Structure Database (LMSD)

Common Name
9-cis-Violaxanthin
Systematic Name
(9Z,3S,5R,6S,3'S,5'R,6'S)-5,6:5',6'-Diepoxy-tetrahydro-β,β-carotene-3,3'-diol
Synonyms
LM ID
LMPR01070284
Formula
C40H56O4
Exact Mass
Calculate m/z
600.41786
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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pittosporum tobira (#43073)
Magnoliopsida (#3398)
Structure of three new carotenoids with a 3-methoxy-5-keto-5,6-seco-4,6-cyclo-beta end group from the seeds of Pittosporum tobira.,
Chem Pharm Bull (Tokyo), 2001
Pubmed ID: 11515590

String Representations

InChiKey (Click to copy)
SZCBXWMUOPQSOX-NLNQYMAJSA-N
InChi (Click to copy)
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19-,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1
SMILES (Click to copy)
C(=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C)(\C)/C=C/[C@]12C(C)(C)C[C@H](O)C[C@]1(O2)C

Other Databases

KEGG ID
C13433
CHEBI ID
35305
PubChem CID
5282218
Carotenoid ID
CA00976

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 662.52
Topological Polar Surface Area 65.52
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.69
Molar Refractivity 186.29

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Created at
-
Updated at
22nd Mar 2024