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Term:protoporphyrin
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Accession:CHEBI:15430 term browser browse the term     term annotations  view annotations
Definition:A cyclic tetrapyrrole that consists of porphyrin bearing four methyl substituents at positions 3, 8, 13 and 17, two vinyl substituents at positions 7 and 12 and two 2-carboxyethyl substituents at positions 2 and 18. The parent of the class of protoporphyrins.
Synonyms:exact_synonym: 7,12-diethenyl-3,8,13,17-tetramethylporphyrin-2,18-dipropanoic acid
 related_synonym: 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid;   3,7,12,17-tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acid;   C34H34N4O4;   Cc1c(CCC(O)=O)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(C)c5C=C)c(C)c4C=C)c(C)c3CCC(O)=O;   H2ppIX;   InChI=1S/C34H34N4O4/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/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;   InChIKey=KSFOVUSSGSKXFI-UJJXFSCMSA-N;   Kammerer's prophyrin;   Porphyrinogen IX;   Protoporphyrin IX;   ooporphyrin
 alt_id: CHEBI:14959;   CHEBI:14960;   CHEBI:14961;   CHEBI:26358;   CHEBI:8592
 xref_casrn: 553-12-8
 xref: Beilstein:635160 "Beilstein Registry Number";   Beilstein:635161 "Beilstein Registry Number";   ChEMBL:849476 "ChEMBL COMPOUND";   ChemIDplus:553-12-8 "CAS Registry Number";   CiteXplore:18625294 "PubMed citation";   CiteXplore:19005892 "PubMed citation";   CiteXplore:20961864 "PubMed citation";   CiteXplore:21146529 "PubMed citation";   CiteXplore:21167148 "PubMed citation";   CiteXplore:21668870 "PubMed citation";   CiteXplore:21760730 "PubMed citation";   CiteXplore:21913427 "PubMed citation";   CiteXplore:23533060 "PubMed citation";   DrugBank:DB02285 "DrugBank";   Gmelin:251232 "Gmelin Registry Number";   HMDB:HMDB00241 "HMDB";   KEGG COMPOUND:553-12-8 "CAS Registry Number";   KEGG COMPOUND:C02191 "KEGG COMPOUND"
 xref_mesh: MESH:C028025
 xref: MetaCyc:PROTOPORPHYRIN_IX "MetaCyc";   NIST Chemistry WebBook:553-12-8 "CAS Registry Number";   PDBeChem:PP9 "PDBeChem";   Reaxys:380795 "Reaxys Registry Number";   Wikipedia:Protoporphyrin_IX "Wikipedia"
 cyclic_relationship: is_conjugate_acid_of CHEBI:36159;   is_conjugate_acid_of CHEBI:57306
Parent Terms Term With Siblings Child Terms
(6-methoxy-2-naphthyl)acetic acid
(6S)-5-formyltetrahydrofolic acid
(E)-hexadec-2-enoic acid +
(R)-carnitine + 
(S)-nicotinium N-alpha-D-glucosiduronate
1,7-dimethylxanthine 
10-HDoHE
11-HDoHE
11-HETE
11-trans-LTE4
12-epi-leukotriene B4
12-HEPE
13,14-dihydro-15-keto-PGF2alpha
13,14-dihydro-15-ketoprostaglandin D2
13-HDoHE
13-HODE +
13-HOTrE
13-hydroxy-6Z,9Z,11E-octadecatrienoic acid
13-oxo-9E,11E-ODE
14-HDoHE
15-deoxy-Delta(12,14)-prostaglandin J2
15-epi-lipoxin A4
15-HEDE +
15-HEPE
15-HETrE
15-ketoprostaglandin F1alpha
15-oxoEDE
16(17)-EpDPE
16-HDoHE
17(18)-EpETE
17-HDoHE 
17alpha-hydroxyprogesterone 
18-HEPE
18-hydroxy-18-oxo-dinorleukotriene B4
19(20)-EpDPE
19,20-DiHDPA
2,2-dimethylbutyric acid
2-amino-3-methylpentanoic acid +
2-furoic acid + 
2-hydroxy-17beta-estradiol 
2-methoxy-17beta-estradiol + 
2-methoxyestrone + 
20-HDoHE
20-oxoleukotriene B4
3'-hydroxy-4'-methoxydiclofenac
3'-hydroxydiclofenac
3'-hydroxyflavanone +
3,4-dihydroxybenzoic acid 
3,4-dihydroxymandelaldehyde
3,4-dihydroxyphenylethyleneglycol 
3,4-dihydroxyphenylpyruvic acid
3-(2,3-dihydroxyphenyl)propanoic acid
3-(4-tert-butylamino-6-methylthiol-s-triazin-2-ylamino)propionaldehyde
3-methyl-7H-xanthine
3-methyl-9H-xanthine
3-methyleneindolenine 
3-oxooctadecanoyl-CoA
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA +
4',5-dihydroxydiclofenac
4'-hydroxydiclofenac
4'-hydroxydiclofenac quinone imine
4-chlorophenylacetic acid
4-fumarylacetoacetate(2-)
4-HDoHE
4-hydroperoxycyclophosphamide 
4-hydroxy-17beta-estradiol 
4-hydroxycyclophosphamide
4-hydroxydebrisoquin
4-hydroxyphenytoin 
4-hydroxytolbutamide 
4E,15Z-bilirubin IXa
5,10,15,20-tetrakis(1-methylpyridinium-4-yl)porphyrin 
5,15-DiHETE
5,6-dihydrothymine
5,6-Ep-15S-HETE
5-aminolevulinic acid + 
5-HEPE
5-HETE +
5-HETrE
5-hydroxydiclofenac
5-hydroxydiclofenac quinone imine
6,15-diketo,13,14-dihydroprostaglandin F1alpha
6-epi-lipoxin A4
6-oxo-prostaglandin E1
6-oxo-prostaglandin F1alpha 
7,8-didehydro-17beta-estradiol
7-HDoHE
8-HDoHE
8-HETE
8-HETrE
9,10-diphenylanthracene
9-cis-retinoic acid + 
9-HODE +
9-HOTrE
9-hydroxy-5E,7Z,11Z,14Z-eicosatetraenoic acid
9-hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid
9-oxo-10E,12E-ODE
9-oxo-10E,12Z-ODE
acetophenone + 
afimoxifene 
Ala-Ala-Ala
Ala-Ala-Asp
Ala-Ala-Asp-Asp
Ala-Ala-Gly
Ala-Ala-Pro
Ala-Ala-Pro-Pro
Ala-Ala-Ser
Ala-Asn
Ala-Asn-Asn-Pro
Ala-Asn-Asp-Pro
Ala-Asn-Gln-Ser
Ala-Asp-Gly
Ala-Asp-Pro
Ala-Asp-Ser
Ala-Cys-Gly
Ala-Gln-Pro
Ala-Gly-His
Ala-Gly-Pro
Ala-Gly-Ser
Ala-Gly-Tyr
Ala-Leu-Ala-Pro
Ala-Leu-Asp-Asp
Ala-Leu-Asp-Gly
Ala-Leu-Leu-Asp
Ala-Leu-Leu-His
Ala-Leu-Leu-Ser
Ala-Leu-Leu-Thr
Ala-Leu-Thr-Gln
Ala-Leu-Thr-Pro
Ala-Leu-Val-Ser
Ala-Met-Ser-Arg
Ala-Phe-Thr-Ser
Ala-Phe-Trp-Asn
Ala-Thr-Ala-Pro
Ala-Trp-Asn-Asp
Ala-Val-Asp-His
Ala-Val-Asp-Pro
Ala-Val-Asp-Ser
alanine +
all-trans-4-hydroxyretinoic acid 
arginine +
Asp-Gly-Pro
asparagine +
aspartic acid +
benzophenone + 
benzoylacetyl-CoA
benzyl alcohol + 
biotin sulfoxide
carprofen +
chlorohydroquinone
chlorpromazine N-oxide
choline + 
cidofovir anhydrous + 
cisplatin 
clothianidin +
crocetin + 
cyclosporin A 
cysteine + 
decarboxytiaprofenic acid
DHET +
diclofenac beta-D-glucosiduronic acid
digoxigenin monodigitoxoside
DiHDPE +
DiHOME +
dihydrochelirubine
dihydrophaseic acid
dihydrosanguinarine +
diphenylcyclopropenone 
docetaxel anhydrous + 
drug metabolite + 
ecgonine + 
ecgonine benzoate 
ecgonine methyl ester +
EET + 
eoxin A4
eoxin C4
eoxin D4
eoxin E4
EpDPE +
EpETE +
EpOME +
ergothioneine 
formic acid + 
fumonisin B1 
gemcitabine +
glutamic acid + 
glutamine +
glutathioselenol +
glycerone + 
glycine + 
glycine betaine 
GS26575
HDoHE + 
HEDE +
hematoporphyrin
HEPE +
HETrE +
histidine +
HOTrE +
isoleucine +
Leu-Gln-Pro
leucine +
leucodopachrome
lipoxin A4
lombricine +
lomefloxacin +
lomefloxacin hydrochloride
lucanthone + 
lysine + 
M3
malonyl-CoA 
metalloprotoporphyrin + 
methionine + 
methoxsalen + 
methyl 5-aminolevulinate +
methyl 5-aminolevulinate hydrochloride
methylselenol
metronidazole + 
N'-acetylisoniazid
N-acetyl-beta-D-glucosamine + 
N-acetylsulfamethoxazole
N-dodecanoylsphingosine 1-phosphate
norfentanyl
nornicotine
octadecadienal
oleamide 
oleandrigenin
OxoEDE +
OxoODE +
pantetheine
phaseic acid +
phenol + 
phenylacetyl-CoA +
phenylalanine + 
phenylbutazone 
pimeloyl-CoA +
porfimer
porfimer sodium
primary metabolite
proline + 
propionyl-CoA +
protoporphyrin + 
A cyclic tetrapyrrole that consists of porphyrin bearing four methyl substituents at positions 3, 8, 13 and 17, two vinyl substituents at positions 7 and 12 and two 2-carboxyethyl substituents at positions 2 and 18. The parent of the class of protoporphyrins.
protoporphyrin monomethyl ester
protoporphyrinate
pyrrolidin-2-one
quinoxalin-2-ol + 
riboflavin + 
secondary metabolite + 
selenodiglutathione
serine +
sphingosine 1-phosphate 
spinosad
SQ 26,992
streptidine + 
sulfamethoxazole hydroxylamine
sulochrin
tamoxifen N-oxide
temoporfin
tetrachloro-1,4-benzoquinone
tetracosahexaenoic acid
tetranor-12R-HETE
threonine +
trans-4-hydroxy-L-proline +
trichloroacetic acid 
trimethylamine N-oxide 
trioxsalen 
tryptophan +
tyrosine + 
ubiquinol-10
valine +
vernolic acid +
verteporfin 
vinorelbine + 
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