Structure Database (LMSD)

Common Name
3'-Dehydrouriolide
Systematic Name
(3S,5R,6S,6'R)-5,6-Epoxy-3-hydroxy-3'-oxo-5,6,7',8'-tetrahydro-β,ε-caroten-19',11'-olide
Synonyms
LM ID
LMPR01070959
Formula
C40H52O5
Exact Mass
Calculate m/z
612.381475
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
Bathycoccus prasinos (#41875)
Mamiellophyceae (#1035538)
Additional carotenoid prototype representatives and a general chemosystematic evaluation of carotenoids in prasinophyceae (chlorophyta),
Phytochemistry, 1997

String Representations

InChiKey (Click to copy)
NGKSEVYOCARGLQ-KFNUOSPMSA-N
InChi (Click to copy)
InChI=1S/C40H52O5/c1-27(15-12-16-28(2)19-20-40-38(7,8)25-33(42)26-39(40,9)45-40)13-10-11-14-29(3)21-34-23-31(36(43)44-34)17-18-35-30(4)22-32(41)24-37(35,5)6/h10-16,19-23,33,35,42H,17-18,24-26H2,1-9H3/b11-10+,15-12+,20-19+,27-13+,28-16+,29-14+,34-21-/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(=O)CC2(C)C)=C\1

Other Databases

PubChem CID
21773683
Carotenoid ID
CA00672

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 4
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 666.03
Topological Polar Surface Area 78.20
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 9.77
Molar Refractivity 183.61

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