Structure Database (LMSD)

Common Name
meso-Astaxanthin
Systematic Name
(3R,3'S)-3,3'-Dihydroxy-β,β-carotene-4,4'-dione
Synonyms
  • (3S,3'R)-Astaxanthin
LM ID
LMPR01070020
Formula
C40H52O4
Exact Mass
Calculate m/z
596.38656
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
MQZIGYBFDRPAKN-GNBIBNSWSA-N
InChi (Click to copy)
InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36+
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C)C(=O)[C@H](O)CC2(C)C)=C(C)C(=O)[C@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salmo salar (#8030)
Actinopteri (#186623)
Natural Occurrence of Enantiomeric and meso-Astaxanthin. 5. Ex wild salmon (Salmo salar and Oncorhynchus),
Helv Chim Acta, 1981
Homarus gammarus (#6707)
Malacostraca (#6681)
Natural Occurrence of Enantiomeric and meso-Astaxanthin 1. Ex Lobster Eggs (Homarus gammarus),
Helv Chim Acta, 1980

Other Databases

LIPIDBANK ID
VCA0018
PubChem CID
12358422
Carotenoid ID
CA00501

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 676.68
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 9.48
Molar Refractivity 185.98

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Created at
-
Updated at
27th Oct 2023