Phorbol - ≥98% , CAS No.17673-25-5

CAS: 17673-25-5 Cat. No.: P333869 Molecular Weight: 364.43 EC Number: 634-015-4

GRADE & PURITY ≥98%

Synonyms

AC-33956 | (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-5H-cyclopropa[3,4]benzo[1,2-e]azulen-5-one | (1S,2S,6R,10S,11R,13S,14R,15R)-1,6,13,14-tetrahydroxy-8-(hydroxymethy

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Phorbol is a plant-derived diterpene that is a tumor promoter through the activation of protein kinase C.

Specifications

Synonyms

AC-33956 | (1aR, 1bS, 4aR, 7aS, 7bS, 8R, 9R, 9aS)-4a, 7b, 9, 9a-tetrahydroxy-3-(hydroxymethyl)-1, 1, 6, 8-tetramethyl-1, 1a, 1b, 4, 4a, 7a, 7b, 8, 9, 9a-decahydro-5H-cyclopropa[3, 4]benzo[1, 2-e]azulen-5-one | (1S, 2S, 6R, 10S, 11R, 13S, 14R, 15R)-1, 6, 13, 14-tetrahydroxy-8-(hydroxymethy

Specifications & Purity

≥98%

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.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504758776
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758776
• Canonical Smiles: CC1C(C2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)O)O
• IUPAC Name: (1S,2S,6R,10S,11R,13S,14R,15R)-1,6,13,14-tetrahydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-5-one
• InChIKey: QGVLYPPODPLXMB-UBTYZVCOSA-N
• INCHI: 1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18-,19-,20-/m1/s1
• Isomeric SMILES: C[C@@H]1[C@H]([C@@]2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C(C(=O)[C@]4(CC(=C3)CO)O)C)O)O)O
• RTECS: GZ0600000
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 364.43
• Reaxy-Rn: 41521892
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=41521892&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Tigliane and ingenane diterpenoids
• Alternative Parents: Tertiary alcohols Secondary alcohols Ketones Cyclic alcohols and derivatives Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Tigliane diterpenoid - Tertiary alcohol - Cyclic alcohol - Secondary alcohol - Ketone - Cyclopropanol - Polyol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tigliane and ingenane diterpenoids. These are diterpenoids containing the tigliane or ingenane carbon skeleton. The tigliane skeleton is a tetracyclic ring that consists of the 4/7/6/3 ring junction. It is derived from casbane by 6,10- and 5,14-cyclizations and is a framework of phorbol. The ingenane skeleton is derived by rearrangement of tigliane.
• External Descriptors: Tigliane and ingenane diterpenoids

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)

Huh-7 (12904 Activities)

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K562 (73714 Activities)

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Panel NCI-60 (60 carcinoma cell lines) (1088 Activities)

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Associated Targets(non-human)

Mycobacterium tuberculosis (203094 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Semliki Forest virus (705 Activities)

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Sindbis virus (1599 Activities)

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Human immunodeficiency virus 2 (5592 Activities)

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Vero (26788 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, and water.
• Sensitivity: Heat sensitive
• Specific Rotation[α]: α20/D 102°, c = 1 in water; α20/D 118°, c = 0.4 in dioxane
• Boil Point(°C): 572° C at 760 mmHg (Predicted)
• Melt Point(°C): 250-251° C
• Molecular Weight: 364.400 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 364.189 Da
• Monoisotopic Mass: 364.189 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 753.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• 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