U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C12H30Al8O51S8.H2O.AlH3O3
Molecular Weight 1558.7366
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SUCRALFATE

SMILES

C([C@]1([H])[C@]([H])([C@@]([H])([C@]([H])([C@]([H])(O1)O[C@@]2(COS(=O)(=O)[O-])[C@]([H])([C@@]([H])([C@@]([H])(COS(=O)(=O)[O-])O2)OS(=O)(=O)[O-])OS(=O)(=O)[O-])OS(=O)(=O)[O-])OS(=O)(=O)[O-])OS(=O)(=O)[O-])OS(=O)(=O)[O-].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].O.[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-]

InChI

InChIKey=IPLJAZDIICJQEL-JTJNLBSYSA-A
InChI=1S/C12H22O35S8.9Al.20H2O/c13-48(14,15)37-1-4-6(43-51(22,23)24)8(45-53(28,29)30)9(46-54(31,32)33)11(40-4)42-12(3-39-50(19,20)21)10(47-55(34,35)36)7(44-52(25,26)27)5(41-12)2-38-49(16,17)18;;;;;;;;;;;;;;;;;;;;;;;;;;;;;/h4-11H,1-3H2,(H,13,14,15)(H,16,17,18)(H,19,20,21)(H,22,23,24)(H,25,26,27)(H,28,29,30)(H,31,32,33)(H,34,35,36);;;;;;;;;;20*1H2/q;9*+3;;;;;;;;;;;;;;;;;;;;/p-27/t4-,5-,6-,7-,8+,9-,10+,11-,12+;;;;;;;;;;;;;;;;;;;;;;;;;;;;;/m1............................./s1

HIDE SMILES / InChI

Description
Curator's Comment:: description was created based on several sources, including https://www.drugs.com/pro/sucralfate.html | https://www.ncbi.nlm.nih.gov/pubmed/8944383

Sucralfate (trade name CARAFATE) is a medication primarily taken to treat active duodenal ulcers. Sucralfate is also used for the treatment of gastroesophageal reflux disease (GERD) and stress ulcers. Sucralfate is a sucrose sulfate-aluminium complex that binds to the ulcer, creating a physical barrier that protects the gastrointestinal tract from stomach acid and prevents the degradation of mucus. Sucralfate is only minimally absorbed from the gastrointestinal tract. The small amounts of the sulfated disaccharide that are absorbed are excreted primarily in the urine.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CARAFATE

Approved Use

Sucralfate is indicated in: Short-term treatment (up to 8 weeks) of active duodenal ulcer. While healing with sucralfate may occur during the first week or two, treatment should be continued for 4 to 8 weeks unless healing has been demonstrated by x-ray or endoscopic examination. Maintenance therapy for duodenal ulcer patients at reduced dosage after healing of acute ulcers.

Launch Date

3.73248E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.27 μg/mL
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SUCRALFATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
35 μg × h/mL
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SUCRALFATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
20 h
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SUCRALFATE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
3 g single, topical
Dose: 3 g
Route: topical
Route: single
Dose: 3 g
Sources:
healthy, 23 years (range: 17–49 years)
n = 39
Health Status: healthy
Age Group: 23 years (range: 17–49 years)
Sex: M+F
Population Size: 39
Sources:
PubMed

PubMed

TitleDatePubMed
Experimental study of sucralfate intervention for paraquat poisoning in rats.
2017 Jul
Patents

Patents

Sample Use Guides

The recommended adult oral dosage for duodenal ulcer is 1 g (10 mL/2 teaspoons) four times per day. CARAFATE should be administered on an empty stomach.
Route of Administration: Oral
In Vitro Use Guide
For sustained release of sucralfate and bFGF, implants were coated with hydron. Suspension no. 1 contained 100 ml of 95% ethanol mixed with 0.12 mg/ml of hydron. Next, 60 ml of premixed suspension no. 1 was prepared with 10 mg/ml of sucralfate. Then, 20 ml of premixed suspension no. 2 was mixed with 12 ng/ml of bFGF, which was prepared with 100 jul of sterile saline. Finally, implants were dipped into the suspension for 5 min and then dried for 8 h before being placed in the media in sterile Petri dishes.
Name Type Language
SUCRALFATE
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
USAN   INN  
Official Name English
ULCAR
Brand Name English
ALUMINUM SUCROSE OCTASULFATE [INCI]
Common Name English
ANTEPSIN
Brand Name English
VENTER
Brand Name English
SULCRATE
Brand Name English
SUCROSE OCTAKIS(HYDROGEN SULFATE) ALUMINIUM COMPLEX
Common Name English
ULCERMIN
Brand Name English
SUCRALFIN
Brand Name English
SUGAST
Brand Name English
SUCRALFATE HYDRATE [JAN]
Common Name English
.BETA.-D-FRUCTOFUCANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE OCTAKIS(HYDROGEN SULPHATE)ALUMINUM COMPLEX
Common Name English
SUCCOSA
Brand Name English
SUCRALFATE [ORANGE BOOK]
Common Name English
HEXADECA-.MU.-HYDROXYTETRACOSAHYDROXY(.MU.8-(1,3,4,6-TETRA-O-SULFO-.BETA.-DFRUCTOFURANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE TETRAKIS(HYDROGEN SULFATO)8-)))HEXADECAALUMINUM
Common Name English
SUCRALFATE [MART.]
Common Name English
ALUMINUM SUCROSE OCTASULFATE
INCI  
INCI  
Official Name English
ALUMINIUM, HEXADECA-.MU.-HYDROXYTETRACOSAHYDROXY(.MU.8-(1,3,4,6-TETRA-O-SULFO-.BETA.-D-FRUCTOFURANOSYL .ALPHA.-D-GLUCOPYRANOSIDE TETRAKIS(HYDROGEN SULFATO)(8-)))HEXADECA-
Common Name English
ULCOGANT
Brand Name English
SUCRALFATE [EP MONOGRAPH]
Common Name English
SUCRALFATE [INN]
Common Name English
.BETA.-D-FRUCTOFUCANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE OCTAKIS(HYDROGEN SULFATE)ALUMINIUM COMPLEX
Common Name English
SUCRALFATE [WHO-DD]
Common Name English
SUCRALFATE [MI]
Common Name English
CITOGEL
Brand Name English
HEXAGASTRON
Brand Name English
SUCRALFATE HYDRATE
JAN  
Common Name English
.BETA.-D-FRUCTOFUCANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE OCTAKIS(HYDROGEN SULFATE)ALUMINUM COMPLEX
Common Name English
KEAL
Brand Name English
SUCRALFATE [VANDF]
Common Name English
HEXADECA-.MU.-HYDROXYTETRACOSAHYDROXY(.MU.8-(1,3,4,6-TETRA-O-SULFO-.BETA.-DFRUCTOFURANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE TETRAKIS(HYDROGEN SULFATO)8-)))HEXADECAALUMINIUM
Common Name English
SUCRATE
Brand Name English
ULSANIC
Brand Name English
SUCRALFATE [USAN]
Common Name English
CARAFATE
Brand Name English
SUCRALFATE [HSDB]
Common Name English
SUCROSE OCTAKIS(HYDROGEN SULPHATE) ALUMINUM COMPLEX
Common Name English
SUCROSE OCTAKIS(HYDROGEN SULFATE) ALUMINUM COMPLEX
Common Name English
URBAL
Brand Name English
SUCRALFATE [USP MONOGRAPH]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C797
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
WHO-ATC A02BX02
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
NDF-RT N0000175801
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
FDA ORPHAN DRUG 73893
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
FDA ORPHAN DRUG 47090
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
NDF-RT N0000007683
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
NDF-RT N0000007683
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
WHO-VATC QA02BX02
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
FDA ORPHAN DRUG 41089
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
NCI_THESAURUS C2080
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
LIVERTOX 903
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
Code System Code Type Description
CAS
54182-58-0
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
IUPHAR
7055
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
WIKIPEDIA
SUCRALFATE
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
EVMPD
SUB04613MIG
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
INN
2723
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
MESH
D013392
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
NCI_THESAURUS
C848
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
RXCUI
10156
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY RxNorm
HSDB
3926
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
ChEMBL
CHEMBL2367706
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
DRUG BANK
DB00364
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
LACTMED
Sucralfate
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
DRUG CENTRAL
4106
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
MERCK INDEX
M10280
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
259-018-4
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
EPA CompTox
54182-58-0
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY
FDA UNII
XX73205DH5
Created by admin on Fri Jun 25 20:54:44 UTC 2021 , Edited by admin on Fri Jun 25 20:54:44 UTC 2021
PRIMARY