trans-9,10-Dihydroxy-9,10-dihydrophenanthrene - ≥95% , CAS No.572-41-8

CAS: 572-41-8 Cat. No.: T345196 Molecular Weight: 212.24

GRADE & PURITY ≥95%

Synonyms

9(S),10(S)-dihydro-(E)-9,10-Phenanthrenediol | (E)-9,10-Dihydro-9,10-phenanthrenediol | trans-9(S),10(S)-Dihydroxy-9,10-dihydrophenanthrene | Rel-(9S,10S)-9,10-dihydrophenanthrene-9,10-diol | Q27103977 | CHEBI:28951 | Phenanthrene-trans-9(S),10(S)-dihydro

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Trans-9,10-dihydroxy-9,10-dihydrophenanthrene is a potent carcinogen that has been shown to be a strong inhibitor of cytochrome p450 (CYP) enzymes. Trans-9,10-Dihydroxy-9,10-dihydrophenanthrene was shown to inhibit the growth of cyanobacteria by inhibiting proton pumps in the cell membrane. The mechanism of this inhibition is not yet known. This substance has not been identified as a natural product but is thought to be an aromatic hydrocarbon. It undergoes deuterium exchange reactions with halides and enantiomeric reactions with hydration, giving it the ability to bind to DNA and form adducts with proteins.

Specifications

Synonyms

9(S), 10(S)-dihydro-(E)-9, 10-Phenanthrenediol | (E)-9, 10-Dihydro-9, 10-phenanthrenediol | trans-9(S), 10(S)-Dihydroxy-9, 10-dihydrophenanthrene | Rel-(9S, 10S)-9, 10-dihydrophenanthrene-9, 10-diol | Q27103977 | CHEBI:28951 | Phenanthrene-trans-9(S), 10(S)-dihydro

Specifications & Purity

≥95%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C(C(C3=CC=CC=C32)O)O
• IUPAC Name: (9S,10S)-9,10-dihydrophenanthrene-9,10-diol
• InChIKey: MFXNBQWUTDDOKE-KBPBESRZSA-N
• INCHI: 1S/C14H12O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8,13-16H/t13-,14-/m0/s1
• Isomeric SMILES: C1=CC=C2C(=C1)[C@@H]([C@H](C3=CC=CC=C32)O)O
• Molecular Weight: 212.24
• Reaxy-Rn: 2332681
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2332681&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenanthrenes and derivatives
      • Subclass Hydrophenanthrenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenanthrenes and derivatives
• Subclass: Hydrophenanthrenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydrophenanthrenes
• Alternative Parents: Naphthalenes Secondary alcohols 1,2-diols Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Hydrophenanthrene - Naphthalene - Secondary alcohol - 1,2-diol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.
• External Descriptors: trans-9,10-dihydrophenanthrene-9,10-diol

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: 212.240 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.084 Da
• Monoisotopic Mass: 212.084 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 227.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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