Np mrd loader

Record Information
Version2.0
Created at2024-09-09 23:16:19 UTC
Updated at2024-09-09 23:16:19 UTC
NP-MRD IDNP0334347
Secondary Accession NumbersNone
Natural Product Identification
Common Namechlorophyllide b
DescriptionChlorophyllide b is a member of the class of compounds known as metallotetrapyrroles. Metallotetrapyrroles are polycyclic compounds containing a tetrapyrrole skeleton combined with a metal atom. Chlorophyllide b is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Chlorophyllide b can be found in a number of food items such as cardoon, peach (variety), lime, and loquat, which makes chlorophyllide b a potential biomarker for the consumption of these food products.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC35H32MgN4O6
Average Mass628.9680 Da
Monoisotopic Mass628.21723 Da
IUPAC Namemagnesium(2+) (1Z,8Z,12Z,14Z,18Z)-22-(2-carboxyethyl)-16-ethenyl-11-ethyl-3-(methoxycarbonyl)-17,21,26-trimethyl-12-(oxidomethylidene)-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5(26),6,8,10,13(25),14,16,18,20(23)-decaen-24-ide
Traditional Namemagnesium(2+) (1Z,8Z,12Z,14Z,18Z)-22-(2-carboxyethyl)-16-ethenyl-11-ethyl-3-(methoxycarbonyl)-17,21,26-trimethyl-12-(oxidomethylidene)-4-oxo-7,23,24,25-tetraazahexacyclo[18.2.1.1^{5,8}.1^{10,13}.1^{15,18}.0^{2,6}]hexacosa-1,5(26),6,8,10,13(25),14,16,18,20(23)-decaen-24-ide
CAS Registry NumberNot Available
SMILES
[Mg++].CCC1=C2\C=C3/N=C4/C(/C(C(=O)OC)C(=O)C4=C3C)=C3\N=C(\C=C4/[N-]/C(=C\C(=N2)\C\1=C/[O-])C(C=C)=C4C)C(C)C3CCC(O)=O
InChI Identifier
InChI=1/C35H34N4O6.Mg/c1-7-18-15(3)22-11-23-16(4)20(9-10-28(41)42)32(38-23)30-31(35(44)45-6)34(43)29-17(5)24(39-33(29)30)12-26-19(8-2)21(14-40)27(37-26)13-25(18)36-22;/h7,11-14,16,20,31H,1,8-10H2,2-6H3,(H3,36,37,38,39,40,41,42,43);/q;+2/p-2
InChI KeyQPDWBRHRBKXUNS-UHFFFAOYNA-L
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as metallotetrapyrroles. These are polycyclic compounds containing a tetrapyrrole skeleton combined with a metal atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassMetallotetrapyrroles
Direct ParentMetallotetrapyrroles
Alternative Parents
Substituents
  • Metallotetrapyrrole skeleton
  • Dicarboxylic acid or derivatives
  • Substituted pyrrole
  • Pyrrole
  • Pyrroline
  • Methyl ester
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Carboxylic acid salt
  • Ketimine
  • Carboxylic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Azacycle
  • Carboxylic acid
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Aldehyde
  • Imine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Carbonyl group
  • Organic zwitterion
  • Organic salt
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP-1.2ChemAxon
pKa (Strongest Acidic)-6.9ChemAxon
pKa (Strongest Basic)15.43ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area150.04 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity186.79 m³·mol⁻¹ChemAxon
Polarizability67.76 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkChlorophyllide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Xiong J, Wen G, Song J, Liu X, Chen Q, Zhang G, Xiao Y, Liu X, Deng H, Tang W, Wang F, Lu X: Knockout of the Chlorophyll a Oxygenase Gene OsCAO1 Reduces Chilling Tolerance in Rice Seedlings. Genes (Basel). 2024 Jun 2;15(6):721. doi: 10.3390/genes15060721. [PubMed:38927664 ]
  2. Chen K, Li Y, Zhou C, Wang Y, Zalan Z, Cai T: Inhibitory effects of chlorophyll pigments on the bioaccessibility of beta-carotene: Influence of chlorophyll structure and oil matrix. Food Chem. 2024 Sep 1;451:139457. doi: 10.1016/j.foodchem.2024.139457. Epub 2024 Apr 24. [PubMed:38703726 ]
  3. Zhang L, Zhang J, Mao Y, Yin Y, Shen X: Physiological analysis and transcriptome sequencing of a delayed-green leaf mutant 'Duojiao' of ornamental crabapple (Malus sp.). Physiol Mol Biol Plants. 2022 Oct;28(10):1833-1848. doi: 10.1007/s12298-022-01248-7. Epub 2022 Nov 27. [PubMed:36484024 ]
  4. Zhao Y, Zhang F, Mickan B, Wang D, Wang W: Physiological, proteomic, and metabolomic analysis provide insights into Bacillus sp.-mediated salt tolerance in wheat. Plant Cell Rep. 2022 Jan;41(1):95-118. doi: 10.1007/s00299-021-02788-0. Epub 2021 Sep 21. [PubMed:34546426 ]
  5. Wang YT, Yang CH, Huang KS, Shaw JF: Chlorophyllides: Preparation, Purification, and Application. Biomolecules. 2021 Jul 28;11(8):1115. doi: 10.3390/biom11081115. [PubMed:34439782 ]
  6. Loh CH, Inbaraj BS, Liu MH, Chen BH: Determination of chlorophylls in Taraxacum formosanum by high-performance liquid chromatography-diode array detection-mass spectrometry and preparation by column chromatography. J Agric Food Chem. 2012 Jun 20;60(24):6108-15. doi: 10.1021/jf301422m. Epub 2012 Jun 12. [PubMed:22656126 ]
  7. Mueller AH, Dockter C, Gough SP, Lundqvist U, von Wettstein D, Hansson M: Characterization of mutations in barley fch2 encoding chlorophyllide a oxygenase. Plant Cell Physiol. 2012 Jul;53(7):1232-46. doi: 10.1093/pcp/pcs062. Epub 2012 Apr 25. [PubMed:22537757 ]
  8. Reinbothe C, Bartsch S, Eggink LL, Hoober JK, Brusslan J, Andrade-Paz R, Monnet J, Reinbothe S: A role for chlorophyllide a oxygenase in the regulated import and stabilization of light-harvesting chlorophyll a/b proteins. Proc Natl Acad Sci U S A. 2006 Mar 21;103(12):4777-82. doi: 10.1073/pnas.0511066103. Epub 2006 Mar 10. [PubMed:16537436 ]
  9. Pattanayak GK, Biswal AK, Reddy VS, Tripathy BC: Light-dependent regulation of chlorophyll b biosynthesis in chlorophyllide a oxygenase overexpressing tobacco plants. Biochem Biophys Res Commun. 2005 Jan 14;326(2):466-71. doi: 10.1016/j.bbrc.2004.11.049. [PubMed:15582600 ]