NP-MRD: Showing NP-Card for beta-Carotene 5,6-epoxide (NP0045613)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:32:46 UTC

Updated at

2022-03-17 19:32:46 UTC

NP-MRD ID

NP0045613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

beta-Carotene 5,6-epoxide

Description

5281231 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. Thus, 5281231 is considered to be an isoprenoid lipid molecule. An epoxycarotenoid of beta-carotene. 5281231 Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 5281231 has been detected, but not quantified in, several different foods, such as apples, malus (crab apple), mango, papaya, and sweet oranges. beta-Carotene 5,6-epoxide is found in Capsicum annuum , Cyphomandra betacea , Forsythia spp., Malus spp. , Medicago spp. and Tussilago farfara . beta-Carotene 5,6-epoxide was first documented in 2009 (PMID: 21491816). This could make 5281231 a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310071714272D          

 55 57  0  0  0  0            999 V2000
    2.2539   10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   13.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   13.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   15.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   14.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   11.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   15.9394    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
    1.0164    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   15.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   13.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   13.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   15.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   13.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   14.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   14.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   15.2249    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    8.7947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    8.0802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   11.6526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    9.5092    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    7.3658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   10.9381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   12.3671    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    4.5079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863   14.0925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   13.0815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587    3.4637    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 25 24  2  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 16  1  0  0  0  0
 30 26  2  0  0  0  0
 31  1  1  0  0  0  0
 31 17  2  0  0  0  0
 31 19  1  0  0  0  0
 32  2  1  0  0  0  0
 32 18  2  0  0  0  0
 32 20  1  0  0  0  0
 33  3  1  0  0  0  0
 33 21  2  0  0  0  0
 33 24  1  0  0  0  0
 34  4  1  0  0  0  0
 34 22  2  0  0  0  0
 34 26  1  0  0  0  0
 35  5  1  0  0  0  0
 35 23  1  0  0  0  0
 36 25  1  0  0  0  0
 36 35  2  0  0  0  0
 37  6  1  0  0  0  0
 37  7  1  0  0  0  0
 37 27  1  0  0  0  0
 37 36  1  0  0  0  0
 38  8  1  0  0  0  0
 38  9  1  0  0  0  0
 38 28  1  0  0  0  0
 39 10  1  0  0  0  0
 39 29  1  0  0  0  0
 40 30  1  0  0  0  0
 40 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 39  1  0  0  0  0
 41 40  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 17  1  0  0  0  0
 47 18  1  0  0  0  0
 48 19  1  0  0  0  0
 49 20  1  0  0  0  0
 50 21  1  0  0  0  0
 51 22  1  0  0  0  0
 52 24  1  0  0  0  0
 53 25  1  0  0  0  0
 54 26  1  0  0  0  0
 55 30  1  0  0  0  0
M  END


  Mrv1652310071714272D          

 55 57  0  0  0  0            999 V2000
    2.2539   10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   13.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   13.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   15.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8234   14.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   11.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   15.9394    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
    1.0164    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   10.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   12.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   15.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   13.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   13.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   15.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   13.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461   14.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   14.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   15.2249    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    8.7947    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    8.0802    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   11.6526    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    5.2224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    9.5092    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    7.3658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   10.9381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    5.9368    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   12.3671    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    4.5079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863   14.0925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   13.0815    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587    3.4637    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 25 24  2  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 16  1  0  0  0  0
 30 26  2  0  0  0  0
 31  1  1  0  0  0  0
 31 17  2  0  0  0  0
 31 19  1  0  0  0  0
 32  2  1  0  0  0  0
 32 18  2  0  0  0  0
 32 20  1  0  0  0  0
 33  3  1  0  0  0  0
 33 21  2  0  0  0  0
 33 24  1  0  0  0  0
 34  4  1  0  0  0  0
 34 22  2  0  0  0  0
 34 26  1  0  0  0  0
 35  5  1  0  0  0  0
 35 23  1  0  0  0  0
 36 25  1  0  0  0  0
 36 35  2  0  0  0  0
 37  6  1  0  0  0  0
 37  7  1  0  0  0  0
 37 27  1  0  0  0  0
 37 36  1  0  0  0  0
 38  8  1  0  0  0  0
 38  9  1  0  0  0  0
 38 28  1  0  0  0  0
 39 10  1  0  0  0  0
 39 29  1  0  0  0  0
 40 30  1  0  0  0  0
 40 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 39  1  0  0  0  0
 41 40  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 17  1  0  0  0  0
 47 18  1  0  0  0  0
 48 19  1  0  0  0  0
 49 20  1  0  0  0  0
 50 21  1  0  0  0  0
 51 22  1  0  0  0  0
 52 24  1  0  0  0  0
 53 25  1  0  0  0  0
 54 26  1  0  0  0  0
 55 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045613

> <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])C12OC1(C)CCCC2(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CCCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O/c1-31(19-13-21-33(3)24-25-36-35(5)23-15-27-37(36,6)7)17-11-12-18-32(2)20-14-22-34(4)26-30-40-38(8,9)28-16-29-39(40,10)41-40/h11-14,17-22,24-26,30H,15-16,23,27-29H2,1-10H3/b12-11+,19-13+,20-14+,25-24+,30-26+,31-17+,32-18+,33-21+,34-22+

> <INCHI_KEY>
RVCRIPILOFSMFG-WWSVUWEKSA-N

> <FORMULA>
C40H56O

> <MOLECULAR_WEIGHT>
552.887

> <EXACT_MASS>
552.433116423

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
72.35805348109082

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-7-oxabicyclo[4.1.0]heptane

> <ALOGPS_LOGP>
9.83

> <JCHEM_LOGP>
10.650283638333335

> <ALOGPS_LOGS>
-6.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2822405371219325

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
190.34350000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.46e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-carotene 5,6-epoxide

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-OCT-17         0                                  
HETATM    1  C   UNK     0       4.207  19.084   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.357  12.416   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207  24.419   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.357   7.081   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.723  25.753   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.537  29.410   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.537  27.430   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.991   5.030   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.011   5.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.897   0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  16.417   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.897  15.083   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  21.752   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.897   9.748   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.953  29.754   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.897  17.750   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  13.749   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.897  20.418   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  11.082   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.897  23.085   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   8.415   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.723  28.420   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.897  25.753   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.357  25.753   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667   5.747   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.413  29.754   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.897   4.414   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  19.084   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.897  12.416   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.667  24.419   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.897   7.081   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.953  27.086   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.413  27.086   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.357  28.420   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0       4.207  16.417   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.357  15.083   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.207  21.752   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.357   9.748   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.357  17.750   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.207  13.749   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.357  20.418   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.207  11.082   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.357  23.085   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       4.207   8.415   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.334  26.306   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.413  24.419   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.030   6.466   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.357   4.414   0.000  0.00  0.00           H+0
CONECT    1   31                                                            
CONECT    2   32                                                            
CONECT    3   33                                                            
CONECT    4   34                                                            
CONECT    5   35                                                            
CONECT    6   37                                                            
CONECT    7   37                                                            
CONECT    8   38                                                            
CONECT    9   38                                                            
CONECT   10   39                                                            
CONECT   11   12   17   42                                                  
CONECT   12   11   18   43                                                  
CONECT   13   19   21   44                                                  
CONECT   14   20   22   45                                                  
CONECT   15   23   27                                                       
CONECT   16   28   29                                                       
CONECT   17   11   31   46                                                  
CONECT   18   12   32   47                                                  
CONECT   19   13   31   48                                                  
CONECT   20   14   32   49                                                  
CONECT   21   13   33   50                                                  
CONECT   22   14   34   51                                                  
CONECT   23   15   35                                                       
CONECT   24   25   33   52                                                  
CONECT   25   24   36   53                                                  
CONECT   26   30   34   54                                                  
CONECT   27   15   37                                                       
CONECT   28   16   38                                                       
CONECT   29   16   39                                                       
CONECT   30   26   40   55                                                  
CONECT   31    1   17   19                                                  
CONECT   32    2   18   20                                                  
CONECT   33    3   21   24                                                  
CONECT   34    4   22   26                                                  
CONECT   35    5   23   36                                                  
CONECT   36   25   35   37                                                  
CONECT   37    6    7   27   36                                             
CONECT   38    8    9   28   40                                             
CONECT   39   10   29   40   41                                             
CONECT   40   30   38   39   41                                             
CONECT   41   39   40                                                       
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
CONECT   46   17                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   30                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

View in JSmol

Synonyms

Value	Source
5,6-Epoxy-beta,beta-carotene	ChEBI
5,6-Epoxy-b,b-carotene	Generator
5,6-Epoxy-β,β-carotene	Generator
b-Carotene 5,6-epoxide	Generator
β-carotene 5,6-epoxide	Generator

Chemical Formula

C₄₀H₅₆O

Average Mass

552.8870 Da

Monoisotopic Mass

552.43312 Da

IUPAC Name

2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-7-oxabicyclo[4.1.0]heptane

Traditional Name

β-carotene 5,6-epoxide

CAS Registry Number

1923-89-3

SMILES

[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C12OC1(C)CCCC2(C)C)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)CCCC1(C)C

InChI Identifier

InChI=1S/C40H56O/c1-31(19-13-21-33(3)24-25-36-35(5)23-15-27-37(36,6)7)17-11-12-18-32(2)20-14-22-34(4)26-30-40-38(8,9)28-16-29-39(40,10)41-40/h11-14,17-22,24-26,30H,15-16,23,27-29H2,1-10H3/b12-11+,19-13+,20-14+,25-24+,30-26+,31-17+,32-18+,33-21+,34-22+

InChI Key

RVCRIPILOFSMFG-WWSVUWEKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Capsicum annuum	Plant	KNApSAcK
Carica papaya L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	KNAPSACK
Cyphomandra betacea	Plant	KNApSAcK
Forsythia spp.	Plant	KNApSAcK
Malus	FooDB	KNAPSACK
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Malus spp.	Plant	KNApSAcK
Mangifera indica	FooDB	KNAPSACK
Medicago spp.	Plant	KNApSAcK
Tussilago farfara	Plant	KNApSAcK

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
Oxepane
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

epoxycarotenoid (CHEBI:27793 )
C40 isoprenoids (tetraterpenes) (C08587 )
Carotenoids (C08587 )
C40 isoprenoids (tetraterpenes) (LMPR01070267 )

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	9.83	ALOGPS
logP	10.65	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	190.34 m³·mol⁻¹	ChemAxon
Polarizability	72.36 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0160345

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001533

KNApSAcK ID

C00003767

Chemspider ID

Not Available

KEGG Compound ID

C08587

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281231

PDB ID

Not Available

ChEBI ID

27793

Good Scents ID

Not Available

References

General References

Toiu A, Muntean E, Oniga I, Vostinaru O, Tamas M: Pharmacognostic research on Viola tricolor L. (Violaceae). Rev Med Chir Soc Med Nat Iasi. 2009 Jan-Mar;113(1):264-7. [PubMed:21491816 ]

Showing NP-Card for beta-Carotene 5,6-epoxide (NP0045613)

MOL for NP0045613 (beta-Carotene 5,6-epoxide)

3D MOL for NP0045613 (beta-Carotene 5,6-epoxide)

3D SDF for NP0045613 (beta-Carotene 5,6-epoxide)

3D-SDF for NP0045613 (beta-Carotene 5,6-epoxide)

PDB for NP0045613 (beta-Carotene 5,6-epoxide)

3D PDB for NP0045613 (beta-Carotene 5,6-epoxide)

SMILES for NP0045613 (beta-Carotene 5,6-epoxide)

INCHI for NP0045613 (beta-Carotene 5,6-epoxide)

Structure for NP0045613 (beta-Carotene 5,6-epoxide)

3D Structure for NP0045613 (beta-Carotene 5,6-epoxide)