NP-MRD: Showing NP-Card for 7-Methylhypoxanthine (NP0334100)

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Record Information

Version

2.0

Created at

2024-09-09 22:10:59 UTC

Updated at

2024-09-09 22:11:00 UTC

NP-MRD ID

NP0334100

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Methylhypoxanthine

Description

7-Methylhypoxanthine is a methyl derivative of xanthine, found occasionally in human urine. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine. Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. Caffeine is metabolized via successive pathways mainly catalyzed by CYP1A2, xanthine oxidase or N-acetyltransferase-2 to give 14 different metabolites. CYP1A2 activity shows an inter-individual variability among the population. CYP1A2, an isoform of the CYP1A cytochrome P450 super-family, is involved in the metabolism of many drugs and plays a potentially important role in the induction of chemical carcinogenesis. (PMID: 11712316 , 15833286 , 3506820 , 15013152 ) [HMDB]

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05252300432D          

 61 62  0  0  1  0            999 V2000
   -3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9979  -13.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5282  -14.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -8.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704   -7.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -14.8500    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
   -6.4302  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -15.2625    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
   -5.0013  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868  -14.0250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9433  -13.4335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -13.6125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5699  -14.3851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -15.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729   -9.2032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470  -14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -16.0875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
  7 39  1  0  0  0  0
  8 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 40  1  0  0  0  0
 11 45  1  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 46  1  0  0  0  0
 12 16  1  0  0  0  0
 13 47  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 14 48  1  0  0  0  0
 14 18  2  0  0  0  0
 14 20  1  0  0  0  0
 15 49  1  0  0  0  0
 15 27  2  0  0  0  0
 16 50  1  0  0  0  0
 16 28  2  0  0  0  0
 17 51  1  0  0  0  0
 17 27  1  0  0  0  0
 18 52  1  0  0  0  0
 18 28  1  0  0  0  0
 19 53  1  0  0  0  0
 19 29  2  0  0  0  0
 20 54  1  0  0  0  0
 20 30  2  0  0  0  0
 21 55  1  0  0  0  0
 21 23  2  0  0  0  0
 21 29  1  0  0  0  0
 22 56  1  0  0  0  0
 22 24  2  0  0  0  0
 22 30  1  0  0  0  0
 23 57  1  0  0  0  0
 23 33  1  0  0  0  0
 24 58  1  0  0  0  0
 24 34  1  0  0  0  0
 25 31  1  0  0  0  0
 35 25  1  0  0  0  0
 36 26  1  0  0  0  0
 26 39  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  2  0  0  0  0
 32 37  1  0  0  0  0
 33 40  1  0  0  0  0
 34 39  1  0  0  0  0
 35 59  1  1  0  0  0
 35 38  1  0  0  0  0
 35 41  1  0  0  0  0
 36 60  1  1  0  0  0
 36 37  1  0  0  0  0
 36 42  1  0  0  0  0
 37 43  2  0  0  0  0
 38 61  1  6  0  0  0
 38 40  1  0  0  0  0
 38 44  1  0  0  0  0
M  END


  Mrv2104 05252300432D          

 61 62  0  0  1  0            999 V2000
   -3.5724  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9979  -13.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5282  -14.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1401   -8.2002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704   -7.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -14.8500    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
   -6.4302  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868  -14.0250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2868  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9433  -13.4335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -13.6125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447  -11.5500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013  -11.1375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5699  -14.3851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.9000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881  -15.2625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1470  -14.0250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -9.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302  -16.0875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868  -13.2000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 27  1  0  0  0  0
  2 28  1  0  0  0  0
  3 29  1  0  0  0  0
  4 30  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
  7 39  1  0  0  0  0
  8 39  1  0  0  0  0
  9 40  1  0  0  0  0
 10 40  1  0  0  0  0
 11 45  1  0  0  0  0
 11 12  2  0  0  0  0
 11 15  1  0  0  0  0
 12 46  1  0  0  0  0
 12 16  1  0  0  0  0
 13 47  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 14 48  1  0  0  0  0
 14 18  2  0  0  0  0
 14 20  1  0  0  0  0
 15 49  1  0  0  0  0
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 16 28  2  0  0  0  0
 17 51  1  0  0  0  0
 17 27  1  0  0  0  0
 18 52  1  0  0  0  0
 18 28  1  0  0  0  0
 19 53  1  0  0  0  0
 19 29  2  0  0  0  0
 20 54  1  0  0  0  0
 20 30  2  0  0  0  0
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 21 23  2  0  0  0  0
 21 29  1  0  0  0  0
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 22 24  2  0  0  0  0
 22 30  1  0  0  0  0
 23 57  1  0  0  0  0
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 24 58  1  0  0  0  0
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 25 31  1  0  0  0  0
 35 25  1  0  0  0  0
 36 26  1  0  0  0  0
 26 39  1  0  0  0  0
 31 33  2  0  0  0  0
 32 34  2  0  0  0  0
 32 37  1  0  0  0  0
 33 40  1  0  0  0  0
 34 39  1  0  0  0  0
 35 59  1  1  0  0  0
 35 38  1  0  0  0  0
 35 41  1  0  0  0  0
 36 60  1  1  0  0  0
 36 37  1  0  0  0  0
 36 42  1  0  0  0  0
 37 43  2  0  0  0  0
 38 61  1  6  0  0  0
 38 40  1  0  0  0  0
 38 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334100

> <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)C(=O)[C@@]([H])(O)CC1(C)C)C([H])=C(C)C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@@]([H])(O)[C@]([H])(O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H54O4/c1-27(17-13-19-29(3)21-23-33-31(5)25-35(41)38(44)40(33,9)10)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)37(43)36(42)26-39(34,7)8/h11-24,35-36,38,41-42,44H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15-,28-16-,29-19+,30-20-/t35-,36+,38+/m1/s1

> <INCHI_KEY>
BXNQAFXAAGMCRJ-OHVMOCFKSA-N

> <FORMULA>
C40H54O4

> <MOLECULAR_WEIGHT>
598.868

> <EXACT_MASS>
598.402210219

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
73.85313772053351

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S)-3-[(1E,3Z,5E,7Z,9E,13E,15E,17E)-18-[(4R,5R)-4,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-6-hydroxy-2,4,4-trimethylcyclohex-2-en-1-one

> <JCHEM_LOGP>
7.280017143999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.766239231878831

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.153425527691436

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1865297822768412

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
196.6742

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-3-[(1E,3Z,5E,7Z,9E,13E,15E,17E)-18-[(4R,5R)-4,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-6-hydroxy-2,4,4-trimethylcyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0      -6.668 -23.870   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.004 -23.100   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001 -19.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.670 -30.030   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336 -30.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.196 -24.733   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.186 -26.447   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.861 -15.307   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.851 -13.593   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669 -23.100   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.003 -23.870   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668 -20.790   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -16.004 -26.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.336 -23.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -13.337 -23.100   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -14.670 -25.410   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -16.004 -27.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -13.337 -27.720   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -12.003 -28.490   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -9.336 -25.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.002 -23.100   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.670 -23.870   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -14.670 -28.490   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -9.336 -28.490   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.669 -27.720   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.002 -26.180   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -8.002 -27.720   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -10.669 -26.180   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -6.668 -25.410   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -6.668 -28.490   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   45  H   UNK     0     -10.669 -21.560   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0     -12.961 -25.076   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.335 -21.560   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0     -17.338 -25.410   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0     -10.669 -24.640   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0     -13.337 -21.560   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -9.336 -20.790   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0     -14.130 -26.852   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -8.002 -18.480   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0     -17.338 -28.490   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.856 -17.179   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0     -13.341 -26.180   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.667 -16.940   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0     -12.003 -30.030   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -2.667 -10.780   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      -8.002 -24.640   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.335 -10.780   0.000  0.00  0.00           H+0
CONECT    1   27                                                            
CONECT    2   28                                                            
CONECT    3   29                                                            
CONECT    4   30                                                            
CONECT    5   31                                                            
CONECT    6   32                                                            
CONECT    7   39                                                            
CONECT    8   39                                                            
CONECT    9   40                                                            
CONECT   10   40                                                            
CONECT   11   45   12   15                                                  
CONECT   12   11   46   16                                                  
CONECT   13   47   17   19                                                  
CONECT   14   48   18   20                                                  
CONECT   15   11   49   27                                                  
CONECT   16   12   50   28                                                  
CONECT   17   13   51   27                                                  
CONECT   18   14   52   28                                                  
CONECT   19   13   53   29                                                  
CONECT   20   14   54   30                                                  
CONECT   21   55   23   29                                                  
CONECT   22   56   24   30                                                  
CONECT   23   21   57   33                                                  
CONECT   24   22   58   34                                                  
CONECT   25   31   35                                                       
CONECT   26   36   39                                                       
CONECT   27    1   15   17                                                  
CONECT   28    2   16   18                                                  
CONECT   29    3   19   21                                                  
CONECT   30    4   20   22                                                  
CONECT   31    5   25   33                                                  
CONECT   32    6   34   37                                                  
CONECT   33   23   31   40                                                  
CONECT   34   24   32   39                                                  
CONECT   35   25   59   38   41                                             
CONECT   36   26   60   37   42                                             
CONECT   37   32   36   43                                                  
CONECT   38   35   61   40   44                                             
CONECT   39    7    8   26   34                                             
CONECT   40    9   10   33   38                                             
CONECT   41   35                                                            
CONECT   42   36                                                            
CONECT   43   37                                                            
CONECT   44   38                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   35                                                            
CONECT   60   36                                                            
CONECT   61   38                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₄O₄

Average Mass

598.8680 Da

Monoisotopic Mass

598.40221 Da

IUPAC Name

(6S)-3-[(1E,3Z,5E,7Z,9E,13E,15E,17E)-18-[(4R,5R)-4,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-6-hydroxy-2,4,4-trimethylcyclohex-2-en-1-one

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])/C(/[H])=C(/C)\C(\[H])=C(/[H])\C(\[H])=C(\C)/C(/[H])=C(\[H])C1=C(C)C(=O)[C@@]([H])(O)CC1(C)C)C([H])=C(C)C(\[H])=C(/[H])\C(\[H])=C(/C)\C(\[H])=C(/[H])C1=C(C)C[C@@]([H])(O)[C@]([H])(O)C1(C)C

InChI Identifier

InChI=1S/C40H54O4/c1-27(17-13-19-29(3)21-23-33-31(5)25-35(41)38(44)40(33,9)10)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)37(43)36(42)26-39(34,7)8/h11-24,35-36,38,41-42,44H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15-,28-16-,29-19+,30-20-/t35-,36+,38+/m1/s1

InChI Key

BXNQAFXAAGMCRJ-OHVMOCFKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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
Cyclohexenone
Alpha-branched alpha,beta-unsaturated-ketone
Acyloin
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
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	7.28	ChemAxon
pKa (Strongest Acidic)	13.15	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	196.67 m³·mol⁻¹	ChemAxon
Polarizability	73.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Krogh-Jespersen K, Stibrany RT, John E, Westbrook JD, Emge TJ, Clarke MJ, Potenza JA, Schugar HJ: Solid-state changes in ligand-to-metal charge-transfer spectra of (NH3)5Ru(III)(2,4-dihydroxybenzoate) and (NH3)5Ru(III)(xanthine) chromophores. Inorg Chem. 2008 Nov 3;47(21):9813-27. doi: 10.1021/ic800511g. Epub 2008 Oct 7. [PubMed:18837549 ]

Showing NP-Card for 7-Methylhypoxanthine (NP0334100)

MOL for NP0334100 (7-Methylhypoxanthine)

3D MOL for NP0334100 (7-Methylhypoxanthine)

3D SDF for NP0334100 (7-Methylhypoxanthine)

3D-SDF for NP0334100 (7-Methylhypoxanthine)

PDB for NP0334100 (7-Methylhypoxanthine)

3D PDB for NP0334100 (7-Methylhypoxanthine)

SMILES for NP0334100 (7-Methylhypoxanthine)

INCHI for NP0334100 (7-Methylhypoxanthine)

Structure for NP0334100 (7-Methylhypoxanthine)

3D Structure for NP0334100 (7-Methylhypoxanthine)