Structure Database (LMSD)

HO O O O O O
Common Name
Pyrrhoxanthin
Systematic Name
(3S,5R,6S,3'R)-5,6-Epoxy-3'-ethanoyloxy-3-hydroxy-7',8'-didehydro-5,6-dihydro-12',13',20'-trinor-β,β-caroten-19,11-olide
Synonyms
LM ID
LMPR01070008
Formula
C39H48O6
Exact Mass
Calculate m/z
612.34509
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
YDSRGWPRPWTZCK-CHOIYNEVSA-N
InChi (Click to copy)
InChI=1S/C39H48O6/c1-26(16-17-34-28(3)21-33(43-29(4)40)25-36(34,5)6)14-12-10-11-13-15-27(2)20-32-22-30(35(42)44-32)18-19-39-37(7,8)23-31(41)24-38(39,9)45-39/h10-15,18-20,22,31,33,41H,21,23-25H2,1-9H3/b12-10+,13-11+,19-18+,26-14+,27-15+,32-20-/t31-,33+,38+,39-/m0/s1
SMILES (Click to copy)
C1(=C(C)C[C@@H](OC(C)=O)CC1(C)C)C#C/C(=C/C=C/C=C/C=C(\C)/C=C1\OC(=O)C(C=C[C@@]23O[C@]2(C)C[C@@H](O)CC3(C)C)=C\1)/C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Barrufeta resplendens (#1760868)
Dinophyceae (#2864)
Carotenoids of the Dinophyceae,
Phytochemistry, 1974

Other Databases

CHEBI ID
166690
LIPIDBANK ID
VCA0006
PubChem CID
16061186
Carotenoid ID
CA00578

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 4
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 654.88
Topological Polar Surface Area 87.43
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 8.84
Molar Refractivity 179.53

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Created at
-
Updated at
22nd Mar 2024