NP-MRD: Showing NP-Card for Beta-Ionone epoxide (NP0006769)

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Record Information

Version

2.0

Created at

2020-12-09 03:42:17 UTC

Updated at

2021-07-15 16:55:45 UTC

NP-MRD ID

NP0006769

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Beta-Ionone epoxide

Provided By

NPAtlas

Description

(5R,6S)-5,6-Epoxy-7-megastigmen-9-one, also known as 5,6-epoxy-beta-ionone, belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Beta-Ionone epoxide is found in Flavobacterium. Based on a literature review very few articles have been published on (5R,6S)-5,6-Epoxy-7-megastigmen-9-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118353D          

 35 36  0  0  0  0            999 V2000
    4.6611   -0.6058   -0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.3519    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -0.2908    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -0.1830   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    0.0447    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469    0.2295   -0.0476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3716    0.6936   -1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    1.4986   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1082    2.7162   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286    1.7674   -0.0729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9199    0.6505    0.6758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5951   -0.6327   -0.1018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1537   -0.9353    0.1929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7283   -2.0299   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.5313    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -0.5741   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4899    0.1135   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -1.6217   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2391   -1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    0.1042    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    3.2812    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505    3.3965   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    2.4966   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3655    2.6884    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.8947   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573    0.4930    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921    0.8101    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395   -1.4545    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -0.3589   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482   -1.9322   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2979   -1.9069   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -3.0366   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.0886    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -2.3010    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -0.8041    2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  8  6  1  0  0  0  0
 13  6  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  4 19  1  0  0  0  0
  5 20  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
M  END

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    4.6611   -0.6058   -0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.3519    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -0.2908    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -0.1830   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    0.0447    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469    0.2295   -0.0476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3716    0.6936   -1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    1.4986   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1082    2.7162   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286    1.7674   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    0.6505    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -0.6327   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.9353    0.1929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7283   -2.0299   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.5313    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -0.5741   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4899    0.1135   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -1.6217   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2391   -1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    0.1042    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    3.2812    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505    3.3965   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    2.4966   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3655    2.6884    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.8947   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573    0.4930    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921    0.8101    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395   -1.4545    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -0.3589   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482   -1.9322   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2979   -1.9069   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -3.0366   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.0886    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -2.3010    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -0.8041    2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
  8  6  1  0
 13  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END


  Mrv1652306242118353D          

 35 36  0  0  0  0            999 V2000
    4.6611   -0.6058   -0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.3519    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -0.2908    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -0.1830   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    0.0447    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469    0.2295   -0.0476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3716    0.6936   -1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    1.4986   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1082    2.7162   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286    1.7674   -0.0729 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9199    0.6505    0.6758 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5951   -0.6327   -0.1018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1537   -0.9353    0.1929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7283   -2.0299   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.5313    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -0.5741   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4899    0.1135   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -1.6217   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2391   -1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    0.1042    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    3.2812    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505    3.3965   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    2.4966   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3655    2.6884    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.8947   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573    0.4930    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921    0.8101    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395   -1.4545    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -0.3589   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482   -1.9322   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2979   -1.9069   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -3.0366   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.0886    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -2.3010    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -0.8041    2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  8  6  1  0  0  0  0
 13  6  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  4 19  1  0  0  0  0
  5 20  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
 10 24  1  0  0  0  0
 10 25  1  0  0  0  0
 11 26  1  0  0  0  0
 11 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 14 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006769

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\[H])[C@]12O[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C2(C([H])([H])[H])C([H])([H])[H])C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H20O2/c1-10(14)6-9-13-11(2,3)7-5-8-12(13,4)15-13/h6,9H,5,7-8H2,1-4H3/b9-6+/t12-,13+/m0/s1

> <INCHI_KEY>
ZTJZJYUGOJYHCU-RMKNXTFCSA-N

> <FORMULA>
C13H20O2

> <MOLECULAR_WEIGHT>
208.2967

> <EXACT_MASS>
208.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
23.945588220502675

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-[(1R,6S)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
2.801826208666667

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.834268000666622

> <JCHEM_PKA_STRONGEST_BASIC>
-4.273887743309496

> <JCHEM_POLAR_SURFACE_AREA>
29.6

> <JCHEM_REFRACTIVITY>
60.553799999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-[(1R,6S)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 35 36  0  0  0  0  0  0  0  0999 V2000
    4.6611   -0.6058   -0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.3519    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -0.2908    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -0.1830   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    0.0447    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469    0.2295   -0.0476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3716    0.6936   -1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    1.4986   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1082    2.7162   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286    1.7674   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    0.6505    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -0.6327   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.9353    0.1929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7283   -2.0299   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.5313    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -0.5741   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4899    0.1135   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -1.6217   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2391   -1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    0.1042    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    3.2812    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505    3.3965   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    2.4966   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3655    2.6884    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.8947   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573    0.4930    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921    0.8101    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395   -1.4545    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -0.3589   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482   -1.9322   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2979   -1.9069   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -3.0366   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.0886    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -2.3010    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -0.8041    2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
  8  6  1  0
 13  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       4.661  -0.606  -0.450  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.490  -0.352   0.407  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.660  -0.291   1.648  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.188  -0.183  -0.221  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.119   0.045   0.505  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.247   0.230  -0.048  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.372   0.694  -1.367  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.769   1.499  -0.239  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.108   2.716  -0.188  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.229   1.767  -0.073  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.920   0.651   0.676  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.595  -0.633  -0.102  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.154  -0.935   0.193  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.728  -2.030  -0.795  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.011  -1.531   1.569  0.00  0.00           C+0
HETATM   16  H   UNK     0       4.397  -0.574  -1.524  0.00  0.00           H+0
HETATM   17  H   UNK     0       5.490   0.114  -0.264  0.00  0.00           H+0
HETATM   18  H   UNK     0       5.096  -1.622  -0.247  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.064  -0.239  -1.287  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.222   0.104   1.569  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.053   3.281   0.739  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.251   3.397  -1.015  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.168   2.497  -0.446  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.365   2.688   0.501  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.763   1.895  -1.035  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.457   0.493   1.683  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.992   0.810   0.749  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.240  -1.454   0.193  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.666  -0.359  -1.170  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.348  -1.932  -1.056  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.298  -1.907  -1.754  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.975  -3.037  -0.416  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.969  -2.089   1.788  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.212  -2.301   1.628  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.852  -0.804   2.363  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   19                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7    8   13                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10    6                                             
CONECT    9    8   21   22   23                                             
CONECT   10    8   11   24   25                                             
CONECT   11   10   12   26   27                                             
CONECT   12   11   13   28   29                                             
CONECT   13   12   14   15    6                                             
CONECT   14   13   30   31   32                                             
CONECT   15   13   33   34   35                                             
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    4                                                            
CONECT   20    5                                                            
CONECT   21    9                                                            
CONECT   22    9                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   12                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

RDKit          3D

35 36  0  0  0  0  0  0  0  0999 V2000
    4.6611   -0.6058   -0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4897   -0.3519    0.4067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6604   -0.2908    1.6482 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -0.1830   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    0.0447    0.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2469    0.2295   -0.0476 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3716    0.6936   -1.3673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    1.4986   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1082    2.7162   -0.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2286    1.7674   -0.0729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9199    0.6505    0.6758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -0.6327   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.9353    0.1929 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7283   -2.0299   -0.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -1.5313    1.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3973   -0.5741   -1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4899    0.1135   -0.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0956   -1.6217   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638   -0.2391   -1.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    0.1042    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0529    3.2812    0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2505    3.3965   -1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    2.4966   -0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3655    2.6884    0.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7626    1.8947   -1.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573    0.4930    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9921    0.8101    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2395   -1.4545    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6655   -0.3589   -1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3482   -1.9322   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2979   -1.9069   -1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9750   -3.0366   -0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -2.0886    1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2120   -2.3010    1.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8520   -0.8041    2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  1
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
 13 15  1  0
  8  6  1  0
 13  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
5,6-Epoxy-beta-ionone	HMDB

Chemical Formula

C₁₃H₂₀O₂

Average Mass

208.2967 Da

Monoisotopic Mass

208.14633 Da

IUPAC Name

(3E)-4-[(1R,6S)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

Traditional Name

(3E)-4-[(1R,6S)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

CAS Registry Number

Not Available

SMILES

CC(=O)\C=C\C12OC1(C)CCCC2(C)C

InChI Identifier

InChI=1S/C13H20O2/c1-10(14)6-9-13-11(2,3)7-5-8-12(13,4)15-13/h6,9H,5,7-8H2,1-4H3/b9-6+

InChI Key

ZTJZJYUGOJYHCU-RMKNXTFCSA-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
Flavobacterium	NPAtlas	17191983

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	3.2	ALOGPS
logP	2.8	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	19.83	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.55 m³·mol⁻¹	ChemAxon
Polarizability	23.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009486

HMDB ID

HMDB0034984

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013585

KNApSAcK ID

Not Available

Chemspider ID

4509354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352481

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Beta-Ionone epoxide (NP0006769)

MOL for NP0006769 (Beta-Ionone epoxide)

3D MOL for NP0006769 (Beta-Ionone epoxide)

3D SDF for NP0006769 (Beta-Ionone epoxide)

3D-SDF for NP0006769 (Beta-Ionone epoxide)

PDB for NP0006769 (Beta-Ionone epoxide)

3D PDB for NP0006769 (Beta-Ionone epoxide)

SMILES for NP0006769 (Beta-Ionone epoxide)

INCHI for NP0006769 (Beta-Ionone epoxide)

Structure for NP0006769 (Beta-Ionone epoxide)

3D Structure for NP0006769 (Beta-Ionone epoxide)