pyranopyridines Beta hydroxy acids and derivatives Pyridinones Benzenoids Dicarboxylic acids and derivatives Pyrans Oxanes Heteroaromatic compounds Tertiary alcohols Lactones Lactams Secondary alcohols Carboxylic acid esters Polyols Acetals Azacyclic compounds Carboxylic acids Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organonitrogen compounds Organopnictogen compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Camptothecin - Phenolic glycoside - 1-o-glucuronide - O-glucuronide - Glucuronic acid or derivatives - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Pyranopyridine - Quinoline - Beta-hydroxy acid - Pyridinone - Dicarboxylic acid or derivatives - Hydroxy acid - Monosaccharide - Oxane - Pyran - Pyridine - Benzenoid - Tertiary alcohol - Heteroaromatic compound - Secondary alcohol - Lactone - Lactam - Carboxylic acid ester - Carboxylic acid derivative - Azacycle - Oxacycle - Organoheterocyclic compound - Polyol - Carboxylic acid - Acetal - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Alcohol - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).
External Descriptors
pyranoindolizinoquinoline
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.
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
(2S,3S,4S,5R,6S)-6-[[(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
INCHI
InChI=1S/C28H28N2O11/c1-3-12-13-7-11(40-26-22(33)20(31)21(32)23(41-26)25(35)36)5-6-17(13)29-19-14(12)9-30-18(19)8-16-15(24(30)34)10-39-27(37)28(16,38)4-2/h5-8,20-23,26,31-33,38H,3-4,9-10H2,1-2H3,(H,35,36)/t20-,21-,22+,23-,26+,28-/m0/s1
InChIKey
SSJQVDUAKDRWTA-CAYKMONMSA-N
Smiles
CCc1c2CN3C(=O)C4=C(C=C3c2nc5ccc(O[C@@H]6O[C@@H]([C@@H](O)[C@H](O)[C@H]6O)C(=O)O)cc15)[C@@](O)(CC)C(=O)OC4
Isomeric SMILES
CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O
PubChem CID
443154
Molecular Weight
568.53
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in DMSO, methanol, and water.
Sensitivity
Moisture sensitive
Refractive Index
n20D1.75 (Predicted)
Boil Point(°C)
1019.70° C at 760 mmHg (Predicted)
Melt Point(°C)
>250°C (lit.)(dec.)
Molecular Weight
568.500 g/mol
XLogP3
-0.100
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
5
Exact Mass
568.169 Da
Monoisotopic Mass
568.169 Da
Topological Polar Surface Area
196.000 Ų
Heavy Atom Count
41
Formal Charge
0
Complexity
1190.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
6
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
Citations of This Product
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2 Citations
F2403203