Structure Database (LMSD)

Common Name
Preprasinoxanthin
Systematic Name
(3S,5R,6S,3'R,6'R)-5,6-Epoxy-3,3'-dihydroxy-5,6,7,8-tetrahydro-β,ε-caroten-8-one
Synonyms
LM ID
LMPR01070201
Formula
C40H56O4
Exact Mass
Calculate m/z
600.41786
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]

References

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)
UDHCTKONQXLHKV-YRZLMHPLSA-N
InChi (Click to copy)
InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-35-32(5)23-33(41)24-37(35,6)7)15-11-12-16-29(2)19-14-20-31(4)36(43)27-40-38(8,9)25-34(42)26-39(40,10)44-40/h11-23,33-35,41-42H,24-27H2,1-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t33-,34-,35-,39+,40-/m0/s1
SMILES (Click to copy)
[C@]12(O[C@]1(C)C[C@@H](O)C[C@@]2(C)C)CC(=O)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]1C(C)=C[C@H](O)C[C@@]1(C)C

Other Databases

LIPIDBANK ID
VCA1119
PubChem CID
16061300
Carotenoid ID
CA00648

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 3
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 672.24
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.16
Molar Refractivity 186.15

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Created at
-
Updated at
22nd Mar 2024