Prostacyclin

Molecule SVG Image

Properties Simple | Detailed

Formula C20H32O5
IUPAC Name (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
Molecular Mass 352.465 g·mol−1
Heat of Formation -1095.3 ± 16.7 kJ·mol−1
Dipole Moment 2.77 ± 1.08 D
Volume 453.78 Å 3
Surface Area 371.47 Å 2
HOMO Energy -8.93 ± 0.55 eV
LUMO Energy 0.58 ± eV
Point Group Symmetry C1
Synonyms
  • (5z)-5-[(3ar,4r,5r,6as)-5-hydroxy-4-[(e,3s)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[d]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[d]furan-2-ylidene]valeric acid
  • (5z,13e)-(15s)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate
  • (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
  • 5-[(3ar,4r,5r,6as)-5-hydroxy-4-[(3s)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[d]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[d]furan-2-ylidene]valeric acid
  • 5-[(3ar,4r,5r,6as)-5-hydroxy-4-[(e,3s)-3-hydroxyoct-1-enyl]-3,3a,4,5,6,6a-hexahydrocyclopenta[d]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[d]furan-2-ylidene]valeric acid
  • 6,9s-epoxy-11r,15s-dihydoxy-5z,13e-prostadienoic acid
  • bio2_000216
  • bio2_000696
  • d00106
  • epoprostenol
  • epoprostenol (usan/inn)
  • lmfa03010087
  • prostacyclin i2
  • smp2_000227
InChIKey KAQKFAOMNZTLHT-OZUDYXHBSA-N
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