Structure Database (LMSD)

Common Name
Siphonaxanthin octenoate
Systematic Name
(3R,3'R,6'R)-19-(trans-Oct-2-enoyloxy)-3,3'-dihydroxy-7,8-dihydro-β,ε-caroten-8-one
Synonyms
LM ID
LMPR01070949
Formula
C48H68O5
Exact Mass
Calculate m/z
724.506675
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

Biological Context

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pyramimonas parkeae (#36894)
Pyramimonadophyceae (#2704063)
A Novel Carotenoid Ester, Loroxanthin Dodecenoate, from Pyramimonas parkeae (Prasinophyceae) and a Chlorarachniophycean Alga,
Plant Cell Physiol, 1992

String Representations

InChiKey (Click to copy)
DBTVWXCYDOGLIW-VPSZULFQSA-N
InChi (Click to copy)
InChI=1S/C48H68O5/c1-11-12-13-14-15-26-46(52)53-34-40(45(51)31-44-39(6)30-42(50)33-48(44,9)10)25-19-24-36(3)21-17-16-20-35(2)22-18-23-37(4)27-28-43-38(5)29-41(49)32-47(43,7)8/h15-29,41-43,49-50H,11-14,30-34H2,1-10H3/b17-16+,22-18+,24-19+,26-15+,28-27+,35-20+,36-21+,37-23+,40-25+/t41-,42+,43-/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(CC(=O)/C(/COC(=O)/C=C/CCCCC)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2C(C)=C[C@H](O)CC2(C)C)=C(C)C[C@H]1O

Other Databases

PubChem CID
163057414
Carotenoid ID
CA00663

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 2
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 823.87
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 12.32
Molar Refractivity 224.67

Admin

Created at
17th Nov 2021
Updated at
5th Jan 2022