Structure Database (LMSD)

Common Name
Gemmacolide C
Systematic Name
Synonyms
LM ID
LMPR0104230011
Formula
C28H37O12Cl
Exact Mass
Calculate m/z
600.197358
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Briarane diterpenoids [PR010423]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Junceella (#86560)
Anthozoa (#6101)
New chlorinated diterpenes from the gorgonian Junceella gemmacea,
Tetrahedron, 1991

String Representations

InChiKey (Click to copy)
MDILJZNWKHVGLR-CCCDGKERSA-N
InChi (Click to copy)
InChI=1S/C28H37ClO12/c1-12-8-9-18(37-14(3)30)26(7)19(38-15(4)31)10-20(39-16(5)32)27(11-36-27)22(26)24(40-17(6)33)28(35)13(2)25(34)41-23(28)21(12)29/h13,18-24,35H,1,8-11H2,2-7H3/t13-,18-,19-,20+,21-,22+,23-,24-,26-,27+,28-/m0/s1
SMILES (Click to copy)
C1[C@H](OC(=O)C)[C@@]2(C)[C@@]([H])([C@H](OC(C)=O)[C@]3(O)[C@@H](C)C(=O)O[C@H]3[C@@H](Cl)C(=C)CC[C@@H]2OC(=O)C)[C@]2(OC2)[C@@H]1OC(=O)C

Other Databases

PubChem CID
21607197

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 548.37
Topological Polar Surface Area 166.33
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 12
logP 4.33
Molar Refractivity 143.71

Admin

Created at
3rd Sep 2024
Updated at
9th Sep 2024