Structure Database (LMSD)

Common Name
Bromovulone I
Systematic Name
methyl 9-oxo-10-bromo-12R-hydroxy-5Z,7E,10Z,13Z-prostatetraenoate-cyclo[8,12]
Synonyms
LM ID
LMFA03120013
Formula
C21H29O4Br
Exact Mass
Calculate m/z
424.124921
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
Bromovulone I and iodovulone I, unprecedented brominated and iodinated marine prostanoids with antitumour activity isolated from the Japanese stolonifer Clavularia viridis Quoy and Gaimard,
J. Chem. Soc., Chem. Commun.,, 1986

String Representations

InChiKey (Click to copy)
SEUGRXZAXYVQIH-DJKWDOPVSA-N
InChi (Click to copy)
InChI=1S/C21H29BrO4/c1-3-4-5-6-9-12-15-21(25)16-18(22)20(24)17(21)13-10-7-8-11-14-19(23)26-2/h7,9-10,12-13,16,25H,3-6,8,11,14-15H2,1-2H3/b10-7-,12-9-,17-13-/t21-/m1/s1
SMILES (Click to copy)
[C@@]1(O)(C/C=C\CCCCC)C=C(Br)C(=O)/C/1=C/C=C\CCCC(=O)OC

Other Databases

CHEBI ID
LIPIDBANK ID
XPR8013
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 398.10
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.22
Molar Refractivity 108.47

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Created at
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Updated at
19th Jan 2021