Np mrd loader

Record Information
Version2.0
Created at2020-11-23 19:40:04 UTC
Updated at2021-08-12 19:52:06 UTC
NP-MRD IDNP0002773
Secondary Accession NumbersNone
Natural Product Identification
Common NameFluorene
Provided ByBMRBBMRB logo
DescriptionFluorene, also known as 2,3-benzindene or O-biphenylmethane, belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene. Fluorene exists in all living organisms, ranging from bacteria to humans. Fluorene is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Fluorene is found in Angelica gigas and Zea mays. Fluorene was first documented in 2004 (PMID: 15120562). Based on a literature review a small amount of articles have been published on Fluorene (PMID: 17285163) (PMID: 15800860) (PMID: 16539455).
Structure
Thumb
Synonyms
ValueSource
2,2'-MethylenebiphenylChEBI
2,3-BenzindeneChEBI
DiphenylenemethaneChEBI
FluorenChEBI
O-BiphenylenemethaneChEBI
O-BiphenylmethaneChEBI
9H-FluoreneHMDB
Chemical FormulaC13H10
Average Mass166.2185 Da
Monoisotopic Mass166.07825 Da
IUPAC Name9H-fluorene
Traditional Namefluorene
CAS Registry NumberNot Available
SMILES
C1C2=CC=CC=C2C2=CC=CC=C12
InChI Identifier
InChI=1S/C13H10/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)12/h1-8H,9H2
InChI KeyNIHNNTQXNPWCJQ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anabaena cylindrica LemmermannKNApSAcK Database
Anabaena inaequalis (Kuetzing)Bornet & FlahaultKNApSAcK Database
Angelica gigasLOTUS Database
Festuca arundinacea Schreb.KNApSAcK Database
Lolium perenne L.KNApSAcK Database
Passiflora incarnata L.KNApSAcK Database
Pinellia pedatisectaKNApSAcK Database
Polygala tenuifoliaKNApSAcK Database
Psychotria viridisKNApSAcK Database
Strychnos barnhartiana Krukoff.KNApSAcK Database
Tribulus terrestris L.KNApSAcK Database
Zea maysLOTUS Database
Zea mays L.FooDB
Species Where Detected
Species NameSourceReference
Nodularia harveyana Thuret ex Bornet et FlahaultKNApSAcK Database
Nostoc carneum C. Agardh ex Bornet & FlahaultKNApSAcK Database
Nostoc commune Vaucher ex Bornet & FlahaultKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fluorenes. Fluorenes are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassFluorenes
Sub ClassNot Available
Direct ParentFluorenes
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.26ALOGPS
logP3.74ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)17.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity54.87 m³·mol⁻¹ChemAxon
Polarizability19.36 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0252355
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB007671
KNApSAcK IDC00026537
Chemspider ID6592
KEGG Compound IDC07715
BioCyc IDFLUORENE
BiGG IDNot Available
Wikipedia LinkFluorene
METLIN IDNot Available
PubChem Compound6853
PDB IDNot Available
ChEBI ID28266
Good Scents IDNot Available
References
General References
  1. Garon D, Sage L, Wouessidjewe D, Seigle-Murandi F: Enhanced degradation of fluorene in soil slurry by Absidia cylindrospora and maltosyl-cyclodextrin. Chemosphere. 2004 Jul;56(2):159-66. doi: 10.1016/j.chemosphere.2004.02.019. [PubMed:15120562 ]
  2. Wang Z, Chen J, Yang P, Qiao X, Tian F: Polycyclic aromatic hydrocarbons in Dalian soils: distribution and toxicity assessment. J Environ Monit. 2007 Feb;9(2):199-204. doi: 10.1039/b617338c. Epub 2006 Dec 19. [PubMed:17285163 ]
  3. Rodrigues AC, Wuertz S, Brito AG, Melo LF: Fluorene and phenanthrene uptake by Pseudomonas putida ATCC 17514: kinetics and physiological aspects. Biotechnol Bioeng. 2005 May 5;90(3):281-9. doi: 10.1002/bit.20377. [PubMed:15800860 ]
  4. Marcon V, van der Vegt N, Wegner G, Raos G: Modeling of molecular packing and conformation in oligofluorenes. J Phys Chem B. 2006 Mar 23;110(11):5253-61. doi: 10.1021/jp056858y. [PubMed:16539455 ]