UCSF

ZINC03813078

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 7th, 2005 25 Yes

Popular Name: Prostaglandin I2 Prostaglandin I2

Find On: PubMed — Wikipedia — Google

CAS Numbers: 35121-78-9 , 61849-14-7 , [61849-14-7]

Other Names:

(5E)-5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3R)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

(5Z)-5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

(5Z)-5-[(4R,5R)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

(5Z,13E)-(15S)-6,9-alpha-epoxy-11-alpha,15-dihydroxyprosta-5,13-dienoate; (5Z,13E)-(15S)-6,9-alpha-epoxy-11-alpha,15-dihydroxyprosta-5,13-dienoic acid; (5Z,13E)-(15S)-6,9-epoxy-11,15-dihydroxyprosta-5,13-dienoate; (5Z,13E)-(15S)-6,9-epoxy-11,15-dihydroxyp

(5Z,13E)-(15S)-6,9-alpha-epoxy-11-alpha,15-dihydroxyprosta-5,13-dienoate;(5Z,13E)-(15S)-6,9-alpha-epoxy-11-alpha,15-dihydroxyprosta-5,13-dienoic acid;(5Z,13E)-(15S)-6,9-epoxy-11,15-dihydroxyprosta-5,13-dienoate;(5Z,13E)-(15S)-6,9-epoxy-11,15-dihydroxypros

(5Z,13E)-(15S)-6,9alpha-Epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate

(5Z,13E)-(15S)-6,9alpha-Epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate; 35121-78-9; C01312; Epoprostenol; PGI2; Prostacyclin; Prostaglandin I2

(5Z,13E,15S)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoic acid

(5Z,9alpha,11alpha,13E,15S)-11,15-dihydroxy-6,9-epoxyprosta-5,13-dien-1-oic acid

(5Z,9alpha,11alpha,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-5,13-dien-1-oic acid

(5Z,9alpha,11alpha,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-5,13-dien-1-oic acid; Flolan; PGI2; PGX; Vasocyclin; prostaglandin X

(Z)-(3aR,4R,5R,6aS)-Hexahydro-5-hydroxy-4-((E)-(3S)-3-hydroxy-1-octenyl)-2H-cyclopenta(b)furan-delta(sup 2,delta)-valeric acid

(Z)-(3aR,4R,5R,6aS)-Hexahydro-5-hydroxy-4-((E)-(3S)-3-hydroxy-1-octenyl)-2H-cyclopenta(b)furan-delta(sup 2,delta)-valeric acid; 6,9-alpha-Epoxy-11-alpha,15(S)-dihydroxyprosta-5(Z),13(E)-dien-1-oic acid; BRN 1690090; C20H32O5; EPOPROSTENOL SODIUM; Epoprost

prost-

136626-78-3

35121-78-9

4UA76

5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

5-[5-hydroxy-4-(3-hydroxyoct-1-enyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-ylidene]pentanoic acid

6,9-alpha-Epoxy-11-alpha,15(S)-dihydroxyprosta-5(Z),13(E)-dien-1-oic acid

6,9S-epoxy-11R,15S-dihydoxy-5Z,13E-prostadienoic acid

61849-14-7

61849-14-7; D01337; Epoprostenol sodium (JAN/USAN); Flolan (TN)

63748-50-5

63859-31-4

AC1L18LX

AC1L3FZB

AC1NQX0K

AC1NR00P

AC1O51WG

AC1O5HI7

AR-1I7150

BIDD:GT0514

Bio2_000216

Bio2_000696

BRD-K64054020-001-02-7

BRN 1690090

BSPBio_001496

C01312

C20H31O5.Na; Cyclo-Prostin; EINECS 263-273-7; Epoprostenol Sodium; Epoprostenol Sodium Salt, (5Z,9alpha,11alpha,13E,15S)-Isomer; Epoprostenol sodium [USAN:BAN]; FLOLAN; LS-176206; Prosta-5,13-dien-1-oic acid, 6,9-epoxy-11,15-dihydroxy-, sodium salt, (5Z,9

CHEBI:15552

CHEBI:245; CHEBI:26331; CHEBI:10912

CHEMBL1139

CHEMBL307845

CID114805

CID11969614

CID159

CID5280427

CID5282411

CID6434194

CID6450541

CID9864371

CID9975312

D00106

DAP001213

DB01240

Epoprostanol

Epoprostenol

Epoprostenol (INN

Epoprostenol (TN)

Epoprostenol (USAN/INN)

Epoprostenol Sodium

Epoprostenol [USAN:INN]

Epoprostenolum

Epoprostenolum [INN-Latin]

FDA

FDA)

Flolan

HMS1791K18

HMS1989K18

IDI1_033966

KB-IV-24

KBio2_000216

KBio2_002784

KBio2_005352

KBio3_000431

KBio3_000432

KBioGR_000216

KBioSS_000216

LMFA03010087

LS-125828

MFCD00135629

NCGC00161285-01

NCGC00161285-02

NCGC00161285-03

PDSP1_001721

PDSP2_001704

PG-I2

PGI(sub 2)

PGI2

PGX

Prosta-5,13-dien-1-oic acid, 6,9-epoxy-11,15-dihydroxy-, (5Z,9-alpha,11-alpha,13E,15S)-

Prosta-5,13-dien-1-oic acid, 6,9-epoxy-11,15-dihydroxy-, (5Z,9alpha,11alpha,13E,15S)-

Prostacyclin

Prostacyclin I2

Prostacyclin sodium

Prostacyclin sodium salt

Prostacycline

Prostacyclins

Prostaglandin I

Prostaglandin I(2)

Prostaglandin I2 (sodium salt)

Prostaglandin I2 sodium

prostaglandin I2(1-)

Prostaglandin I2; Prostacyclin

prostaglandin I2; prostaglandin I2 anion

Prostaglandin X

Prostaglandin X sodium

Prostaglandins X

SMP2_000227

TRY 200

Try-200

U 53,217

U-53217

U-53217; U-53217A

U-53217A

UNII-DCR9Z582X0

USAN

USAN)

USAN); Epoprostenol Sodium (BAN

Vasocyclin

Veletri

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) 3.83 7.01 -49.3 2 5 -1 90 351.463 10 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.36e-01 g/l DrugBank-approved
UniProt Database Links CP4F8_HUMAN; G6PI1_CLALE; IBP7_HUMAN; IBP7_MOUSE; LOPAP_LONON; PA2A_BOTER; PI2R_BOVIN; PI2R_HUMAN; PI2R_MOUSE; PI2R_RAT; PTGIS_BOVIN; PTGIS_HUMAN; PTGIS_MOUSE; PTGIS_RAT; YGI1_BACTU; YGI2_BACTU; YGI3_BACTU ChEBI
PUBCHEM_PATENT_ID EP0150461A2; EP0164927A2; EP0167825A2; EP0193260A2; EP0257859A2; EP0257859B1; EP0335545A2; EP0335545B2; EP0521988A1; EP0521988B1; EP0522011A1; EP0522011B1; EP0522043A1; EP0522062B1; EP0522092B1; EP0527921A1; EP0527921B1; EP0528789A1; EP0528789B1; EP052898 IBM Patent Data
UniProt Database Links PA2A_BOTER; PI2R_BOVIN; PI2R_HUMAN; PI2R_MOUSE; PI2R_RAT; PTGIS_BOVIN; PTGIS_HUMAN; PTGIS_MOUSE; PTGIS_RAT ChEBI
Reactome Database Links REACT_150142; REACT_17008; REACT_1841; REACT_18432; REACT_22234; REACT_22268; REACT_23792; REACT_23795; REACT_23823; REACT_23938 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
Z50587-5-O Homo Sapiens (cluster #5 Of 9), Other Other 8 0.45 Functional ≤ 10μM
Z50591-2-O Bos Taurus (cluster #2 Of 2), Other Other 43 0.41 Functional ≤ 10μM
Z50597-11-O Rattus Norvegicus (cluster #11 Of 12), Other Other 3 0.48 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
Z50591 Z50591 Bos Taurus 43 0.41 Functional ≤ 10μM
Z50587 Z50587 Homo Sapiens 0.66 0.51 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 2.6 0.48 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Eicosanoids
G alpha (s) signalling events
Nicotinamide salvaging
Prostacyclin signalling through prostacyclin receptor
Prostanoid ligand receptors
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)

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