(20S)-Protopanaxatriol - ≥98% , CAS No.34080-08-5

CAS: 34080-08-5 Cat. No.: S303478 Molecular Weight: 476.73

GRADE & PURITY ≥98%

Synonyms

CHEBI:75951 | protopanaxatriol-type ginsenoside aglycone | Protopanaxatriol | 3-Deoxy-3-oxo-20(S)-protopanaxatriol; 3-Keto-20(S)-protopanaxatriol | AC-33941 | Q27896342 | Dammar-24-ene-3,6,12,20-tetrol, (3beta,6alpha,12beta)- | PANAXOSIDE A AGLYCONE A.PHI

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

CHEBI:75951 | protopanaxatriol-type ginsenoside aglycone | Protopanaxatriol | 3-Deoxy-3-oxo-20(S)-protopanaxatriol; 3-Keto-20(S)-protopanaxatriol | AC-33941 | Q27896342 | Dammar-24-ene-3, 6, 12, 20-tetrol, (3beta, 6alpha, 12beta)- | PANAXOSIDE A AGLYCONE A.PHI

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Ginsenoside Rg1 , Re, Rf and Rg2 analog. Increases intracellular Ca 2+ levels. Induces eNOS activation and NO production. Functional GR and ERβ receptor ligand. Active in vivo.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

AGONIST

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504766457
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766457
• Canonical Smiles: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)O)C
• IUPAC Name: (3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6,12-triol
• InChIKey: SHCBCKBYTHZQGZ-CJPZEJHVSA-N
• INCHI: 1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30-/m0/s1
• Isomeric SMILES: CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O)C
• Molecular Weight: 476.73
• Reaxy-Rn: 48405371
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=48405371&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: 6-hydroxysteroids 3-beta-hydroxysteroids 14-alpha-methylsteroids 12-hydroxysteroids Tertiary alcohols Secondary alcohols Cyclic alcohols and derivatives Polyols Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - 20-hydroxysteroid - 3-hydroxysteroid - 12-hydroxysteroid - 6-hydroxysteroid - Hydroxysteroid - 14-alpha-methylsteroid - 3-beta-hydroxysteroid - Steroid - Cyclic alcohol - Tertiary alcohol - Secondary alcohol - Polyol - Organooxygen compound - Alcohol - Organic oxygen compound - Hydrocarbon derivative - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
• External Descriptors: 3beta-hydroxy steroid - 6alpha-hydroxy steroid - tetracyclic triterpenoid - sapogenin - 12beta-hydroxy steroid

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)

CKM Tbio Creatine kinase M (67 Activities)

Discover Target: CKM

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BGC-823 (3035 Activities)

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HL-60 (67320 Activities)

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HepG2 (196354 Activities)

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HUVEC (11049 Activities)

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MDA-MB-231 (73002 Activities)

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SIRT1 Tchem NAD-dependent deacetylase sirtuin 1 (3505 Activities)

Discover Target: SIRT1

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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LLC-PK1 (2135 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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CKM Creatine kinase M-type (22 Activities)

Discover Target: CKM

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light sensitive
• Molecular Weight: 476.700 g/mol
• XLogP3: 5.900
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 476.387 Da
• Monoisotopic Mass: 476.387 Da
• Topological Polar Surface Area: 80.900 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 817.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• 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