(20S)-Protopanaxadiol - 10mM in DMSO , CAS No.30636-90-9

CAS: 30636-90-9 Cat. No.: S423172 Molecular Weight: 460.73 EC Number: 112-214-2

GRADE & PURITY 10mM in DMSO

Synonyms

(20S)-Protopanaxadiol|30636-90-9|20-Epiprotopanaxadiol|Protopanaxadiol|20(S)-APPD|20(S)-protopanaxadiol|MR8AEF5T1N|Dammar-24-ene-3,12,20-triol, (3beta,12beta)-|CHEMBL375563|CHEBI:75950|dammar-24-ene-3beta,12beta,20-triol|(3S,5R,8R,9R,10R,12R,13R,14R,17S)-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Protopanaxadiol is a ginseng saponin that enhances axonal and dendritic formation activity. Shown to have characteristic effects on the proliferation of human leukemia cells in vitro.
Protopanaxadiol [20(R)-protopanaxadiol], a dammarane-type tetracyclic terpene sapogenin, may be used to study its binding to and modulation of endothelial cell function via glucocortoid (GR) and the oestrogen (ER) receptors. Protopanaxadiol may be used to study its catabolism by cytochrome-P450s. 20(R)-protopanaxadiol may be used in comparative studies versus 20(S)-protopanaxadiol.

Specifications

Synonyms

(20S)-Protopanaxadiol | 30636-90-9 | 20-Epiprotopanaxadiol | Protopanaxadiol | 20(S)-APPD | 20(S)-protopanaxadiol | MR8AEF5T1N | Dammar-24-ene-3, 12, 20-triol, (3beta, 12beta)- | CHEMBL375563 | CHEBI:75950 | dammar-24-ene-3beta, 12beta, 20-triol | (3S, 5R, 8R, 9R, 10R, 12R, 13R, 14R, 17S)-

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)O)C
• IUPAC Name: (3S,5R,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-3,12-diol
• InChIKey: PYXFVCFISTUSOO-HKUCOEKDSA-N
• INCHI: 1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,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(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)O)C)O)C
• Alternate CAS: 7755-01-3
• Molecular Weight: 460.73
• Reaxy-Rn: 25108542
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25108542&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: 3-beta-hydroxysteroids 14-alpha-methylsteroids 12-hydroxysteroids Tertiary alcohols Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - 20-hydroxysteroid - 3-hydroxysteroid - 12-hydroxysteroid - Hydroxysteroid - 14-alpha-methylsteroid - 3-beta-hydroxysteroid - Steroid - Tertiary alcohol - Cyclic alcohol - Secondary alcohol - Organooxygen compound - Organic oxygen compound - Alcohol - 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: protopanaxadiol

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

Chemical and Physical Properties

• Molecular Weight: 460.700 g/mol
• XLogP3: 7.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 460.392 Da
• Monoisotopic Mass: 460.392 Da
• Topological Polar Surface Area: 60.700 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 783.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 10
• 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