DIHYDROERGOTAMINE MESYLATE

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Trade Names
Synonyms
Status
Molecule Category Salt-form
UNII 81AXN7R2QT
Parent Compound: DIHYDROERGOTAMINE

Structure

InChI Key ADYPXRFPBQGGAH-UMYZUSPBSA-N
Smiles CN1C[C@H](C(=O)N[C@]2(C)O[C@@]3(O)[C@@H]4CCCN4C(=O)[C@H](Cc4ccccc4)N3C2=O)C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]21.CS(=O)(=O)O
InChI
InChI=1S/C33H37N5O5.CH4O3S/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;1-5(2,3)4/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1H3,(H,2,3,4)/t21-,23-,25-,26+,27+,32-,33+;/m1./s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C34H41N5O8S
Molecular Weight 679.8
AlogP 2.08
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 4.0
Polar Surface Area 118.21
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 43.0

Bioactivity

Mechanism of Action Action Reference
Serotonin 1d (5-HT1d) receptor agonist AGONIST DailyMed
Protein: Serotonin 1d (5-HT1d) receptor
Description: 5-hydroxytryptamine receptor 1D
Organism : Homo sapiens
P28221 ENSG00000179546
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 10
Assay Description Organism Bioactivity Reference
Antiplasmodial activity against Plasmodium falciparum CDY harboring modified mdr1 protein after 72 hrs by SYBR green assay in presence of 0.8 uM P-gp inhibitor verapamil Plasmodium falciparum 22.0 nM
Antiplasmodial activity against Plasmodium falciparum SDD harboring modified mdr1 protein after 72 hrs by SYBR green assay in presence of 0.8 uM P-gp inhibitor verapamil Plasmodium falciparum 933.0 nM
Antiplasmodial activity against Plasmodium falciparum CDY harboring modified mdr1 protein after 72 hrs by SYBR green assay Plasmodium falciparum 42.0 nM
Antiplasmodial activity against Plasmodium falciparum SDD harboring modified mdr1 protein after 72 hrs by SYBR green assay Plasmodium falciparum 874.0 nM
Antiplasmodial activity against Plasmodium falciparum 3BA6 harboring modified mdr1 protein after 72 hrs by SYBR green assay Plasmodium falciparum 864.0 nM
Antiplasmodial activity against Plasmodium falciparum 7G8 ATCC 567 after 72 hrs by SYBR green assay Plasmodium falciparum 7G8 333.0 nM
Antiplasmodial activity against Plasmodium falciparum D10 ATCC 564 after 72 hrs by SYBR green assay Plasmodium falciparum D10 276.0 nM
Antiplasmodial activity against Plasmodium falciparum DIV30 after 72 hrs by SYBR green assay Plasmodium falciparum 184.0 nM
Antiplasmodial activity against Plasmodium falciparum DIV14 after 72 hrs by SYBR green assay Plasmodium falciparum 308.0 nM
Antiplasmodial activity against Plasmodium falciparum PC26 after 72 hrs by SYBR green assay Plasmodium falciparum 297.0 nM
Antiplasmodial activity against Plasmodium falciparum PC49 after 72 hrs by SYBR green assay Plasmodium falciparum 293.0 nM
Antiplasmodial activity against Plasmodium falciparum JCK after 72 hrs by SYBR green assay Plasmodium falciparum 895.0 nM
Antiplasmodial activity against Plasmodium falciparum PC15 after 72 hrs by SYBR green assay Plasmodium falciparum 410.0 nM
Antiplasmodial activity against Plasmodium falciparum JC3 after 72 hrs by SYBR green assay Plasmodium falciparum 128.0 nM
Antiplasmodial activity against Plasmodium falciparum JF6 after 72 hrs by SYBR green assay Plasmodium falciparum 159.1 nM
Antiplasmodial activity against Plasmodium falciparum JF11 after 72 hrs by SYBR green assay Plasmodium falciparum 157.0 nM
Antiplasmodial activity against Plasmodium falciparum XG10 after 72 hrs by SYBR green assay Plasmodium falciparum 205.4 nM
Antiplasmodial activity against Plasmodium falciparum KC2 after 72 hrs by SYBR green assay Plasmodium falciparum 183.8 nM
Antiplasmodial activity against Plasmodium falciparum WE2 after 72 hrs by SYBR green assay Plasmodium falciparum 179.9 nM
Antiplasmodial activity against Plasmodium falciparum DIV17 after 72 hrs by SYBR green assay Plasmodium falciparum 255.0 nM

Cross References

Resources Reference
ChEBI 59756
ChEMBL CHEMBL1200517
FDA SRS 81AXN7R2QT
Guide to Pharmacology 121
KEGG C07798
PubChem 71171
SureChEMBL SCHEMBL40843
ZINC ZINC03978005
CONTENTS