Structure Database (LMSD)

Common Name
3,4,4'-Trihydroxypirardixanthin
Systematic Name
(3S,4R,5S,6S,4'S,5S',6'S)-5,6,5',6'-Tetrahydro-β,β-carotene-3,4,4'-triol
Synonyms
LM ID
LMPR01070660
Formula
C40H60O3
Exact Mass
Calculate m/z
588.454246
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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
Fusinus (#6487)
Gastropoda (#6448)
Structures of carotenoids with 5,6-dihydro-beta-end groups from the spindle shell Fusinus perplexus.,
J Nat Prod, 2001
Pubmed ID: 11575944

String Representations

InChiKey (Click to copy)
UKZNVYFIFVPGRZ-WCGTUELNSA-N
InChi (Click to copy)
InChI=1S/C40H60O3/c1-28(17-13-19-30(3)21-23-34-32(5)36(41)25-26-39(34,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-35-33(6)38(43)37(42)27-40(35,9)10/h11-24,32-38,41-43H,25-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t32-,33-,34-,35-,36-,37-,38+/m0/s1
SMILES (Click to copy)
C1C(C)(C)[C@@H](/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2[C@H](C)[C@@H](O)CCC2(C)C)[C@H](C)[C@@H](O)[C@H]1O

Other Databases

PubChem CID
11093141
Carotenoid ID
CA00343

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 678.45
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 10.25
Molar Refractivity 187.01

Admin

Created at
17th Nov 2021
Updated at
2nd Dec 2021