Structure Database (LMSD)

Common Name
2-Keto-alpha-carotene
Systematic Name
β,ε-Caroten-2-one
Synonyms
LM ID
LMPR01070929
Formula
C40H54O
Exact Mass
Calculate m/z
550.417465
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

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Extatosoma tiaratum (#7024)
Insecta (#50557)
Carotenoids in the Stick Insect, Ectatosoma tiaratum Isolation of β,Ɛ-Caroten-2-ol and β,Ɛ-Caroten-2-one,
Zeitschrift für Naturforschung C, 1981

String Representations

InChiKey (Click to copy)
DRILQCFARFNRTI-VTSYBOBWSA-N
InChi (Click to copy)
InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-26-36-34(5)22-15-29-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-27-37-35(6)25-28-38(41)40(37,9)10/h11-14,16-24,26-27,36H,15,25,28-29H2,1-10H3/b12-11+,18-13+,19-14+,26-23+,27-24+,30-16+,31-17+,32-20+,33-21+
SMILES (Click to copy)
C1(=O)C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2C(C)=CCCC2(C)C)=C(C)CC1

Other Databases

PubChem CID
14523225
Carotenoid ID
CA00634

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 652.95
Topological Polar Surface Area 17.07
Hydrogen Bond Donors
Hydrogen Bond Acceptors 1
logP 11.64
Molar Refractivity 181.71

Admin

Created at
17th Nov 2021
Updated at
5th Jan 2022