Structure Database (LMSD)

Common Name
Chrysanthemaxanthin
Systematic Name
(3S,5R,8S,3'R,6'R)-5,8-Epoxy-5,8-dihydro-β,ε-carotene-3,3'-diol
Synonyms
LM ID
LMPR01070923
Formula
C40H56O3
Exact Mass
Calculate m/z
584.422945
Status
Active
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
Taraxacum officinale (#50225)
Magnoliopsida (#3398)
Über die Carotinoide Flavoxanthin und Chrysanthemaxanthin: 1H-NMR.-, 13C-NMR.- und Massen-Spektren und absolute Konfiguration. (Kritische Überprüfung veröffentlichter chemischer und physikalischer Daten),
Chim Helv Acta, 1978
Calendula officinalis (#41496)
Magnoliopsida (#3398)
Studies in carotenogenesis. 13. The carotenoids of the flower petals of Calendula officinalis.,
Biochem J, 1954
Pubmed ID: 13198857

String Representations

InChiKey (Click to copy)
JRHJXXLCNATYLS-SOOLLQOPSA-N
InChi (Click to copy)
InChI=1S/C40H56O3/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)25-38(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36-24-37-39(8,9)26-34(42)27-40(37,10)43-36/h11-24,33-36,41-42H,25-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,36-,40+/m0/s1
SMILES (Click to copy)
C1C(C)(C)C2=C[C@H](O[C@]2(C)C[C@H]1O)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]1C(C)=C[C@H](O)CC1(C)C

Other Databases

PubChem CID
21160900
Carotenoid ID
CA00630

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 3
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 663.45
Topological Polar Surface Area 51.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 10.76
Molar Refractivity 185.67

Admin

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