UCSF

ZINC03978005

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 28th, 2005 43 No

Popular Name: Dihydroergotamine mesylate Dihydroergotamine mesylate

Find On: PubMed — Wikipedia — Google

CAS Numbers: 511-12-6 , 5989-77-5 , 6190-39-2

Other Names:

(10alphaH)-5'alpha-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman

(10alphaH)-5'alpha-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman mesylate; 9,10-dihydroergotamine mesylate; 9,10-dihydroergotamine methanesulfonate; dihydroergotamine mesilate; dihydroergotamine methanesulfonate; dihydroergotamine mon

(5'alpha)-12'-Hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione

(5'alpha)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman

erg-

11032-41-0

5'-Benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman

5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxo-9,10-dihydroergotaman; 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione; 9,10-dihydroergotamine; Dihydroergotamine

511-12-6

511-12-6; C07798; Dihydroergotamine

5989-77-5; D07838; Dihydroergotamine tartrate; Divegal (TN)

6190-39-2 (mesylate)

6190-39-2; D02211; Dihydroergotamine mesilate (JP16); Dihydroergotamine mesylate (USP); Migranal (TN)

8067-24-1; Dihydroergotoxine mesylate; Prestwick_746

9,10-Dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione

9,10-dihydro-ergotamine

9,10-Dihydro-ergotamine;Dihidroergotamina [INN-Spanish];Dihydroergotamine mesylate;Dihydroergotamine methanesulfonate;Dihydroergotamine monomethanesulfonate;Dihydroergotaminum [INN-Latin]

9,10-Dihydroergotamine

AC1L1VEA

AC1LAOVT

Agit

Ambotz511-12-6

Angionorm

BIDD:GT0120

BRD-K72166146-066-02-1

BRN 5720196

BSPBio_002209

C07798

C33H37N5O5

C33H37N5O5; Co-Dergocrine; Dihydroergotoxin; Dihydroergotoxine; Ergoloid Mesylates (dihydroergotoxine); Ergoloid dihydroergotoxine; Ergot Alkaloids, Hydrogenated; Ergotoxine, dihydro-; LS-64563

CHEBI:4562

CHEBI:4826; CHEBI:658566

CHEBI:658566

CHEMBL1732

CID10531

CID517557

Co-Dergocrine

D.H.E.

D.H.E. 45

D07837

DAP000852

DB00320

Dehydroergotamine

Dergotamine

DET MS

DHE-45

Diergo

Dihidroergotamina

Dihidroergotamina [INN-Spanish]

dihidroergotamina; dihydroergotamine; dihydroergotaminum

Dihydergot

Dihydroergotamine

Dihydroergotamine (BAN

Dihydroergotamine (INN)

Dihydroergotamine Mesylate

Dihydroergotamine methanesulfonate

Dihydroergotamine monomethanesulfonate

Dihydroergotamine tartrate

Dihydroergotaminum

Dihydroergotaminum [INN-Latin]

Dihydroergotoxin

DIHYDROERGOTOXINE

Diidroergotamina

Diidroergotamina [DCIT]

Dirgotarl

DivK1c_000592

EINECS 208-123-3

Endophleban

Ergoloid dihydroergotoxine

Ergoloid Mesylates (dihydroergotoxine)

Ergomimet

Ergont

Ergot Alkaloids, Hydrogenated

Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'alpha,10alpha)-

Ergotamine, 9,10-dihydro-

Ergotamine, dihydro, methanesulfonate (salt)

Ergotonin

Ergotoxine, dihydro-

IDI1_000592

Ikaran

INN); Dihydroergotamine Mesilate (JAN); Dihydroergotamine Mesylate (FDA

INN); Dihydroergotamine Mesylate (FDA

KBio1_000592

KBio2_001537

KBio2_004105

KBio2_006673

KBio3_001429

KBioGR_001576

KBioSS_001537

LS-61979

LS-64563

MFCD00050969

Migranal

Morena

NCGC00017400-06

Neomigran

Neomigran (TN)

NINDS_000592

Orstanorm

Seglor

SPBio_001235

Spectrum2_001188

Spectrum3_000395

Spectrum4_000958

Spectrum5_000905

Spectrum_001057

Tonopres

UNII-436O5HM03C

USAN

USAN); Dihydroergotamine Mesilate (JAN)

USP

USP)

USP); Dihydroergotamine Mesilate (JAN)

Verladyn

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.09 -6.7 -65.06 4 10 1 119 584.697 4 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 2.29e-01 g/l DrugBank-approved
UniProt Database Links EASG_CLAP2; EASG_CLAPU; OAR_DROME ChEBI
PUBCHEM_PATENT_ID EP0000682A1; EP0001115A2; EP0001368A1; EP0001924A1; EP0001924B2; EP0002991A1; EP0005101A1; EP0005646A1; EP0006040A2; EP0006435A1; EP0010036A1; EP0010200A1; EP0010405A1; EP0011536A2; EP0011595A1; EP0011935A2; EP0011935B2; EP0014165A1; EP0014663A1; EP001521 IBM Patent Data
Therapy Ergot alkaloid; vasoconstrictor; competitive serotonin receptor antagonist; partial agonist at alpha adrenoceptors and D SMDC MicroSource
PUBCHEM_PATENT_ID US4457907 IBM Patent Data
therap vasoconstrictor, antimigraine MicroSource Spectrum

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ADA2A-1-E Alpha-2a Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 4 0.27 Binding ≤ 10μM
ADA2B-1-E Alpha-2b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 4 0.27 Binding ≤ 10μM
ADA2C-1-E Alpha-2c Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 4 0.27 Binding ≤ 10μM
CP3A4-2-E Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic Eukaryotes 2999 0.18 ADME/T ≤ 10μM
Z104304-1-O Adrenergic Receptor Alpha-1 (cluster #1 Of 3), Other Other 27 0.25 Binding ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 933 0.20 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z104304 Z104304 Adrenergic Receptor Alpha-1 27 0.25 Binding ≤ 1μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 3.7 0.27 Binding ≤ 1μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 3.7 0.27 Binding ≤ 1μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 3.7 0.27 Binding ≤ 1μM
Z104304 Z104304 Adrenergic Receptor Alpha-1 27 0.25 Binding ≤ 10μM
ADA2A_RAT P22909 Alpha-2a Adrenergic Receptor, Rat 3.7 0.27 Binding ≤ 10μM
ADA2B_RAT P19328 Alpha-2b Adrenergic Receptor, Rat 3.7 0.27 Binding ≤ 10μM
ADA2C_RAT P22086 Alpha-2c Adrenergic Receptor, Rat 3.7 0.27 Binding ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 1010 0.20 Functional ≤ 10μM
CP3A4_HUMAN P08684 Cytochrome P450 3A4, Human 2999.16252 0.18 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenaline signalling through Alpha-2 adrenergic receptor
Adrenaline,noradrenaline inhibits insulin secretion
Adrenoceptors
Aflatoxin activation and detoxification
G alpha (i) signalling events
G alpha (z) signalling events
Xenobiotics

Analogs ( Draw Identity 99% 90% 80% 70% )