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Entry
CA00589                                                            

Classification
Carotenoid Name
Crocoxanthin
IUPAC name (3R,6'R)-7,8-Didehydro-beta,epsilon-caroten-3-ol
Formula
C40H54O
Molecular Weight 
550.832 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8
Number of
conjugated multiple bonds 
10
Isomers 
InChI
InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-23,25,36-37,41H,15,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,30-16+,31-17+,32-20+,33-21+/t36-,37+/m1/s1
InChIKey
UNFSUWGHNYXWHO-SEHWBYMQSA-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=C/[C@H]1C(=CCCC1(C)C)C)\C)\C)/C)/C)C
XLogP
13.068
Hydrogen Bond donors
(Lipinski's definition)
1
Hydrogen Bond Acceptors
(Lipinski's definition)
1
LipinskiFailures
1
Complexity of molecule
0.316
Number of heavy atoms
41
TPSA
(Topological Polar Surface Area) 
20.230 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
Corbicula japonica (Ref.221) - Shellfish: bivalve
Corbicula sandai (Ref.221) - Shellfish: bivalve
Corbicula clam (Ref.221) - Shellfish: bivalve
Microciona prolifera (Ref.372) - Sea sponge
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.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.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".
  • CAS
    21284-10-6
    Links to other DB
    KNApSAcK: C00022836
    MassBank: CA000036, CA000046

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