LIPID MAPS

Structure Database (LMSD)

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Common Name

punaglandin 6

Systematic Name

methyl 5S,6S-diacetoxy-9-oxo-10-chloro-12S-hydroxy-10E,14Z-prostadienoate-cyclo[8R,12S]

Synonyms

LM ID

LMFA03120043

Formula

C₂₅H₃₇O₈Cl

Exact Mass

Calculate m/z

500.217698

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

UQSBPTWIGBVTJJ-WRXYSHGISA-N

InChi (Click to copy)

InChI=1S/C25H37ClO8/c1-5-6-7-8-9-10-14-25(31)16-20(26)24(30)19(25)15-22(34-18(3)28)21(33-17(2)27)12-11-13-23(29)32-4/h9-10,16,19,21-22,31H,5-8,11-15H2,1-4H3/b10-9-/t19-,21-,22-,25+/m0/s1

SMILES (Click to copy)

[C@@]1(O)(C/C=C\CCCCC)C=C(Cl)C(=O)[C@@H]1C[C@H](OC(=O)C)[C@@H](OC(C)=O)CCCC(=O)OC

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Carijoa riisei (#360972)

Anthozoa (#6101)

The punaglandins: 10-chloroprostanoids from the octocoral Telesto riisei.,
J Nat Prod, 1994

Pubmed ID: 7857405

Other Databases

CHEBI ID

186010

LIPIDBANK ID

XPR8031

PubChem CID

5283258

Calculated Physicochemical Properties

Heavy Atoms 34

Rings 1

Aromatic Rings 0

Rotatable Bonds 18

Van der Waals Molecular Volume 498.39

Topological Polar Surface Area 116.20

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 8

logP 5.02

Molar Refractivity 128.41

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Created at

Updated at

3rd Jun 2021