Structure Database (LMSD)

Common Name
Drophiobiolin A
Systematic Name
Synonyms
LM ID
LMPR0105050002
Formula
C24H38O3
Exact Mass
Calculate m/z
374.282095
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C25 isoprenoids (sesterterpenes) [PR0105]
Cheilanthane and ophiobolane sesterterpenoids [PR010505]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bipolaris gigantea (#2695822)
Dothideomycetes (#147541)
Drophiobiolins A and B, Bioactive Ophiobolan Sestertepenoids Produced by Dreschslera gigantea.,
J Nat Prod, 2020
Pubmed ID: 33074690

String Representations

InChiKey (Click to copy)
ZZSQHMZBHOUTPQ-AZJRAAIXSA-N
InChi (Click to copy)
InChI=1S/C24H38O3/c1-16-14-20(25)18-9-6-10-21-23(5,15-19(16)18)12-13-24(21,27)17(2)8-7-11-22(3,4)26/h6,9,14,17-19,21,26-27H,7-8,10-13,15H2,1-5H3/b9-6-/t17-,18-,19+,21+,23+,24-/m0/s1
SMILES (Click to copy)
[C@]1(CC[C@]2(C)C[C@]3([H])C(C)=CC(=O)[C@@]3([H])C=CC[C@@]12[H])([C@@H](C)CCCC(O)(C)C)O

Other Databases

PubChem CID
171120117

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 405.13
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.40
Molar Refractivity 110.24

Admin

Created at
23rd Oct 2020
Updated at
1st Feb 2021