Toosendanin - 10mM in DMSO , CAS No.58812-37-6

CAS: 58812-37-6 Cat. No.: T424919 Peso molecular: 574.62 Número EC: 683-199-2 PubChem CID: 9851101
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
12-Acetoxyamoorastatin | AKOS025311566 | MFCD00210564 | CHEBI:192461 | Toosendanin | [(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4-acetyloxy-6-(uran-3-yl)-12,16,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
T424919-1ml
2

164,90US$

241,90US$
Guardar 77,00 US$ (31.83%)
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
12-Acetoxyamoorastatin | AKOS025311566 | MFCD00210564 | CHEBI:192461 | Toosendanin | [(1S, 2R, 4R, 5R, 6S, 8R, 10S, 11S, 12R, 14R, 15R, 16R, 19S, 21R)-4-acetyloxy-6-(uran-3-yl)-12, 16, 19-trihydroxy-5, 11, 15-trimethyl-3-oxo-9, 17-dioxahexacyclo[13.3.3.01, 14.02, 11.05, 10.08
Especificaciones y pureza
10mM in DMSO
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasCC(=O)OC1CC(C23COC(C1(C2CC(C4(C3C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C)O)O
IUPAC Name[(1S,2R,4R,5R,6S,8R,10S,11S,12R,14R,15R,16R,19S,21R)-4-acetyloxy-6-(furan-3-yl)-12,16,19-trihydroxy-5,11,15-trimethyl-3-oxo-9,17-dioxahexacyclo[13.3.3.01,14.02,11.05,10.08,10]henicosan-21-yl] acetate
InChIKeyNAHTXVIXCMUDLF-RFNFAWMESA-N
INCHI1S/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20+,21+,23-,24-,25+,26+,27+,28+,29+,30+/m0/s1
Isómeros SMILES CC(=O)O[C@@H]1C[C@@H]([C@@]23CO[C@H]([C@@]1([C@@H]2C[C@H]([C@@]4([C@@H]3C(=O)[C@@H]([C@@]5([C@]46[C@H](O6)C[C@H]5C7=COC=C7)C)OC(=O)C)C)O)C)O)O
PubChem CID 9851101
Peso molecular 574.62

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClasePrenol lipids
SubclassTriterpenoids
Intermediate Tree Nodes Not available
Direct ParentLimonoids
Alternative Parents 17-furanylsteroids and derivatives  Steroid esters  Naphthopyrans  Naphthalenes  Alpha-acyloxy ketones  Pyrans  Oxanes  Dicarboxylic acids and derivatives  Heteroaromatic compounds  Furans  Secondary alcohols  Carboxylic acid esters  Ketones  Cyclic alcohols and derivatives  Hemiacetals  Polyols  Oxacyclic compounds  Epoxides  Dialkyl ethers  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Limonoid skeleton - 17-furanylsteroid skeleton - Steroid ester - Naphthopyran - Naphthalene - Alpha-acyloxy ketone - Dicarboxylic acid or derivatives - Oxane - Pyran - Cyclic alcohol - Furan - Heteroaromatic compound - Secondary alcohol - Carboxylic acid ester - Hemiacetal - Ketone - Polyol - Carboxylic acid derivative - Oxacycle - Dialkyl ether - Organoheterocyclic compound - Oxirane - Ether - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Alcohol - Organic oxygen compound - Organic oxide - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





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Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Punto de fusión (°C)244-245°C
Peso molecular574.600 g/mol
XLogP30.700
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count11
Rotatable Bond Count5
Exact Mass574.241 Da
Monoisotopic Mass574.241 Da
Topological Polar Surface Area165.000 Ų
Heavy Atom Count41
Formal Charge0
Complexity1190.000
Isotope Atom Count0
Defined Atom Stereocenter Count14
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Benshui Shu, Yanzheng Lin, Yuting Huang, Luyang Liu, Xueming Cai, Jintian Lin, Jingjing Zhang.  (2023)  Characterization and transcriptomic analyses of the toxicity induced by toosendanin in Spodoptera frugipreda.  GENE,      [PMID:37898452] [10.1016/j.gene.2023.147928]
2. Zhiping Che, Xiaolong Guo, Yuanhao Li, Song Zhang, Lina Zhu, Jiaxuan He, Di Sun, Yihao Guo, Yibo Liu, Ruxue Wei, Xiaobo Huang, Shengming Liu, Genqiang Chen, Yuee Tian.  (2022)  Synthesis of paeonol ester derivatives and their insecticidal, nematicidal, and anti-oomycete activities.  PEST MANAGEMENT SCIENCE,  78  (8): (3442-3455).  [PMID:35567371] [10.1002/ps.6985]
3. Shaobin Xu, Jiaxuan He, Genqiang Chen, Xiaobo Huang, Yuee Tian, Zhiping Che.  (2025)  Design, Synthesis, Anti-Oomycete, and Insecticidal Activities of 3β-Acyloxy-18β-Glycyrrhetinic Acid Derivatives.  CHEMISTRY & BIODIVERSITY,      [PMID:41135017] [10.1002/cbdv.202502978]
Calculadoras de soluciones
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