UCSF

ZINC03861599

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 3rd, 2005 29 No

Popular Name: Spironolactone Spironolactone

Find On: PubMed — Wikipedia — Google

CAS Numbers: 52-01-7 , [52-01-7]

Other Names:

"Spironolactone, 99%"

(1'S,2R,2'R,9'R,10'R,11'S,15'S)-9'-(acetylsulfanyl)-2',15'-dimethylspiro[oxolane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan]-6'-ene-5,5'-dione

17-Hydroxy-7-alpha-mercapto-3-oxo-17-alpha-pregn-4-ene-21-carboxylic acid-gamma-lactone-7-acetate

17-Hydroxy-7alpha-mercapto-3-oxo-17alpha-pregn-4-ene-21-carboxylic acid, gamma-lactone acetate; 17-alpha-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7-alpha-mercapto-3-oxo-, gamma-lactone acetate; 17alpha-Pregn-4-ene-21-carboxylic acid, 17-hydroxy-7alpha-m

4-18-00-01601 (Beilstein Handbook Reference)

4-Pregnen-21-oic acid-17alpha-ol-3-one-7alpha-thiol gamma-lactone 7-acetate

496916-40-6

52-01-7

52-01-7; Aldactone (TN); D00443; Spironolactone (JP16/USP/INN)

52-01-7; C07310; Spironolactone

7-alpha-Acetylthio-3-oxo-17-alpha-pregn-4-ene-21,17-beta-carbolactone

7alpha-(acetylsulfanyl)-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone

AB00513806

Abbolactone

AC-4214

AC1L1L8Q

Acelat

Aldace

Aldactazide

ALDACTAZIDE; C24H32O4S.C7H8ClN3O4S2; HYDROCHLOROTHIAZIDE; SPIRONOLACTONE; LS-178649; SPIRONOLACTONE + HYDROCHLOROTHIAZIDE; SPIRONOLACTONE AND HYDROCHLOROTHIAZIDE; SPIRONOLACTONE W/ HYDROCHLOROTHIAZIDE; SPIRONOLACTONE/HYDROCHLOROTHIAZIDE

Aldactide

Aldactone

Aldactone (TN)

Aldactone A

Alderon

Aldopur

Almatol

Alphapharm Brand of Spironolactone

Alpharma Brand of Spironolactone

Alter Brand of Spironolactone

Altex

Aquareduct

Ashbourne Brand of Spironolactone

Azupharma Brand of Spironolactone

BAN

betapharm Brand of Spironolactone

BIDD:PXR0071

BPBio1_000194

BRD-K90027355-001-03-4

BRN 0057767

BSPBio_000176

C07310

C24H32O4S

Cardel Brand of Spironolactone

CHEBI:428201

CHEBI:45692

CHEBI:9241

CHEMBL1393

CID5833

CPD000471892

CPD000471892; SAM002264648; Spironolactone

ct Arzneimittel Brand of Spironolactone

ct-Arzneimittel Brand of Spironolactone

D00443

D013148

DAP000297

DB00421

Deverol

Dexo Brand of Spironolactone

Diatensec

Dira

Duraspiron

EINECS 200-133-6

Espironolactona

Espironolactona Alter

Espironolactona Mundogen

Espironolactona [INN-Spanish]

espironolactona; spironolactone; spironolactonum

ethanethioic acid, S-[(7R,8R,9S,10R,13S,14S,17R)-1,2,3,4',5',6,7,8,9,10,11,12,13,14,15,16-hexadecahydro-10,13-dimethyl-3,5'-dioxospiro[17H-cyclopenta[a]phenanthrene-17,2'(3'H)-furan]-7-yl] ester

Euteberol

FDA

Flumach

Frumikal

Generosan Brand of Spironolactone

HMS1568I18

HMS2090N21

Hormosan Brand of Spironolactone

HSDB 3184

I06-1970

INN

JAN

Jenapharm Brand of Spironolactone

Jenaspiron

Lacalmin

Lacdene

Laractone

LS-118614

LT00772287

Mayoly-Spindler Brand of Spironolactone

Melarcon

Merck dura Brand of Spironolactone

MFCD00071615

MFCD00082250

MLS001074672

MLS001333253

MLS001333254

MLS002153245

MLS002207058

Mundogen Brand of Spironolactone

N/A

NCGC00164397-01

NCGC00164397-02

Nefurofan

Novo Spiroton

Novo-Spiroton

Novopharm Brand of Spironolactone

NovoSpiroton

NSC 150399

NSC150399

Osyrol

Pfizer Brand of Spironolactone

Pharmafrid Brand of Spironolactone

Practon

Prestwick0_000128

Prestwick1_000128

Prestwick2_000128

Prestwick3_000128

Roche Brand of Spironolactone

S-(10,13-dimethyl-3,5'-dioxo-1,2,3,4',5',6,7,8,9,10,11,12,13,14,15,16-hexadecahydro-3'H-spiro[cyclopenta[a]phenanthrene-17,2'-furan]-7-yl) ethanethioate

S0260

S3378_SIGMA

Sagisal

SAM002264648

SC 9420

SC-9420

SC9420

Searle Brand of Spironolactone

Sincomen

SMR000471892

SNL

SPBio_002115

Spiractin

Spiresis

Spiretic

Spiridon

Spiro L.U.T.

spiro von ct

Spiro(17H-cyclopenta(a)phenauthrene-17,2'-(3'H)-furan)

Spiro-Tablinen

Spirobeta

Spiroctan

Spiroctanie

Spiroderm

Spirogamma

Spirolactone

Spirolakton

Spirolang

Spirolone

Spirone

Spirono Isis

Spirono-Isis

Spironocompren

Spironolactone (BAN

Spironolactone (FDA

Spironolactone (JP15/USP/INN)

Spironolactone A

Spironolactone [52-01-7]

Spironolactone [BAN:INN:JAN]

Spironolactone [INN:BAN:JAN]

Spironolactone, 99%

Spironolactone; spironolattone

SPIRONOLACTONE; [52-01-7]

Spironolactonum

Spironolactonum [INN-Latin]

spironolattone

Spironolattone [DCIT]

Spironone

Spirospare

Spiro[17H-cyclopenta[a]phenauthrene-17,2'-(3'H)-furan]

Sprioderm

Supra-puren

Suracton

UNII-27O7W4T232

Uractone

Urusonin

USP)

Veroshpiron

Verospiron

Verospirone

Verospirone Opianin

von ct, spiro

WLN: L E5 B666 FX OV MUTJ A1 E1 KSV1 F-& CT5VOXTJ

Worwag Brand of Spironolactone

Xenalon

ZINC03861599

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

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) 3.03 11.84 -16.36 0 4 0 60 416.583 2 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.98e-03 g/l DrugBank-approved
Mp [°C] 198 - 207 Acros Organics
MP 207-208 °C(lit.) Indofine
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Target Androgen Receptor Selleck Chemicals
Indications antihypertensive KeyOrganics Bioactives
Therapy diuretic SMDC Pharmakon
therap diuretic, aldosterone antagonist MicroSource Spectrum
PUBCHEM_PATENT_ID EP0005057A1; EP0008950A2; EP0009657A1; EP0011246A1; EP0011282A1; EP0014966A1; EP0019690A1; EP0020941A1; EP0027192A1; EP0027759A1; EP0028525A2; EP0031242A1; EP0031591A1; EP0032623A2; EP0033660A1; EP0035396A2; EP0035856A2; EP0039190A1; EP0040798A2; EP004814 IBM Patent Data
Patent Database Links EP0795327; EP1514877; EP1541175; EP1553091; EP1681051; EP1717226; EP1741713; EP1767534; EP1785144; EP1842543; EP1844774; EP1862181; EP1884513; EP1894567; EP1932529; EP1972336; GB2264710; US2004072880; US2004106833; US2005009870; US2005014786; US2005019280 ChEBI
H phrase H302: Harmful if swallowed Acros Organics
H phrase H302: Harmful if swallowed; H360F: May damage fertility Acros Organics
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : S-1066 NIH Clinical Collection via PubChem
P phrase P201: Obtain special instructions before use Acros Organics
P phrase P201: Obtain special instructions before use; P308 + P313: IF exposed or concerned: Get medical advice/attention; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell Acros Organics
R phrase R60: May impair fertility. Acros Organics
S phrase S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). Acros Organics
S phrase S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).; S53: Avoid exposure - obtain special instructions before use. Acros Organics
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: S-1066 NIH Clinical Collection via PubChem
Hazard T: Toxic Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ANDR-2-E Androgen Receptor (cluster #2 Of 4), Eukaryotic Eukaryotes 39 0.36 Binding ≤ 10μM
GCR-2-E Glucocorticoid Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 33 0.36 Binding ≤ 10μM
MCR-1-E Mineralocorticoid Receptor (cluster #1 Of 2), Eukaryotic Eukaryotes 2 0.42 Binding ≤ 10μM
PRGR-1-E Progesterone Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 400 0.31 Binding ≤ 10μM
ANDR-2-E Androgen Receptor (cluster #2 Of 3), Eukaryotic Eukaryotes 523 0.30 Functional ≤ 10μM
ESR1-2-E Estrogen Receptor Alpha (cluster #2 Of 3), Eukaryotic Eukaryotes 5702 0.25 Functional ≤ 10μM
GCR-2-E Glucocorticoid Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 6920 0.25 Functional ≤ 10μM
MCR-2-E Mineralocorticoid Receptor (cluster #2 Of 2), Eukaryotic Eukaryotes 13 0.38 Functional ≤ 10μM
Z50425-4-O Plasmodium Falciparum (cluster #4 Of 22), Other Other 10000 0.24 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
ANDR_HUMAN P10275 Androgen Receptor, Human 39.4 0.36 Binding ≤ 1μM
GCR_HUMAN P04150 Glucocorticoid Receptor, Human 32.6 0.36 Binding ≤ 1μM
MCR_HUMAN P08235 Mineralocorticoid Receptor, Human 1.6 0.42 Binding ≤ 1μM
PRGR_HUMAN P06401 Progesterone Receptor, Human 399.7 0.31 Binding ≤ 1μM
ANDR_HUMAN P10275 Androgen Receptor, Human 39.4 0.36 Binding ≤ 10μM
GCR_HUMAN P04150 Glucocorticoid Receptor, Human 32.6 0.36 Binding ≤ 10μM
MCR_HUMAN P08235 Mineralocorticoid Receptor, Human 1.6 0.42 Binding ≤ 10μM
PRGR_HUMAN P06401 Progesterone Receptor, Human 399.7 0.31 Binding ≤ 10μM
ANDR_HUMAN P10275 Androgen Receptor, Human 523 0.30 Functional ≤ 10μM
ESR1_HUMAN P03372 Estrogen Receptor Alpha, Human 5702 0.25 Functional ≤ 10μM
GCR_HUMAN P04150 Glucocorticoid Receptor, Human 6920 0.25 Functional ≤ 10μM
MCR_HUMAN P08235 Mineralocorticoid Receptor, Human 13 0.38 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 10000 0.24 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
BMAL1:CLOCK,NPAS2 activates circadian gene expression
Nuclear Receptor transcription pathway
Nuclear signaling by ERBB4

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