Structure Database (LMSD)

Common Name
(8'R)-Lactochrome
Systematic Name
(3S,5R,6R,3'S,5'R,8'R)-5',8'-Epoxy-5,6,5',8'-tetrahydro-β,β-carotene-3,5,6,3'-tetrol
Synonyms
LM ID
LMPR01070742
Formula
C40H58O5
Exact Mass
Calculate m/z
618.428425
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
Rosa foetida (#74629)
Magnoliopsida (#3398)
Eine Neuuntersuchung der Carotinoide aus Rosa foetida: Struktur von 12 neuen Carotinoiden; stereoisomere Luteoxanthine, Auroxanthine, Latoxanthine und Latochrome,
Helv Chim Acta, 1984

String Representations

InChiKey (Click to copy)
WWUKNXCHIOGECP-WUGUVYSPSA-N
InChi (Click to copy)
InChI=1S/C40H58O5/c1-28(17-13-18-30(3)21-22-40(44)37(7,8)25-33(42)27-39(40,10)43)15-11-12-16-29(2)19-14-20-31(4)34-23-35-36(5,6)24-32(41)26-38(35,9)45-34/h11-23,32-34,41-44H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t32-,33-,34+,38+,39+,40+/m0/s1
SMILES (Click to copy)
C1C(C)(C)[C@](O)(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/[C@@H]2O[C@@]3(C)C(C(C)(C)C[C@H](O)C3)=C2)[C@@](O)(C)C[C@H]1O

Other Databases

PubChem CID
162940032
Carotenoid ID
CA00446

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 3
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 683.67
Topological Polar Surface Area 92.22
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 9.64
Molar Refractivity 189.64

Admin

Created at
17th Nov 2021
Updated at
10th Dec 2021