Structure Database (LMSD)

OH HO OH OH
Common Name
3,4,3',4'-Tetrahydroxypirardixanthin
Systematic Name
(3S,4R,5S,6S,3'S,4'R,5'S,6'S)-5,6,5',6'-Tetrahydro-β,β-carotene-3,4,3',4'-tetrol
Synonyms
LM ID
LMPR01070675
Formula
C40H60O4
Exact Mass
Calculate m/z
604.44916
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)
JRDOTPFGWVUYGC-GORTYUBDSA-N
InChi (Click to copy)
InChI=1S/C40H60O4/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/h11-24,31-38,41-44H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t31-,32-,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)[C@@H](O)CC2(C)C)[C@H](C)[C@@H](O)[C@H]1O

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

Other Databases

PubChem CID
10984899
Carotenoid ID
CA00354

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 687.24
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 9.51
Molar Refractivity 188.91

Admin

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