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Entry
CA00525                                                            

Classification
Carotenoid Name
Astaxanthin dirhamnoside
IUPAC name (3S,3'S)-3,3'-Di(alpha-D-rhamnosyloxy)-beta,beta-carotene-4,4'-dione
Formula
C50H68O14
Molecular Weight 
893.044 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13 including two ketones (13 in total)
Number of
conjugated multiple bonds 
13 including two ketones (13 in total)
Isomers 
InChI
InChI=1S/C50H68O14/c1-27(17-13-19-29(3)21-23-33-31(5)37(51)35(25-49(33,7)8)61-47-43(57)39(53)41(55)45(59)63-47)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(52)36(26-50(34,9)10)62-48-44(58)40(54)42(56)46(60)64-48/h11-24,35-36,39-48,53-60H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-/m0/s1
InChIKey
TYEKXYGJOYFKNF-VRABBIOMSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(=O)[C@H](CC1(C)C)O[C@H]1O[C@H](O)[C@H]([C@@H]([C@@H]1O)O)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)C(=O)[C@H](CC1(C)C)O[C@H]1O[C@H](O)[C@H]([C@@H]([C@@H]1O)O)O)\C
XLogP
6.896
Hydrogen Bond donors
(Lipinski's definition)
8
Hydrogen Bond Acceptors
(Lipinski's definition)
14
LipinskiFailures
4
Complexity of molecule
0.333
Number of heavy atoms
64
TPSA
(Topological Polar Surface Area) 
232.900 Å2
Source organisms
Sphingomonas astaxanthinifaciens (Ref.158) - Alphaproteobacteria: radio-tolerant bacterium
References
  • Ref.158 : Asker D, Amano S, Morita K, Tamura K, Sakuda S, Kikuchi N, Furihata K, Matsufuji H, Beppu T, Ueda K., J Antibiot (Tokyo). 2009 Jul;62(7):397-9. doi: 10.1038/ja.2009.50. Epub 2009 Jun 2, "Astaxanthin dirhamnoside, a new astaxanthin derivative produced by a radio-tolerant bacterium, Sphingomonas astaxanthinifaciens.".
  • CAS
    1184301-65-2
    Links to other DB
    ProCarDB: C0253

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