Structure Database (LMSD)

Common Name
Dihydroprasinoxanthin epoxide
Systematic Name
(3S,6R,3'R,4'S,5'R,6'R)-4',5'-Epoxy-3,6,3'-trihydroxy-7,8,4',5',7',8'-hexahydro-γ,ε-caroten-8-one
Synonyms
LM ID
LMPR01070982
Formula
C40H58O5
Exact Mass
Calculate m/z
618.428425
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
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)
TZIQGXRIFCNVHM-OWAUYRPESA-N
InChi (Click to copy)
InChI=1S/C40H58O5/c1-27(17-13-18-29(3)21-22-35-37(6,7)25-34(43)36-39(35,10)45-36)15-11-12-16-28(2)19-14-20-30(4)33(42)26-40(44)31(5)23-32(41)24-38(40,8)9/h11-20,32,34-36,41,43-44H,5,21-26H2,1-4,6-10H3/b12-11+,17-13+,19-14+,27-15+,28-16+,29-18+,30-20+/t32-,34-,35-,36+,39-,40+/m1/s1
SMILES (Click to copy)
C1C(C)(C)[C@](O)(CC(=O)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/CC[C@H]2[C@]3(O[C@H]3[C@H](O)CC2(C)C)C)C(=C)C[C@H]1O

Other Databases

PubChem CID
162912094
Carotenoid ID
CA00702

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 3
Aromatic Rings
Rotatable Bonds 12
Van der Waals Molecular Volume 683.67
Topological Polar Surface Area 90.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 9.64
Molar Refractivity 188.15

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Created at
17th Nov 2021
Updated at
10th Jan 2022