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7-epi-mayteine

AlkaPlorer ID: AK042401

Synonym: '8R-(8R*,9R*,10R*,11S*,12S*,13R*,14R*,15S*,18S*,19S*,20S*,21S*,22R*)-10,14,21,22-Tetrakis(acetyloxy)-12-(acetyloxy)methyl-13-(benzoyloxy)-7,8,9,10,12,13,14,15,18,19-decahydro-20-hydroxy-8,18,19,20-tetramethyl-8,11-epoxy-9,12-ethano-11,15-methano-11H-1,8dioxacycloheptadecino4,3-bpyridine-5,17-dione', '(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,21,22,24-tetrakis(acetyloxy)-20-(acetyloxy)methyl-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo15.7.1.01,20.03,23.07,12pentacosa-7,9,11-trien-19-yl benzoate', 'Mayteine', '(1S,3R,13S,14S,17S,18R,19R,20S,21S,22S,23R,24R,25S)-18,21,22,24-Tetraacetoxy-20-(acetoxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo15.7.1.01,20.03,23.07,1 2pentacosa-7,9,11-trien-19-yl benzoate'

IUPAC Name: [(1S,3R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] benzoate

Structure

SMILES: CC(=O)OC[C@]12[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H]3[C@@H](OC(C)=O)[C@@]14O[C@@]3(C)COC(=O)C1=CC=CN=C1C(C)C(C)C(=O)O[C@@H]([C@H](OC(C)=O)[C@@H]2OC(=O)C1=CC=CC=C1)[C@]4(C)O

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InChI: InChI=1S/C43H49NO18/c1-20-21(2)37(50)60-34-32(57-24(5)47)36(61-38(51)27-14-11-10-12-15-27)42(19-54-22(3)45)35(59-26(7)49)31(56-23(4)46)29-33(58-25(6)48)43(42,41(34,9)53)62-40(29,8)18-55-39(52)28-16-13-17-44-30(20)28/h10-17,20-21,29,31-36,53H,18-19H2,1-9H3/t20?,21?,29-,31-,32+,33-,34+,35-,36+,40+,41+,42-,43+/m1/s1

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InChIKey: PPRQMPUDIUVHQX-PDVUZMAKSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Euonymus japonicus Euonymus Celastraceae Celastrales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 867.8540000000004

TPSA？: 252.75

MolLogP？: 2.327400000000004

Number of H-Donors: 1

Number of H-Acceptors: 19

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cricetulus griseus CHO LD50 100.0 ug ml-1 10.1021/np030347q
Homo sapiens COLO 205 ED50 20.0 ug ml-1 10.1021/np0203988
Homo sapiens KB ED50 20.0 ug ml-1 10.1021/np0203988
Homo sapiens PBMC Activity 14.3 pg/ml 10.1021/np040006s
Homo sapiens PBMC Activity 14.7 pg/ml 10.1021/np040006s
Homo sapiens PBMC Activity 22.0 pg/ml 10.1021/np040006s
Homo sapiens PBMC Activity 24.6 pg/ml 10.1021/np040006s
Homo sapiens PBMC Activity 1245.2 pg/ml 10.1021/np040006s
Homo sapiens PBMC Activity 1576.2 pg/ml 10.1021/np040006s
Homo sapiens PBMC Activity nan None 10.1021/np040006s
Homo sapiens PBMC Inhibition -9.0 % 10.1021/np000504a
Homo sapiens PBMC Inhibition 2.0 % 10.1021/np000504a
Homo sapiens PBMC Inhibition 14.0 % 10.1021/np000504a
Homo sapiens PBMC Inhibition 36.0 % 10.1021/np000504a
Homo sapiens PBMC Inhibition 55.0 % 10.1021/np000504a
Leishmania amazonensis Leishmania amazonensis Activity nan None 10.1021/np300077r
Leishmania chagasi Leishmania chagasi Activity nan None 10.1021/np300077r
Myzus persicae Myzus persicae Activity nan None 10.1021/np030347q
Plasmodium falciparum Plasmodium falciparum Activity nan None 10.1021/np200014k
Spodoptera littoralis Spodoptera littoralis Activity 112.0 % 10.1021/np030347q
Spodoptera littoralis Spodoptera littoralis Activity 146.0 % 10.1021/np030347q
Spodoptera littoralis Spodoptera littoralis EC50 50.0 microg/cm2 10.1021/np030347q
Trypanosoma cruzi Trypanosoma cruzi Activity nan None 10.1021/np300077r
None ADMET LD50 100.0 ug ml-1 10.1021/np030347q

Metabolism Information