Record Information
Version1.0
Creation date2010-04-08 22:06:49 UTC
Update date2019-11-26 03:00:44 UTC
Primary IDFDB005746
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHemin
DescriptionHemin (trade name Panhematin) is an iron-containing porphyrin.; Hemin is an iron containing metalloporphyrin. Specifically, the Fe3+ oxidation product of heme is termed hemin. Hemin acts as a feed-back inhibitor on ALA synthase. Hemin also inhibits transport of ALA synthase from the cytosol (its' site of synthesis) into the mitochondria (its' site of action) as well as represses synthesis of the enzyme. Hemin is also known as a drug that is derived from processed red blood cells. Hemin for injection was known previously as hematin. Hemin is found in sea-buckthornberry.
CAS Number16009-13-5
Structure
Thumb
Synonyms
SynonymSource
Chloro(protoporphyrinato)iron(III)ChEBI
Chloro[3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoato(2-)]iron(III)ChEBI
ChloroheminChEBI
ChloroprotoferrihemChEBI
Ferriprotoporphyrin IX chlorideChEBI
HaeminChEBI
Hemin chlorideChEBI
Hemin IXChEBI
HemineChEBI
PanhematinChEBI
ProtoheminChEBI
Protohemin IXChEBI
NormosangKegg
Chloro(protoporphyrinato)ironHMDB
ChloroprotoferrihemeHMDB
ChloroprotoheminHMDB
Chloroprotoporphyrin IX ironHMDB
Ferric heminHMDB
FerrihemeHMDB
Ferriporphyrin chlorideHMDB
FerriprotoporphyrinHMDB
Ferriprotoporphyrin IXHMDB
HaminHMDB
Hemin porcineHMDB
Hemin ultra-pureHMDB
Iron(III) protoporphyrin chlorideHMDB
ProtoferrihemeHMDB
Protohemin chlorideHMDB
Teichmann'S crystalsHMDB
Ferriprotoporphyrin ixbiospider
Hemin ixbiospider
Protohemin ixbiospider
Teichmann's crystalsbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.0054 g/LALOGPS
logP1.58ALOGPS
logS-5.1ALOGPS
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area121.19 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity182.32 m³·mol⁻¹ChemAxon
Polarizability71.81 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC34H32ClFeN4O4
IUPAC name3-[5-(2-carboxyethyl)-1-chloro-14,19-diethenyl-4,10,15,20-tetramethyl-2lambda4,22,23lambda4,25-tetraaza-1-ferraoctacyclo[11.9.1.1^{1,8}.1^{3,21}.0^{2,6}.0^{16,23}.0^{18,22}.0^{11,25}]pentacosa-2(6),3(24),4,7,9,11,13(23),14,16,18,20-undecaen-9-yl]propanoic acid
InChI IdentifierInChI=1S/C34H34N4O4.ClH.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);1H;/q;;+3/p-3/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;;
InChI KeyBTIJJDXEELBZFS-HXFTUNQESA-K
Isomeric SMILES[Cl-].[Fe+3].CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(C=C)=C([N-]4)/C=C4\N=C(\C=C\1/[N-]\2)C(C=C)=C4C)/C(C)=C3CCC(O)=O
Average Molecular Weight651.94
Monoisotopic Molecular Weight651.146150372
Classification
Description Belongs to the class of organic compounds known as metalloporphyrins. These are polycyclic compounds containing a porphyrin moiety and a metal atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassMetallotetrapyrroles
Direct ParentMetalloporphyrins
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkNot Available
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSHemin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fu-0100094000-9c4857dace576149c6deSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ufr-0000189000-7121ff06cc07cf8c1c092017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0kdj-0000594000-f90a5e5b8377ac4bf5d92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-0000930000-53b96c5ba0cb501d7bf42017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ufr-0000093000-9e411f7cb2ab4066b7d02017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-114j-0000091000-914d79acd0bcc11f6d8f2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01tc-6100091000-b2e3291f8e766f9186572017-09-01View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC06767
Pubchem Compound ID5318002
Pubchem Substance IDNot Available
ChEBI ID24493
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00887
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDHEMIN
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDHemin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).