NP-MRD: Showing NP-Card for (8'R)-Neochrome (NP0045786)

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Record Information

Version

2.0

Created at

2022-03-17 19:40:37 UTC

Updated at

2022-03-17 19:40:37 UTC

NP-MRD ID

NP0045786

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(8'R)-Neochrome

Description

(8'R)-Neochrome 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 (8'R)-Neochrome is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920012D          

 58 60  0  0  1  0            999 V2000
   -5.1212    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5962    7.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142    9.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142    8.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3404    7.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1212    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5962    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8337    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2462    7.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6587    9.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8962    8.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0087    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4837    9.3821    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.6587    7.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2462    8.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4837    7.9532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.8962   10.0966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2589    7.6710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    5.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    2.9519    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    6.5242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337    3.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    4.3808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712    4.3808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0087    5.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2462    5.8098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.7604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3087    9.3821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793    2.2580    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 15  1  0  0  0  0
 23 22  2  0  0  0  0
 29  1  1  0  0  0  0
 29 16  2  0  0  0  0
 29 18  1  0  0  0  0
 30  2  1  0  0  0  0
 30 17  2  0  0  0  0
 30 20  1  0  0  0  0
 31  3  1  0  0  0  0
 31 19  2  0  0  0  0
 31 22  1  0  0  0  0
 32  4  1  1  0  0  0
 32 25  1  0  0  0  0
 32 26  1  0  0  0  0
 33  5  1  0  0  0  0
 33 21  2  0  0  0  0
 34 27  1  0  0  0  0
 34 28  1  0  0  0  0
 35 24  1  0  0  0  0
 35 33  1  6  0  0  0
 36 23  2  0  0  0  0
 37 24  2  0  0  0  0
 38  6  1  0  0  0  0
 38  7  1  0  0  0  0
 38 25  1  0  0  0  0
 38 37  1  0  0  0  0
 39  8  1  0  0  0  0
 39  9  1  0  0  0  0
 39 27  1  0  0  0  0
 39 36  1  0  0  0  0
 40 10  1  1  0  0  0
 40 28  1  0  0  0  0
 40 36  1  0  0  0  0
 41 11  1  1  0  0  0
 41 26  1  0  0  0  0
 41 37  1  0  0  0  0
 34 42  1  1  0  0  0
 40 43  1  6  0  0  0
 44 35  1  0  0  0  0
 44 41  1  0  0  0  0
 45 12  1  0  0  0  0
 46 13  1  0  0  0  0
 47 14  1  0  0  0  0
 48 15  1  0  0  0  0
 49 16  1  0  0  0  0
 50 17  1  0  0  0  0
 51 18  1  0  0  0  0
 52 19  1  0  0  0  0
 53 20  1  0  0  0  0
 54 21  1  0  0  0  0
 55 22  1  0  0  0  0
 32 56  1  6  0  0  0
 34 57  1  6  0  0  0
 35 58  1  1  0  0  0
M  END


  Mrv1652305221920012D          

 58 60  0  0  1  0            999 V2000
   -5.1212    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5962    7.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1681    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1075    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142    9.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6142    8.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3404    7.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8371    2.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1212    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    3.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5962    5.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8337    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2462    7.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6587    9.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8962    8.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337    5.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0087    6.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4837    9.3821    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.6587    7.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2462    8.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4837    7.9532    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.8962   10.0966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2589    7.6710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837    5.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2962    2.9519    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3587    6.5242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5337    3.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    4.3808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712    4.3808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0087    5.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2462    5.8098    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    2.7604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3087    9.3821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793    2.2580    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  2  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 15  1  0  0  0  0
 23 22  2  0  0  0  0
 29  1  1  0  0  0  0
 29 16  2  0  0  0  0
 29 18  1  0  0  0  0
 30  2  1  0  0  0  0
 30 17  2  0  0  0  0
 30 20  1  0  0  0  0
 31  3  1  0  0  0  0
 31 19  2  0  0  0  0
 31 22  1  0  0  0  0
 32  4  1  1  0  0  0
 32 25  1  0  0  0  0
 32 26  1  0  0  0  0
 33  5  1  0  0  0  0
 33 21  2  0  0  0  0
 34 27  1  0  0  0  0
 34 28  1  0  0  0  0
 35 24  1  0  0  0  0
 35 33  1  6  0  0  0
 36 23  2  0  0  0  0
 37 24  2  0  0  0  0
 38  6  1  0  0  0  0
 38  7  1  0  0  0  0
 38 25  1  0  0  0  0
 38 37  1  0  0  0  0
 39  8  1  0  0  0  0
 39  9  1  0  0  0  0
 39 27  1  0  0  0  0
 39 36  1  0  0  0  0
 40 10  1  1  0  0  0
 40 28  1  0  0  0  0
 40 36  1  0  0  0  0
 41 11  1  1  0  0  0
 41 26  1  0  0  0  0
 41 37  1  0  0  0  0
 34 42  1  1  0  0  0
 40 43  1  6  0  0  0
 44 35  1  0  0  0  0
 44 41  1  0  0  0  0
 45 12  1  0  0  0  0
 46 13  1  0  0  0  0
 47 14  1  0  0  0  0
 48 15  1  0  0  0  0
 49 16  1  0  0  0  0
 50 17  1  0  0  0  0
 51 18  1  0  0  0  0
 52 19  1  0  0  0  0
 53 20  1  0  0  0  0
 54 21  1  0  0  0  0
 55 22  1  0  0  0  0
 32 56  1  6  0  0  0
 34 57  1  6  0  0  0
 35 58  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0045786

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)[C@]1([H])O[C@]2(C)C[C@@]([H])(C)CC(C)(C)C2=C1)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)C([H])=C=C1C(C)(C)C[C@]([H])(O)C[C@@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C41H58O3/c1-29(18-14-19-31(3)22-23-36-39(8,9)27-34(42)28-40(36,10)43)16-12-13-17-30(2)20-15-21-33(5)35-24-37-38(6,7)25-32(4)26-41(37,11)44-35/h12-22,24,32,34-35,42-43H,25-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,33-21+/t23?,32-,34-,35+,40+,41+/m0/s1

> <INCHI_KEY>
CLGFMDWNSYMFRK-YXUJYRLOSA-N

> <FORMULA>
C41H58O3

> <MOLECULAR_WEIGHT>
598.912

> <EXACT_MASS>
598.438595728

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
76.15721043332604

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-16-[(2R,6S,7aR)-4,4,6,7a-tetramethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

> <ALOGPS_LOGP>
9.07

> <JCHEM_LOGP>
8.167392933666669

> <ALOGPS_LOGS>
-6.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.266367835954682

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.038212416629914

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7431377090697078

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
196.8286

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.04e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-16-[(2R,6S,7aR)-4,4,6,7a-tetramethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

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      -9.560  10.845   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.710   4.177   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.180  13.512   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.090   1.509   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.914   0.123   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.934   0.123   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -16.080  17.170   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -16.080  15.190   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -19.302  13.329   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.429   5.144   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.020   8.178   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.250   6.844   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.640  10.845   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -9.560   8.178   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.710   6.844   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.870   9.511   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.180  10.845   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.400   5.510   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.490  12.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -17.260  13.512   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -18.030  17.513   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -20.340  16.180   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.330   9.511   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.940   5.510   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -14.950  12.179   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -19.570  17.513   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -18.030  14.846   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -17.260  16.180   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -19.570  14.846   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -20.340  18.847   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -21.017  14.319   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0      -7.250   9.511   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -8.020   5.510   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0     -11.870  12.179   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.400   2.843   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0     -10.330   6.844   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.940   8.178   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0     -12.640   8.178   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0     -14.950   9.511   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.630   6.844   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.320   5.510   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0     -17.260  10.845   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       6.258   5.153   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0     -21.110  17.513   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.521   4.215   0.000  0.00  0.00           H+0
CONECT    1   29                                                            
CONECT    2   30                                                            
CONECT    3   31                                                            
CONECT    4   32                                                            
CONECT    5   33                                                            
CONECT    6   38                                                            
CONECT    7   38                                                            
CONECT    8   39                                                            
CONECT    9   39                                                            
CONECT   10   40                                                            
CONECT   11   41                                                            
CONECT   12   13   16   45                                                  
CONECT   13   12   17   46                                                  
CONECT   14   18   19   47                                                  
CONECT   15   20   21   48                                                  
CONECT   16   12   29   49                                                  
CONECT   17   13   30   50                                                  
CONECT   18   14   29   51                                                  
CONECT   19   14   31   52                                                  
CONECT   20   15   30   53                                                  
CONECT   21   15   33   54                                                  
CONECT   22   23   31   55                                                  
CONECT   23   22   36                                                       
CONECT   24   35   37                                                       
CONECT   25   32   38                                                       
CONECT   26   32   41                                                       
CONECT   27   34   39                                                       
CONECT   28   34   40                                                       
CONECT   29    1   16   18                                                  
CONECT   30    2   17   20                                                  
CONECT   31    3   19   22                                                  
CONECT   32    4   25   26   56                                             
CONECT   33    5   21   35                                                  
CONECT   34   27   28   42   57                                             
CONECT   35   24   33   44   58                                             
CONECT   36   23   39   40                                                  
CONECT   37   24   38   41                                                  
CONECT   38    6    7   25   37                                             
CONECT   39    8    9   27   36                                             
CONECT   40   10   28   36   43                                             
CONECT   41   11   26   37   44                                             
CONECT   42   34                                                            
CONECT   43   40                                                            
CONECT   44   35   41                                                       
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
CONECT   51   18                                                            
CONECT   52   19                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   32                                                            
CONECT   57   34                                                            
CONECT   58   35                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

View in JSmol

Synonyms

Value	Source
(8's)-Neochrome	MeSH
(8'r)-Neochrome	MeSH
Neochrome	MeSH

Chemical Formula

C₄₁H₅₈O₃

Average Mass

598.9120 Da

Monoisotopic Mass

598.43860 Da

IUPAC Name

(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-16-[(2R,6S,7aR)-4,4,6,7a-tetramethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-yl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

Traditional Name

(1R,3S)-6-[(3E,5E,7E,9E,11E,13E,15E)-16-[(2R,6S,7aR)-4,4,6,7a-tetramethyl-2,5,6,7-tetrahydro-1-benzofuran-2-yl]-3,7,12-trimethylheptadeca-1,3,5,7,9,11,13,15-octaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

CAS Registry Number

59491-56-4

SMILES

[H]/C(=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(/C)[C@]1([H])O[C@]2(C)C[C@@]([H])(C)CC(C)(C)C2=C1)/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(/[H])=C(\C)C([H])=C=C1C(C)(C)C[C@]([H])(O)C[C@@]1(C)O

InChI Identifier

InChI=1S/C41H58O3/c1-29(18-14-19-31(3)22-23-36-39(8,9)27-34(42)28-40(36,10)43)16-12-13-17-30(2)20-15-21-33(5)35-24-37-38(6,7)25-32(4)26-41(37,11)44-35/h12-22,24,32,34-35,42-43H,25-28H2,1-11H3/b13-12+,18-14+,20-15+,29-16+,30-17+,31-19+,33-21+/t23?,32-,34-,35+,40+,41+/m0/s1

InChI Key

CLGFMDWNSYMFRK-YXUJYRLOSA-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
Psidium guajava	FooDB	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
Benzofuran
Tertiary alcohol
Dihydrofuran
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	9.07	ALOGPS
logP	8.17	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	14.04	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	196.83 m³·mol⁻¹	ChemAxon
Polarizability	76.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0030100

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

131750958

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (8'R)-Neochrome (NP0045786)

MOL for NP0045786 ((8'R)-Neochrome)

3D MOL for NP0045786 ((8'R)-Neochrome)

3D SDF for NP0045786 ((8'R)-Neochrome)

3D-SDF for NP0045786 ((8'R)-Neochrome)

PDB for NP0045786 ((8'R)-Neochrome)

3D PDB for NP0045786 ((8'R)-Neochrome)

SMILES for NP0045786 ((8'R)-Neochrome)

INCHI for NP0045786 ((8'R)-Neochrome)

Structure for NP0045786 ((8'R)-Neochrome)

3D Structure for NP0045786 ((8'R)-Neochrome)