Yuremamine

Yuremamine
Other names Yuremamine
Identifiers
CAS number	883973-98-6 Y
ChemSpider	27444969 N
Jmol-3D images	{{#if:CN(C)CCc1c2ccccc2n3c1[C@@H]([C@H]([C@@H]3c4cc(c(c(c4)O)O)O)O)c5ccc(cc5O)O|Image 1
SMILES CN(C)CCc1c2ccccc2n3c1[C@@H]([C@H]([C@@H]3c4cc(c(c(c4)O)O)O)O)c5ccc(cc5O)O
InChI InChI=1S/C27H28N2O6/c1-28(2)10-9-17-16-5-3-4-6-19(16)29-24(14-11-21(32)26(34)22(33)12-14)27(35)23(25(17)29)18-8-7-15(30)13-20(18)31/h3-8,11-13,23-24,27,30-35H,9-10H2,1-2H3/t23-,24-,27+/m0/s1 N Key: AGTMZGSAEVWERY-NLJOTIRTSA-N N InChI=1/C27H28N2O6/c1-28(2)10-9-17-16-5-3-4-6-19(16)29-24(14-11-21(32)26(34)22(33)12-14)27(35)23(25(17)29)18-8-7-15(30)13-20(18)31/h3-8,11-13,23-24,27,30-35H,9-10H2,1-2H3/t23-,24-,27+/m0/s1 Key: AGTMZGSAEVWERY-NLJOTIRTBQ
Properties
Molecular formula	C27H28N2O6
Molar mass	476.520
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Yuremamine is a phytoindole alkaloid which was isolated and identified from the bark of Mimosa tenuiflora in 2005.^[1] It may explain the oral psychoactivity of traditional preparations from Mimosa tenuiflora, which also contains DMT (dimethyltryptamine).^{[citation needed]}

As a pure compound, yuremamine is a purple amorphous solid. It represents an entirely new family of indole derivatives. This compound contains dimethyltryptamine within its molecular structure. Perhaps yuremamine acts as an MAOI, being metabolically protected itself through intra-molecular hydrogen bonding of its tertiary amine, or perhaps yuremamine acts as a prodrug and releases DMT closer to its site of action.^[1]

There has been speculation that yuremamine is identical with a crude substance described as a "dark red jungle spice", which has been solvent extracted from Mimosa tenuiflora, without the benefit of chromatographic separation.^[2][3] However, there is no analytical evidence to suggest that yuremamine has been isolated by home extractors, and it is likely that the substance will decompose at the typical acidic or basic conditions used in such extractions.

References