UCSF

ZINC52955754

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 15th, 2010 43 No

Popular Name: Ergotamine Ergotamine

Find On: PubMed — Wikipedia — Google

CAS Numbers: 113-15-5 , 379-79-3

Other Names:

(5'alpha)-12'-hydroxy-2'-methyl-5'-(phenylmethyl)ergotoman-3',6',18-trione; 12'-Hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione; 12'-hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione; Ergotamin; Gynergen

(5'|A)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman 2,3-dihydroxybutanedioate(2:1)

erg-

113-15-5

113-15-5 (Parent)

113-15-5; C07544; Ergotamine

113-15-5; D07906; Ergotamine (INN)

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

12'-Hydroxy-2'-methyl-5'alpha-(phenylmethyl)ergotaman-3',6',18-trione; BRN 0078890; C33H35N5O5; Cornutamine; EINECS 204-023-9; ERGOTAMINE (SEE ALSO: ERGOTAMINE TARTRATE (CAS 379-79-3)); Ergonsvine; Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phen

379-79-3

379-79-3 (2:1 tartrate salt)

379-79-3; D00679; Ergomar (TN); Ergotamine tartrate (JP16/USP)

AC1L1QJJ

AC1L1TTJ

Ambotz113-15-5

AR-1A6598

Avetol

Avetol; C33H35N5O5.C4H6O6; CAFERGOT; CCRIS 487; Cornutamin; EINECS 206-835-9; ERCATAB; ERGOMAR; ERGOSTAT; ERGOTAMINE TARTRATE; ERGOTAMINE TARTRATE (SEE ALSO: ERGOTAMINE (CAS 113-15-5)); ETIN; Ergam; Ergate; Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl

BRD-A15476552-001-01-2

BRN 0078890

C33H35N5O5

C33H35N5O5.C4H6O6; Ergotamine Tartrate; LS-177242

C33H35N5O5.C8H10N4O2.C4H6O6; CAFERGOT; CAFFEINE; ERGOTAMINE TARTRATE; ERCATAB; LS-178495; MIGERGOT; WIGRAINE

CCRIS 487

CHEBI:4826

CHEMBL442

CID11722266

CID8223

CID9787

Cornutamin

Cornutamine

CPD-12363; ergopeptine; ergotamin; ergotamine

D07906

DAP000141

DB00696

EINECS 204-023-9

EINECS 206-835-9

Ergam

Ergate

Ergomar

Ergonsvine

Ergostat

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

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

Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'-alpha)-, monomethanesulfonate (salt); Ergotamine methanesulfonate; Ergotamine methansulfonate; Ergotamine, monomethanesulfonate (1:1) (salt); LS-64557

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

Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'alpha)-, (2R,3R)-2,3-dihydroxybutanedioate (2:1) (salt)

Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5alpha)-, (2R,3R)-2,3-dihydroxybutanedioate (2:1)

Ergotamin

Ergotamina [INN-Spanish]

ergotamina; ergotamine; ergotaminum

Ergotamine (BAN

Ergotamine (INN)

ERGOTAMINE (SEE ALSO: ERGOTAMINE TARTRATE (CAS 379-79-3))

Ergotamine bitartrate

Ergotamine hemitartrate

ergotamine tartrate

Ergotamine tartrate (VAN)

Ergotamine tartrate, Avetol, Cornutamin, Ergam, Ergotartrate

Ergotamine [INN:BAN]

Ergotamine, tartrate (2:1)

Ergotamine, tartrate (2:1) (salt) (8CI)

Ergotaminum [INN-Latin]

Ergotartrate

Ergoton-A

ETIN

Exmigra

Femergin

Gotamine tartrate

Gynergen

HMS2089H22

HSDB 4076

INN); Ergotamine Tartrate (FDA

JAN

KST-1A0172

Lingraine

Lingran

LS-189900

LS-564

Medihaler Ergotamine

Migretamine

Neo-ergotin

NSC 41869

NSC 95090

Rigetamin

Secagyn

Secupan

Temigran

UNII-PR834Q503T

USP)

Wigrettes

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) 2.08 7.36 -18.87 3 10 0 118 581.673 4 ↓
Hi High (pH 8-9.5) 2.08 7.98 -50.03 2 10 -1 121 580.665 4 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 2.23e-01 g/l DrugBank-approved
therap analgesic, antimigraine MicroSource Spectrum
UniProt Database Links EASG_CLAP2; EASG_CLAPU ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
5HT1D-1-E Serotonin 1d (5-HT1d) Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 6 0.27 Binding ≤ 10μM
5HT5A-1-E Serotonin 5a (5-HT5a) Receptor (cluster #1 Of 1), Eukaryotic Eukaryotes 40 0.24 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
5HT1D_HUMAN P28221 Serotonin 1d (5-HT1d) Receptor, Human 0.8 0.30 Binding ≤ 1μM
5HT5A_HUMAN P47898 Serotonin 5a (5-HT5a) Receptor, Human 14 0.26 Binding ≤ 1μM
5HT1D_HUMAN P28221 Serotonin 1d (5-HT1d) Receptor, Human 0.8 0.30 Binding ≤ 10μM
5HT5A_HUMAN P47898 Serotonin 5a (5-HT5a) Receptor, Human 14 0.26 Binding ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
G alpha (i) signalling events
Serotonin receptors

Rings

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

No pre-computed analogs available. Try a structural similarity search.