Structure Database (LMSD)

Common Name
Siphonaxanthin decenoate
Systematic Name
(3R,3'R,6'R)-19-(trans-Dec-2-enoyloxy)-3,3'-dihydroxy-7,8-dihydro-β,ε-caroten-8-one
Synonyms
LM ID
LMPR01070950
Formula
C50H72O5
Exact Mass
Calculate m/z
752.537975
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]

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)
XMQHQSCSYZPBNB-AIZNKAMTSA-N
InChi (Click to copy)
InChI=1S/C50H72O5/c1-11-12-13-14-15-16-17-28-48(54)55-36-42(47(53)33-46-41(6)32-44(52)35-50(46,9)10)27-21-26-38(3)23-19-18-22-37(2)24-20-25-39(4)29-30-45-40(5)31-43(51)34-49(45,7)8/h17-31,43-45,51-52H,11-16,32-36H2,1-10H3/b19-18+,24-20+,26-21+,28-17+,30-29+,37-22+,38-23+,39-25+,42-27+/t43-,44+,45-/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(CC(=O)/C(/COC(=O)/C=C/CCCCCCC)=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
163049345
Carotenoid ID
CA00664

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 2
Aromatic Rings
Rotatable Bonds 21
Van der Waals Molecular Volume 858.47
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 13.10
Molar Refractivity 233.90

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