Structure Database (LMSD)

Common Name
Gemmacolide B
Systematic Name
Synonyms
LM ID
LMPR0104230010
Formula
C33H45O14Cl
Exact Mass
Calculate m/z
700.249789
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
UXSLAFGVDURMPX-MDZCNNNFSA-N
InChi (Click to copy)
InChI=1S/C33H45ClO14/c1-14(2)12-22(39)47-24-27(44-18(6)36)31(9)21(43-17(5)35)11-10-15(3)23(34)26-33(41,16(4)30(40)48-26)29(46-20(8)38)25(31)32(13-42-32)28(24)45-19(7)37/h14,16,21,23-29,41H,3,10-13H2,1-2,4-9H3/t16-,21-,23-,24+,25+,26-,27-,28+,29-,31+,32-,33-/m0/s1
SMILES (Click to copy)
[C@@H]1(OC(CC(C)C)=O)[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
15060795

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 4
Aromatic Rings
Rotatable Bonds 12
Van der Waals Molecular Volume 649.81
Topological Polar Surface Area 192.63
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 14
logP 5.19
Molar Refractivity 168.94

Admin

Created at
3rd Sep 2024
Updated at
3rd Sep 2024