Structure Database (LMSD)

Br H O O OH Br H H H O O
Common Name
Vagiallene
Systematic Name
Synonyms
LM ID
LMPK02000067
Formula
C15H16O5Br2
Exact Mass
Calculate m/z
433.936447
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Halogenated acetogenins [PK02]

String Representations

InChiKey (Click to copy)
BVBKVDMYRRSSME-SKVHWLIPSA-N
InChi (Click to copy)
InChI=1S/C15H16Br2O5/c1-8-14(17)9-7-12(19)22-15(5-4-11(18)21-15)13(9)10(20-8)3-2-6-16/h3-6,8-10,12-14,19H,7H2,1H3/t2-,8-,9+,10+,12+,13-,14-,15+/m0/s1
SMILES (Click to copy)
[C@H]1(Br)[C@H](C)O[C@]([H])(C=[C@@]=C(Br)[H])[C@@]2([H])[C@@]3(C=CC(=O)O3)O[C@@H](O)C[C@@]12[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Laurencia obtusa (#137763)
Florideophyceae (#2806)
Vagiallene, a Rearranged C15 Acetogenin from Laurencia obtusa.,
Org Lett, 2019
Pubmed ID: 31001981

Other Databases

PubChem CID
171121510

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 3
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 302.93
Topological Polar Surface Area 71.20
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 3.81
Molar Refractivity 87.84

Admin

Created at
14th Dec 2020
Updated at
14th Dec 2020