Tomatidine hydrochloride - ≥98% , CAS No.6192-62-7

CAS: 6192-62-7 Cat. No.: T336931 Molecular Weight: 452.11 Beilstein Registry Number: 3920740 EC Number: 103-348-2 PubChem CID: 60196284

GRADE & PURITY ≥98%

Synonyms

Spirpsolan-3-Ol-(3B,5A,22B,25C) HCl | CAS-6192-62-7 | Tomatidin hydrochloride | A868597 | Spirosolan-3-ol, hydrochloride (1:1), (3beta,5alpha,22beta,25S)- | UNII-ENY5VJU5UB | CCG-269252 | ENY5VJU5UB | SCHEMBL2979618 | Tomatidine (hydrochloride) | (1R,2S,4

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Tomatidine hydrochloride is a steriodal alkaloid structurally sumilar to cyclopamine but does not inhibit hedgehog pathway. It can be employed as a negative control for cyclopamine and KAAD-cyclopamine.

Specifications

Synonyms

Spirpsolan-3-Ol-(3B, 5A, 22B, 25C) HCl | CAS-6192-62-7 | Tomatidin hydrochloride | A868597 | Spirosolan-3-ol, hydrochloride (1:1), (3beta, 5alpha, 22beta, 25S)- | UNII-ENY5VJU5UB | CCG-269252 | ENY5VJU5UB | SCHEMBL2979618 | Tomatidine (hydrochloride) | (1R, 2S, 4

Specifications & Purity

≥98%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504771801
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771801
• Canonical Smiles: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)O)C)C)C)NC1.Cl
• IUPAC Name: (1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-ol;hydrochloride
• InChIKey: SXXHVPYRDFJKPG-VXJLCZPPSA-N
• INCHI: 1S/C27H45NO2.ClH/c1-16-7-12-27(28-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(29)8-10-25(18,3)21(20)9-11-26(22,24)4;/h16-24,28-29H,5-15H2,1-4H3;1H/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-;/m0./s1
• Isomeric SMILES: C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)NC1.Cl
• WGK Germany: 3
• PubChem CID: 60196284
• Molecular Weight: 452.11
• Beilstein: 3920740

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Steroidal alkaloids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Steroidal alkaloids
• Intermediate Tree Nodes: Not available
• Direct Parent: Spirosolanes and derivatives
• Alternative Parents: 3-beta-hydroxysteroids Azasteroids and derivatives Azaspirodecane derivatives Alkaloids and derivatives Piperidines Tetrahydrofurans Secondary alcohols Hemiaminals Cyclic alcohols and derivatives Oxacyclic compounds Dialkylamines Azacyclic compounds Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Spirosolane skeleton - 3-hydroxysteroid - Hydroxysteroid - 3-beta-hydroxysteroid - Azasteroid - Azaspirodecane - Alkaloid or derivatives - Piperidine - Cyclic alcohol - Tetrahydrofuran - Hemiaminal - Secondary alcohol - Secondary amine - Azacycle - Oxacycle - Secondary aliphatic amine - Organoheterocyclic compound - Alcohol - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Amine - Hydrochloride - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as spirosolanes and derivatives. These are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring.
• 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)

HEK293 (82097 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO(warm) (2 mg/ml), DMF(warm) (2 mg/ml), ethanol(warm) (2.5 mg/ml), methanol, and dimethyl formamide (2 mg/ml).
• Sensitivity: Moisture & Light sensitive.
• Molecular Weight: 452.100 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 451.322 Da
• Monoisotopic Mass: 451.322 Da
• Topological Polar Surface Area: 41.500 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 696.000
• 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: 2

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