Structure Database (LMSD)

Common Name
Anhydrouriolide
Systematic Name
(3S,5R,6S,6'S)-5,6-Epoxy-3-hydroxy-2',3'-didehydro-5,6,7',8'-tetrahydro-β,ε-caroten-19',11'-olide
Synonyms
LM ID
LMPR01070957
Formula
C40H52O4
Exact Mass
Calculate m/z
596.386561
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
Mantoniella squamata (#13608)
Mamiellophyceae (#1035538)
Additional carotenoid prototype representatives and a general chemosystematic evaluation of carotenoids in prasinophyceae (chlorophyta),
Phytochemistry, 1997

String Representations

InChiKey (Click to copy)
ZKTIVYXHMCZVOI-FUZVIZNDSA-N
InChi (Click to copy)
InChI=1S/C40H52O4/c1-28(16-12-17-29(2)21-23-40-38(7,8)26-33(41)27-39(40,9)44-40)14-10-11-15-30(3)24-34-25-32(36(42)43-34)19-20-35-31(4)18-13-22-37(35,5)6/h10-18,21-25,33,35,41H,19-20,26-27H2,1-9H3/b11-10+,16-12+,23-21+,28-14+,29-17+,30-15+,34-24-/t33-,35-,39+,40-/m0/s1
SMILES (Click to copy)
C1C(C)(C)[C@@]2(O[C@]2(C)C[C@H]1O)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C1\OC(=O)C(CC[C@H]2C(C)=CC=CC2(C)C)=C\1

Other Databases

PubChem CID
21773681
Carotenoid ID
CA00674

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 657.24
Topological Polar Surface Area 61.13
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.37
Molar Refractivity 183.13

Admin

Created at
17th Nov 2021
Updated at
6th Jan 2022