Structure Database (LMSD)

Common Name
Deepoxyuriolide
Systematic Name
(3R,3'R,6'R)-3,3'-Dihydroxy-7',8'-dihydro-β,ε-caroten-19',11'-olide
Synonyms
LM ID
LMPR01070958
Formula
C40H54O4
Exact Mass
Calculate m/z
598.40221
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

Biological Context

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Prasinococcus capsulatus (#156131)
Palmophyllophyceae (#2201463)
Additional carotenoid prototype representatives and a general chemosystematic evaluation of carotenoids in prasinophyceae (chlorophyta),
Phytochemistry, 1997

String Representations

InChiKey (Click to copy)
OIYDWWVQMPRJQY-IWEGAZGNSA-N
InChi (Click to copy)
InChI=1S/C40H54O4/c1-27(15-12-16-28(2)17-19-36-30(4)22-33(41)25-39(36,6)7)13-10-11-14-29(3)21-35-24-32(38(43)44-35)18-20-37-31(5)23-34(42)26-40(37,8)9/h10-17,19,21,23-24,33-34,37,41-42H,18,20,22,25-26H2,1-9H3/b11-10+,15-12+,19-17+,27-13+,28-16+,29-14+,35-21-/t33-,34+,37+/m1/s1
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C2\OC(=O)C(CC[C@H]3C(C)=C[C@H](O)CC3(C)C)=C\2)=C(C)C[C@H]1O

Other Databases

PubChem CID
21773682
Carotenoid ID
CA00671

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 669.60
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.06
Molar Refractivity 184.58

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