Structure Database (LMSD)

Common Name
5',8'-Epoxy-3'-hydroxy-3-methoxy-4,5-didehydro-5',8'-dihydro-4,6-cyclo-5,6-seco-beta,beta-caroten-5-one
Systematic Name
5',8'-Epoxy-3'-hydroxy-3-methoxy-4,5-didehydro-5',8'-dihydro-4,6-cyclo-5,6-seco-β,β-caroten-5-one
Synonyms
LM ID
LMPR01070886
Formula
C41H56O4
Exact Mass
Calculate m/z
612.41786
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

Comments
Imported from http://carotenoiddb.jp/

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)
GAJFEAZNYLBZJM-HSSKSVRUSA-N
InChi (Click to copy)
InChI=1S/C41H56O4/c1-28(18-14-19-30(3)22-23-34-38(32(5)42)36(44-11)27-39(34,6)7)16-12-13-17-29(2)20-15-21-31(4)35-24-37-40(8,9)25-33(43)26-41(37,10)45-35/h12-24,33,36-37,43H,25-27H2,1-11H3/b13-12+,18-14+,20-15+,23-22+,28-16+,29-17+,30-19+,31-21+/t33-,36?,37?,41+/m0/s1
SMILES (Click to copy)
C(/C1=C(C(C)=O)C(OC)CC1(C)C)=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C1O[C@@]2(C)C(C(C)(C)C[C@H](O)C2)C=1

Other Databases

PubChem CID
163057364
Carotenoid ID
CA00586

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 3
Aromatic Rings
Rotatable Bonds 11
Van der Waals Molecular Volume 686.90
Topological Polar Surface Area 57.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.66
Molar Refractivity 190.11

Admin

Created at
17th Nov 2021
Updated at
20th Dec 2021