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CHEBI:64120 - M-factor

ChEBI IDCHEBI:64120
ChEBI NameM-factor
Stars
DefinitionA nine-membered oligopeptide that consists of tyrosyl, threonyl, prolyl, lysyl, valyl, prolyl, tyrosyl, methionyl and methyl S-farnesylcysteinate residues joined in sequence. A peptide pheromone released by Schizosaccharomyces pombe cells of the cellular mating type Minus.
Last Modified3 March 2015
Submittermaharris
DownloadsMolfile
FormulaC67H102N10O13S2
Net Charge0
Average Mass1319.744
Monoisotopic Mass1318.70693
SMILESCOC(=O)[C@H](CSC/C=C(\C)CC/C=C(\C)CCC=C(C)C)NC(=O)[C@H](CCSC)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](N)Cc1ccc(O)cc1)[C@@H](C)O)C(C)C
InChIInChI=1S/C67H102N10O13S2/c1-41(2)16-12-17-43(5)18-13-19-44(6)31-37-92-40-54(67(89)90-8)73-60(82)52(32-36-91-9)70-62(84)53(39-47-25-29-49(80)30-26-47)72-64(86)56-22-14-34-76(56)65(87)57(42(3)4)74-61(83)51(20-10-11-33-68)71-63(85)55-21-15-35-77(55)66(88)58(45(7)78)75-59(81)50(69)38-46-23-27-48(79)28-24-46/h16,18,23-31,42,45,50-58,78-80H,10-15,17,19-22,32-40,68-69H2,1-9H3,(H,70,84)(H,71,85)(H,72,86)(H,73,82)(H,74,83)(H,75,81)/b43-18+,44-31+/t45-,50+,51+,52+,53+,54+,55+,56+,57+,58+/m1/s1
InChIKeyYDFHVOKEEMMIBE-RDJQXTLESA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
pheromone  A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour.
ChEBI Ontology
Outgoing Relation(s)
M-factor (CHEBI:64120) is a methyl ester (CHEBI:25248)
M-factor (CHEBI:64120) is a oligopeptide (CHEBI:25676)
M-factor (CHEBI:64120) is a peptide pheromone (CHEBI:38579)
IUPAC Name 
methyl L-tyrosyl-L-threonyl-L-prolyl-L-lysyl-L-valyl-L-prolyl-L-tyrosyl-L-methionyl-S-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-L-cysteinate
Synonyms  Source
Tyr-Thr-Pro-Lys-Val-Pro-Tyr-Met-Cys(S-farnesyl)-OCH3ChEBI
Tyr-Thr-Pro-Lys-Val-Pro-Tyr-Met-Cys(Far)OCH3ChEBI
Tyr-Thr-Pro-Lys-Val-Pro-Tyr-Met-Cys(S-farnesyl)-OMeChEBI
Tyr-Thr-Pro-Lys-Val-Pro-Tyr-Met-Cys(Far)OMeChEBI
YTPKVPYMC(Far)OMeChEBI
Citations