Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120113
Identification
Name: protochlorophyllide a
Description:A cyclic tetrapyrrole anion that is the conjugate base of protochlorophyllide, arising from deprotonation of the carboxy group.
Structure
Thumb
Synonyms:
  • Monovinyl protochlorophyllide a
Chemical Formula: C35H30N4O5MG
Average Molecular Weight: 610.951
Monoisotopic Molecular Weight: 612.2223
InChI Key: SSIKFLKOTZKJAG-UAVVDGTISA-K
InChI:InChI=1S/C35H33N4O5.Mg/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22;/h8,12-14H,1,9-11H2,2-7H3,(H3,36,37,38,39,40,41,42);/q-1;+2/p-3/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-;
CAS number: 14751-08-7
IUPAC Name:{3-[(21R)-9-ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3,4-didehydrophorbin-3-yl-κ2N23,N25]propanoato(3−)}magnesate(1−)
Traditional IUPAC Name: Not Available
SMILES:C=CC2(=C(C)C5(=CC1(C(C)=C(CCC(=O)[O-])C(N=1)=C7([C-](C(OC)=O)C(=O)C6(C(C)=C4(N([Mg]N(C2=CC3(C(C)=C(CC)C(N=3)=C4))5)C=67))))))
Chemical Taxonomy
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.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Tetrapyrroles and derivatives
Sub ClassMetallotetrapyrroles
Direct Parent Metallotetrapyrroles
Alternative Parents
Substituents
  • Metallotetrapyrrole skeleton
  • Aryl ketone
  • Dicarboxylic acid or derivatives
  • Substituted pyrrole
  • Pyrrole
  • Methyl ester
  • Heteroaromatic compound
  • Vinylogous amide
  • Carboxylic acid ester
  • Ketimine
  • Ketone
  • Organic metal salt
  • Azacycle
  • Carboxylic acid
  • Carboxylic acid derivative
  • Metalloheterocycle
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic salt
  • Carbonyl group
  • Imine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic anion
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:-1
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.042 mg/mLALOGPS
logP1.35ALOGPS
logS-4.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area127.26 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity179.65 m3·mol-1ChemAxon
Polarizability69.79 Å3ChemAxon
Number of Rings9ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
  • chlorophyllide a biosynthesis III (aerobic, light independent)PWY-7159
  • chlorophyllide a biosynthesis I (aerobic, light-dependent)CHLOROPHYLL-SYN
  • chlorophyllide a biosynthesis II (anaerobic)PWY-5531
    Spectra
    Spectra: Not Available
    References
    References:
    • Meskauskiene R, Nater M, Goslings D, Kessler F, op den Camp R, Apel K: FLU: a negative regulator of chlorophyll biosynthesis in Arabidopsis thaliana. Proc Natl Acad Sci U S A. 2001 Oct 23;98(22):12826-31. Epub 2001 Oct 16. [11606728 ]
    • Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    HMDBHMDB31148
    CHEBI57855
    PUBCHEM44229077
    LIGAND-CPDC02880
    CAS14751-08-7