CHEBI:16430 - precorrin-4

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ChEBI Name precorrin-4
ChEBI ID CHEBI:16430
Definition The intermediate in the biosynthesis of vitamin B12 from uroporphyrinogen III in which four methyl groups have been introduced at positions 2, 7, 17 and 20 of the tetrapyrrole framework, together with ring contraction of the framework forming a bond between C-1 and C-19, leaving C-20 as part of an acetyl group bonded to C-1.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14869, CHEBI:8373, CHEBI:14873, CHEBI:26223
Supplier Information ChemicalBook:CB2142160, ChemicalBook:CB8443186, eMolecules:1984979, ZINC000001529638
Download Molfile XML SDF
Formula C44H52N4O17
Net Charge 0
Average Mass 908.90030
Monoisotopic Mass 908.33275
InChI InChI=1S/C44H52N4O17/c1-20(49)44-40-25(14-37(60)61)41(2,12-11-35(56)57)30(47-40)16-27-21(5-8-32(50)51)22(13-36(58)59)26(45-27)15-28-23(6-9-33(52)53)42(3,18-38(62)63)31(46-28)17-29(48-44)24(7-10-34(54)55)43(44,4)19-39(64)65/h17,24,45,48H,5-16,18-19H2,1-4H3,(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)(H,64,65)/b29-17-/t24-,41-,42+,43+,44?/m1/s1
InChIKey IOBDBIPWYQGVMM-VLMJWMIZSA-N
SMILES CC(=O)C12N\C(=C/C3=NC(Cc4[nH]c(CC5=NC1=C(CC(O)=O)[C@@]5(C)CCC(O)=O)c(CCC(O)=O)c4CC(O)=O)=C(CCC(O)=O)[C@]3(C)CC(O)=O)[C@@H](CCC(O)=O)[C@]2(C)CC(O)=O
Roles Classification
Biological Role(s): cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
(via corrinoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing precorrin-4 (CHEBI:16430) is a precorrin (CHEBI:26228)
precorrin-4 (CHEBI:16430) is conjugate acid of precorrin-4(8−) (CHEBI:57769)
Incoming cobalt-precorrin-4 (CHEBI:3792) has functional parent precorrin-4 (CHEBI:16430)
precorrin-4(8−) (CHEBI:57769) is conjugate base of precorrin-4 (CHEBI:16430)
IUPAC Name
3,3',3'',3'''-[(2S,3S,7S,17R)-1-acetyl-2,7,12,18-tetrakis(carboxymethyl)-2,7,17-trimethyl-18,19-didehydrocorrin-3,8,13,17-tetrayl]tetrapropanoic acid
Synonyms Sources
3-[(2S,3S,7S,17R)-1-acetyl-2,7,12,18-tetrakis(carboxymethyl)-2,7,17-trimethyl-18,19-didehydrocorrin-3,8,13,17-tetrayl]tetrapropanoic acid ChEBI
Precorrin 4 KEGG COMPOUND
Manual Xref Database
C06407 KEGG COMPOUND
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Registry Number Type Source
7070412 Beilstein Registry Number Beilstein
Last Modified
29 September 2009