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Entry
CA00323                                                            

Classification
Carotenoid Name
Alloxanthin;
Cynthiaxanthin;
Pectenoxanthin;
all-trans-Alloxanthin;
Cryptomonaxanthin;
Allobetaxanthin
IUPAC name (3R,3'R)-7,8,7',8'-Tetradehydro-beta,beta-carotene-3,3'-diol
Formula
C40H52O2
Molecular Weight 
564.816 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
7
Number of
conjugated multiple bonds 
11
Isomers 
InChI
InChI=1S/C40H52O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-20,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1
InChIKey
DVICWXUADSCSLL-DDEWRDOISA-N
Canonical SMILES
O[C@@H]1CC(=C(C(C1)(C)C)C#C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C#CC1=C(C)C[C@H](CC1(C)C)O)\C)\C)/C)/C)C
XLogP
10.496
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
2
LipinskiFailures
1
Complexity of molecule
0.319
Number of heavy atoms
42
TPSA
(Topological Polar Surface Area) 
40.460 Å2
Source organisms
Rhodomonas D3 (Ref.26) - Alga: Cryptomonad
Chroomonas salina (Ref.26) - Alga: Cryptomonad
Cryptomonas sp. (Ref.26) - Alga: Cryptomonad
Cryptomonas ovata (Ref.26) - Alga: Cryptomonad
Hemiselmis virescens (Ref.26) - Alga: Cryptomonad
Gelliodes callista (Ref.253) - Sea sponge
Corbicula japonica (Ref.221) - Shellfish: bivalve
Corbicula sandai (Ref.221) - Shellfish: bivalve
Corbicula clam (Ref.221) - Shellfish: bivalve
Carassius auratus (Ref.365) - Bony fish: gold fish
Microciona prolifera (Ref.372) - Sea sponge
Fusinus perplexus (Ref.442) - Shellfish: univalve shell
Clione limacina (Ref.635) - gastropods
Paedoclione doliiformis (Ref.635) - gastropods
Limacina helicina (Ref.635) - gastropods
References
  • Ref.26 : F. C. Pennington, F. T. Haxo, G. Borch, and Liaaen-Jensen, Biochemical Systematics and Ecology, Vol. 13, No. 3, pp. 215-219, 1985 "Carotenoids of Cryptophyceae".
  • Ref.253 : Tanaka, Yoshito; Inoue, Tsuyoshi, Nippon Suisan Gakkaishi (1987), 53(7), 1271-3., "new aldehydic carotenoid gelliodesxanthin from sea sponge Gelliodes callista".
  • Ref.221 : Maoka, Takashi; Fujiwara, Yasuhiro; Hashimoto, Keiji; Akimoto, Naoshige, Journal of Agricultural and Food Chemistry (2005), 53(21), 8357-8364. "Carotenoids in Three Species of Corbicula Clams, Corbicula japonica, Corbicula sandai, and Corbicula sp. (Chinese Freshwater Corbicula Clam)".
  • Ref.365 : Masahiro Ohkubo, Miyuki Tsushima, Takashi Maoka, Takao Matsuno, Comparative Biochemistry and Physiology Part B: Biochemistry and Molecular Biology, Volume 124, Issue 3, November 1999, Pages 333–340, "Carotenoids and their metabolism in the goldfish Carassius auratus (Hibuna)".
  • Ref.372 : Litchfield, Carter; Liaaen-Jensen, Synnoeve, Comparative Biochemistry and Physiology, Part B:  Biochemistry & Molecular Biology (1980), 66B(3), 359-65., "Animal carotenoids.  Part 23.  Carotenoids of the marine sponge, Microciona prolifera".
  • Ref.442 : Kiyoshi Katagiri, Takashi Maoka, Takao Matsuno, COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY. B, COMPARATIVE BIOCHEMISTRY, 84(4):473-476 · JANUARY 1986, "Carotenoids of shell fishes-VIII. Comparative biochemical studies of carotenoids in three species of spindleshell, Fusinus perplexus, F.p. ferrugineus and F. forceps".
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  • CAS
    28380-31-6
    Links to other DB
    KNApSAcK: C00022862
    LipidBank: VCA0051
    MassBank: CA000002

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