Structure Database (LMSD)

Common Name
Siphonaxanthin dodecenoate
Systematic Name
(3R,3'R,6'R)-19-(trans-Dodec-2-enoyloxy)-3,3'-dihydroxy-7,8-dihydro-β,ε-caroten-8-one
Synonyms
  • Siphonaxanthin ester
  • Siphonein
LM ID
LMPR01070159
Formula
C52H76O5
Exact Mass
Calculate m/z
780.569275
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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Chlamydomonas (#2034146)
Chlorophyceae (#3166)
A Yellow Marine Chiamydomonas: Morphology and Pigment Composition,
Plant Cell Physiol, 1992

String Representations

InChiKey (Click to copy)
UERRVASYDCUNEJ-SLVWFMFBSA-N
InChi (Click to copy)
InChI=1S/C52H76O5/c1-11-12-13-14-15-16-17-18-19-30-50(56)57-38-44(49(55)35-48-43(6)34-46(54)37-52(48,9)10)29-23-28-40(3)25-21-20-24-39(2)26-22-27-41(4)31-32-47-42(5)33-45(53)36-51(47,7)8/h19-33,45-47,53-54H,11-18,34-38H2,1-10H3/b21-20+,26-22+,28-23+,30-19+,32-31+,39-24+,40-25+,41-27+,44-29+/t45-,46+,47-/m0/s1
SMILES (Click to copy)
C1(CC(=O)/C(/COC(=O)/C=C/CCCCCCCCC)=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](O)CC1(C)C

Other Databases

CHEBI ID
188332
LIPIDBANK ID
VCA1077
PubChem CID
16061273
Carotenoid ID
CA00666

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 2
Aromatic Rings 0
Rotatable Bonds 23
Van der Waals Molecular Volume 893.07
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 13.88
Molar Refractivity 243.13

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Created at
-
Updated at
18th Jan 2022