Structure Database (LMSD)

O HO HO
Common Name
(2R,3S)-2,3-Dihydroxy-beta-carotene-4-one
Systematic Name
(2R,3S)-2,3-Dihydroxy-β,β-carotene-4-one
Synonyms
LM ID
LMPR01070794
Formula
C40H54O3
Exact Mass
Calculate m/z
582.407295
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)
ATZSDDALXBKOQD-ULDRBZCJSA-N
InChi (Click to copy)
InChI=1S/C40H54O3/c1-28(18-13-20-30(3)23-25-34-32(5)22-15-27-39(34,7)8)16-11-12-17-29(2)19-14-21-31(4)24-26-35-33(6)36(41)37(42)38(43)40(35,9)10/h11-14,16-21,23-26,37-38,42-43H,15,22,27H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,28-16+,29-17+,30-20+,31-21+/t37-,38+/m1/s1
SMILES (Click to copy)
[C@@H]1(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/C2=C(C)CCCC2(C)C)=C(C)C(=O)[C@H]1O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bradyrhizobium lupini (#136996)
Alphaproteobacteria (#28211)
Carotenoids of rhizobia. I. New carotenoids from Rhizobium lupini.,
Helv Chim Acta, 1977
Pubmed ID: 838596

Other Databases

PubChem CID
163063948
Carotenoid ID
CA01052

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 670.53
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 10.30
Molar Refractivity 185.59

Admin

Created at
17th Nov 2021
Updated at
14th Dec 2021