ALPROSTADIL

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H34O5
Molecular Weight	354.481
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of ALPROSTADIL

Structure Search

SMILES

CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O

InChI

InChIKey=GMVPRGQOIOIIMI-DWKJAMRDSA-N

InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H34O5
Molecular Weight	354.481
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	1
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:13:54 UTC 2023` Edited by `admin` on `Fri Dec 15 15:13:54 UTC 2023`
Record UNII	F5TD010360
Record Status	`Validated (UNII)`
Record Version

Download

Related Record	Type

Name

Type

Language

ALPROSTADIL

Official Name

English

PROSTAGLANDIN E1 [MI]

Common Name

English

ALPROSTADIL [USP MONOGRAPH]

Common Name

English

BEFAR

Brand Name

English

PROSTIN VR PEDIATRIC

Brand Name

English

CAVERJECT

Brand Name

English

PRINK

Brand Name

English

EDEX

Brand Name

English

MUSE

Brand Name

English

Alprostadil [WHO-DD]

Common Name

English

(1R,2R,3R)-3-Hydroxy-2-[(E)-(3S)-3-hydroxy-1-octenyl]-5-oxocyclopentaneheptanoic acid

Systematic Name

English

ALPROSTADIL [USAN]

Common Name

English

PROSTAGLANDIN E1

Common Name

English

ALPROSTADIL [MART.]

Common Name

English

ONO-1608

Code

English

U-10,136

Code

English

ALPROSTADIL [JAN]

Common Name

English

alprostadil [INN]

Common Name

English

PROSTAVASIN

Brand Name

English

ALPROSTADIL [USP IMPURITY]

Common Name

English

PROST-13-EN-1-OIC ACID, 11,15-DIHYDROXY-9-OXO-, (11A,13E,15S)-

Common Name

English

ALPROSTADIL [USP-RS]

Common Name

English

ALPROSTADIL [ORANGE BOOK]

Common Name

English

NSC-165559

Code

English

U-10136

Code

English

PROSTIN

Brand Name

English

ALPROSTADIL [VANDF]

Common Name

English

Classification Tree Code System Code

WHO-ATC

G04BE01

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000175454

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000007706

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

LOINC

12837-1

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

LOINC

14005-3

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

WHO-VATC

QC01EA01

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

FDA ORPHAN DRUG

70092

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000007706

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000180189

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

LOINC

70092-2

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

FDA ORPHAN DRUG

88795

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

WHO-VATC

QG04BE01

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000009059

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000007706

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000009911

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

LOINC

2852-2

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NCI_THESAURUS

C78568

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

FDA ORPHAN DRUG

95596

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

NDF-RT

N0000000106

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

WHO-ATC

C01EA01

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

LOINC

70093-0

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

Code System Code Type Description

DAILYMED

F5TD010360

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

CHEBI

15544

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

EPA CompTox

DTXSID9022578

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

CAS

745-65-3

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

DRUG CENTRAL

138

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

ChEMBL

CHEMBL495

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

RS_ITEM_NUM

1016000

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

NSC

165559

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

MERCK INDEX

m9257

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

Merck Index

INN

4425

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

WIKIPEDIA

PROSTAGLANDIN E1

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

DRUG BANK

DB00770

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

NCI_THESAURUS

C28816

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

NDF-RT

N0000009059

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

Genitourinary Arterial Vasodilation [PE]

FDA UNII

F5TD010360

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

IUPHAR

1882

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

CHEBI

15551

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

NDF-RT

N0000009911

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

Venous Vasodilation [PE]

CHEBI

57397

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

EVMPD

SUB05372MIG

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

PUBCHEM

5280723

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

ECHA (EC/EINECS)

212-017-2

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

MESH

D000527

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

RXCUI

598

Created by admin on Fri Dec 15 15:13:54 UTC 2023 , Edited by admin on Fri Dec 15 15:13:54 UTC 2023

PRIMARY

RxNorm

Related Record Type Details


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

ALPROSTADIL ALFADEX

SUB_CONCEPT->SUBSTANCE

Amount:


					6GS8S5F0RP

PROSTAGLANDIN E2 RECEPTOR EP2 SUBTYPE

TARGET -> AGONIST


					F5TD010360

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

USP

Amount:


					1L2580N9LI

ALPROSTADIL SODIUM

SALT/SOLVATE -> PARENT


					D381C4K8ZW

PROSTAGLANDIN E2 RECEPTOR EP1 SUBTYPE

TARGET -> AGONIST


					7662KG2R6K

DERIVATIVE -> PARENT

Amount:


					F5TD010360

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

EP

Amount:

Related Record Type Details


					63FR527UJ6

15-OXOPROSTAGLANDIN E1

METABOLITE -> PARENT

Comments:

15-keto-PGE1 has only been detected in vitro in homogenized lung preparations; 15-keto metabolites are less pharmacologically active than the parent compound

Interaction Type:

IN-VITRO


					C1R6440YGW

DIHYDROPROSTAGLANDIN E1

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA


					M3I99MYM0V

15-OXODIHYDROPROSTAGLANDIN E1

METABOLITE -> PARENT

Comments:

13,14-dihydro-15-ketoprostaglandin E1 is pulmonary metabolite of PGE1 in dogs.

Interaction Type:

MAJOR

Qualification:

PLASMA


					Q2XM6VR8DO

ECRAPROST

PRODRUG -> METABOLITE ACTIVE


					M3I99MYM0V

15-OXODIHYDROPROSTAGLANDIN E1

METABOLITE -> PARENT

Comments:

15-keto metabolites are less pharmacologically active than the parent compound in vitro using isolated animal organs.

Related Record Type Details


					1TYI1PJ64T

PROSTAGLANDIN B1

IMPURITY -> PARENT

Comments:

test 1

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					Z69161FKI3

TRIPHENYLPHOSPHINE OXIDE

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					VYR271N44P

PROSTAGLANDIN A1

IMPURITY -> PARENT

Comments:

test 1

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:


					K7Q1JQR04M

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					8THV3YDD6A

ALPROSTADIL ISOPROPYL ESTER

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					84W5RE239W

8-EPIPROSTAGLANDIN E1

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					IG6WR57RZT

ALPROSTADIL ETHYL ESTER

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					U0DO49Q8Y4

11-EPIPROSTAGLANDIN E1

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					63FR527UJ6

15-OXOPROSTAGLANDIN E1

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					VYR271N44P

PROSTAGLANDIN A1

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					1TYI1PJ64T

PROSTAGLANDIN B1

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					V2N896SN9V

15-EPIPROSTAGLANDIN E1

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP


					6V30L285LP

5-TRANS-PROSTAGLANDIN E2

IMPURITY -> PARENT

Comments:

UNSPECIFIED

Qualification:

EP

Related Record Type Details


					F5TD010360

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC