NP-MRD: Showing NP-Card for alpha-Cryptoxanthin (NP0048618)

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Record Information

Version

2.0

Created at

2022-03-17 20:59:20 UTC

Updated at

2022-03-17 20:59:20 UTC

NP-MRD ID

NP0048618

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alpha-Cryptoxanthin

Description

Alpha-Cryptoxanthin, also known as α-cryptoxanthin, belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. alpha-Cryptoxanthin is found in Bangia fuscopurpurea, Bonnemaisonia hamifera, Caltha palustris , Capsicum annuum L. , Ceramium rubrum, Citrus paradisi , Clarias fuscus , Coffea arabica , Coffea canephora , Daucus carota , Gigartina stellata, Nemalion helminthoides, Phodymenia palmata, Polysiphonia brodiaei, Polysiphonia urceolata, Silurus microdorsalis and Tropaeolum majus . Alpha-Cryptoxanthin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920302D          

 55 56  0  0  0  0            999 V2000
   -0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993    5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254    4.0699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1018    7.5532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 25 23  2  0  0  0  0
 26 24  2  0  0  0  0
 27 15  1  0  0  0  0
 30  1  1  0  0  0  0
 30 16  2  0  0  0  0
 30 18  1  0  0  0  0
 31  2  1  0  0  0  0
 31 17  2  0  0  0  0
 31 19  1  0  0  0  0
 32  3  1  0  0  0  0
 32 20  2  0  0  0  0
 32 23  1  0  0  0  0
 33  4  1  0  0  0  0
 33 21  2  0  0  0  0
 33 24  1  0  0  0  0
 34  5  1  0  0  0  0
 34 22  2  0  0  0  0
 35  6  1  0  0  0  0
 35 28  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 25  1  0  0  0  0
 37 34  1  0  0  0  0
 38 26  1  0  0  0  0
 38 35  2  0  0  0  0
 39  7  1  0  0  0  0
 39  8  1  0  0  0  0
 39 27  1  0  0  0  0
 39 37  1  0  0  0  0
 40  9  1  0  0  0  0
 40 10  1  0  0  0  0
 40 29  1  0  0  0  0
 40 38  1  0  0  0  0
 41 36  1  0  0  0  0
 42 11  1  0  0  0  0
 43 12  1  0  0  0  0
 44 13  1  0  0  0  0
 45 14  1  0  0  0  0
 46 16  1  0  0  0  0
 47 17  1  0  0  0  0
 48 18  1  0  0  0  0
 49 19  1  0  0  0  0
 50 20  1  0  0  0  0
 51 21  1  0  0  0  0
 52 23  1  0  0  0  0
 53 24  1  0  0  0  0
 54 25  1  0  0  0  0
 55 26  1  0  0  0  0
M  END


  Mrv1652305221920302D          

 55 56  0  0  0  0            999 V2000
   -0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993    5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5690    6.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7254    4.0699    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1018    7.5532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  2  0  0  0  0
 19 14  2  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 25 23  2  0  0  0  0
 26 24  2  0  0  0  0
 27 15  1  0  0  0  0
 30  1  1  0  0  0  0
 30 16  2  0  0  0  0
 30 18  1  0  0  0  0
 31  2  1  0  0  0  0
 31 17  2  0  0  0  0
 31 19  1  0  0  0  0
 32  3  1  0  0  0  0
 32 20  2  0  0  0  0
 32 23  1  0  0  0  0
 33  4  1  0  0  0  0
 33 21  2  0  0  0  0
 33 24  1  0  0  0  0
 34  5  1  0  0  0  0
 34 22  2  0  0  0  0
 35  6  1  0  0  0  0
 35 28  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 25  1  0  0  0  0
 37 34  1  0  0  0  0
 38 26  1  0  0  0  0
 38 35  2  0  0  0  0
 39  7  1  0  0  0  0
 39  8  1  0  0  0  0
 39 27  1  0  0  0  0
 39 37  1  0  0  0  0
 40  9  1  0  0  0  0
 40 10  1  0  0  0  0
 40 29  1  0  0  0  0
 40 38  1  0  0  0  0
 41 36  1  0  0  0  0
 42 11  1  0  0  0  0
 43 12  1  0  0  0  0
 44 13  1  0  0  0  0
 45 14  1  0  0  0  0
 46 16  1  0  0  0  0
 47 17  1  0  0  0  0
 48 18  1  0  0  0  0
 49 19  1  0  0  0  0
 50 20  1  0  0  0  0
 51 21  1  0  0  0  0
 52 23  1  0  0  0  0
 53 24  1  0  0  0  0
 54 25  1  0  0  0  0
 55 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048618

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(\C)C([H])=C([H])C1=C(C)CC(O)CC1(C)C)C([H])=C(C)C([H])=C([H])C(\[H])=C(\C)/C(/[H])=C(\[H])C1C(C)=CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O/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/h11-14,16-26,36-37,41H,15,27-29H2,1-10H3/b12-11-,18-13-,19-14+,25-23+,26-24+,30-16+,31-17+,32-20-,33-21-

> <INCHI_KEY>
NBZANZVJRKXVBH-QYIWYULDSA-N

> <FORMULA>
C40H56O

> <MOLECULAR_WEIGHT>
552.872

> <EXACT_MASS>
552.433116414

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
71.51783405258647

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9Z,11E,13Z,15Z,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

> <ALOGPS_LOGP>
9.19

> <JCHEM_LOGP>
9.781020397666666

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.907213404525137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.089784856860705

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
193.5479

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9Z,11E,13Z,15Z,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.000  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.325   5.800   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.345   5.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.519  10.513   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.529  12.227   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  13.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000  15.400   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  16.170   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  16.170   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.667  15.400   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.668   8.470   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -8.002  10.780   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.668   6.930   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0       1.334  13.090   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.334  16.170   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.001   8.470   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.335  13.860   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.334  14.630   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.334  17.710   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.667  12.320   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.001  17.710   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.000   9.240   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.668  17.710   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.221   7.597   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -9.523  14.099   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.334   3.850   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.335  12.320   0.000  0.00  0.00           H+0
CONECT    1   30                                                            
CONECT    2   31                                                            
CONECT    3   32                                                            
CONECT    4   33                                                            
CONECT    5   34                                                            
CONECT    6   35                                                            
CONECT    7   39                                                            
CONECT    8   39                                                            
CONECT    9   40                                                            
CONECT   10   40                                                            
CONECT   11   12   16   42                                                  
CONECT   12   11   17   43                                                  
CONECT   13   18   20   44                                                  
CONECT   14   19   21   45                                                  
CONECT   15   22   27                                                       
CONECT   16   11   30   46                                                  
CONECT   17   12   31   47                                                  
CONECT   18   13   30   48                                                  
CONECT   19   14   31   49                                                  
CONECT   20   13   32   50                                                  
CONECT   21   14   33   51                                                  
CONECT   22   15   34                                                       
CONECT   23   25   32   52                                                  
CONECT   24   26   33   53                                                  
CONECT   25   23   37   54                                                  
CONECT   26   24   38   55                                                  
CONECT   27   15   39                                                       
CONECT   28   35   36                                                       
CONECT   29   36   40                                                       
CONECT   30    1   16   18                                                  
CONECT   31    2   17   19                                                  
CONECT   32    3   20   23                                                  
CONECT   33    4   21   24                                                  
CONECT   34    5   22   37                                                  
CONECT   35    6   28   38                                                  
CONECT   36   28   29   41                                                  
CONECT   37   25   34   39                                                  
CONECT   38   26   35   40                                                  
CONECT   39    7    8   27   37                                             
CONECT   40    9   10   29   38                                             
CONECT   41   36                                                            
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   18                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   25                                                            
CONECT   55   26                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  112    0
END

View in JSmol

Synonyms

Value	Source
a-Cryptoxanthin	Generator
Α-cryptoxanthin	Generator

Chemical Formula

C₄₀H₅₆O

Average Mass

552.8720 Da

Monoisotopic Mass

552.43312 Da

IUPAC Name

3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9Z,11E,13Z,15Z,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

Traditional Name

3,5,5-trimethyl-4-[(1E,3Z,5E,7E,9Z,11E,13Z,15Z,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-2-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol

CAS Registry Number

24480-38-4

SMILES

[H]\C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(\C)C([H])=C([H])C1=C(C)CC(O)CC1(C)C)C([H])=C(C)C([H])=C([H])C(\[H])=C(\C)/C(/[H])=C(\[H])C1C(C)=CCCC1(C)C

InChI Identifier

InChI=1S/C40H56O/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/h11-14,16-26,36-37,41H,15,27-29H2,1-10H3/b12-11-,18-13-,19-14+,25-23+,26-24+,30-16+,31-17+,32-20-,33-21-

InChI Key

NBZANZVJRKXVBH-QYIWYULDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bangia fuscopurpurea	-	KNApSAcK
Bonnemaisonia hamifera	-	KNApSAcK
Caltha palustris	Plant	KNApSAcK
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum L.	Plant	KNApSAcK
Capsicum annuum var. annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ceramium rubrum	Plant	KNApSAcK
Citrus paradisi	Plant	KNApSAcK
Clarias fuscus	Animalia	KNApSAcK
Coffea arabica L.	Plant	KNApSAcK
Coffea canephora	Plant	KNApSAcK
Daucus carota	Plant	KNApSAcK
Ficus carica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gigartina stellata	-	KNApSAcK
Medicago sativa	FooDB	KNAPSACK
Momordica charantia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Nemalion helminthoides	-	KNApSAcK
Persea americana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phodymenia palmata	-	KNApSAcK
Polysiphonia brodiaei	--	KNApSAcK
Polysiphonia urceolata	--	KNApSAcK
Prunus armeniaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Silurus microdorsalis	Animalia	KNApSAcK
Solanum lycopersicum	FooDB	USDA
Solanum lycopersicum var. lycopersicum	FooDB	USDA
Tropaeolum majus	Plant	KNApSAcK
Zea mays L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	9.19	ALOGPS
logP	9.78	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.55 m³·mol⁻¹	ChemAxon
Polarizability	71.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015827

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for alpha-Cryptoxanthin (NP0048618)

MOL for NP0048618 (alpha-Cryptoxanthin)

3D MOL for NP0048618 (alpha-Cryptoxanthin)

3D SDF for NP0048618 (alpha-Cryptoxanthin)

3D-SDF for NP0048618 (alpha-Cryptoxanthin)

PDB for NP0048618 (alpha-Cryptoxanthin)

3D PDB for NP0048618 (alpha-Cryptoxanthin)

SMILES for NP0048618 (alpha-Cryptoxanthin)

INCHI for NP0048618 (alpha-Cryptoxanthin)

Structure for NP0048618 (alpha-Cryptoxanthin)

3D Structure for NP0048618 (alpha-Cryptoxanthin)