NP-MRD: Showing NP-Card for torrubiellone a, (cis)- (NP0196133)

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Record Information

Version

2.0

Created at

2022-09-04 14:08:56 UTC

Updated at

2022-09-04 14:08:56 UTC

NP-MRD ID

NP0196133

Secondary Accession Numbers

None

Natural Product Identification

Common Name

torrubiellone a, (cis)-

Description

1,4-Dihydroxy-3-[(2E,4E,6E)-8-(hydroxymethyl)deca-2,4,6-trienoyl]-5-[(1s,4s)-1,4-dihydroxycyclohexyl]-1,2-dihydropyridin-2-one belongs to the class of organic compounds known as aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group. Based on a literature review very few articles have been published on 1,4-dihydroxy-3-[(2E,4E,6E)-8-(hydroxymethyl)deca-2,4,6-trienoyl]-5-[(1s,4s)-1,4-dihydroxycyclohexyl]-1,2-dihydropyridin-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042216082D          

 30 31  0  0  0  0            999 V2000
   -3.9185    5.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    4.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    4.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    3.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    2.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    0.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -0.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -2.5015    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5525   -3.1335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774   -1.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.2150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5202   -2.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -2.0890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -2.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -0.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9185    3.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9185    2.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 15 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
   -9.8883    1.6320    0.0565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5294    1.3892    0.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9820   -0.0301    0.3092 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5813    0.0363    0.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5411   -0.1085   -0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2436   -0.0292    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1855    0.0350    0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7906    0.1197    1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7968   -0.0791    0.4160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5681    0.0032    0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7458    0.3608    2.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7108   -0.2962    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9942   -0.1204    0.5715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2677    0.4361    1.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1306   -0.5305   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4933   -0.3866    0.3874 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5261   -1.1452    1.5902 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4555   -1.0616   -0.5445 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8901   -0.8473   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1053    0.6549   -0.3226 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4442    1.0056   -0.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2741    1.3650    0.6890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8116    1.0354    0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9160   -1.0943   -1.3855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6894   -1.2602   -1.8940 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5335   -1.8549   -3.1404 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5762   -0.8741   -1.2126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4505   -1.0453   -1.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9889   -0.2698   -1.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3210   -0.1972   -1.6731 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5308    0.7630    0.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3192    2.5188    0.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7675    1.9856   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5700    1.4706    1.6916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7553    2.0729    0.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5837   -0.7856    0.8171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3676    0.2000    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8364   -0.2919   -1.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817   -0.2030   -0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6525    0.1988    2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5311    0.3257    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1122   -0.2825   -0.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919    0.8276    2.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6336   -1.4209    1.8800 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2837   -2.1202   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4179   -0.5673   -1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5418   -1.4743   -0.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9360   -0.9847    1.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6638    0.8604   -1.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8780    0.5320   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4013    2.4529    0.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6780    1.1543    1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3123    1.7514   -0.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4291    1.3014    1.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591   -1.4428   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9798   -2.7677   -3.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5885   -1.2387   -1.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3981    0.5352   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7464   -1.0256   -1.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 29  1  0
 29 30  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 27 12  1  0
 23 16  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  1
 29 57  1  0
 29 58  1  0
 30 59  1  0
  4 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
 14 43  1  0
 24 55  1  0
 26 56  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  6
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
M  END


  Mrv1652309042216082D          

 30 31  0  0  0  0            999 V2000
   -3.9185    5.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    4.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2040    4.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    3.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    2.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751    1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    1.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683    0.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -0.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -0.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0828   -2.5015    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5525   -3.1335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774   -1.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -2.2150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5202   -2.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -2.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -2.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -2.0890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -2.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -0.8515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9185    3.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9185    2.8610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 15 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0196133

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(CO)\C=C\C=C\C=C\C(=O)C1=C(O)C(=CN(O)C1=O)[C@@]1(O)CC[C@H](O)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO7/c1-2-15(14-24)7-5-3-4-6-8-18(26)19-20(27)17(13-23(30)21(19)28)22(29)11-9-16(25)10-12-22/h3-8,13,15-16,24-25,27,29-30H,2,9-12,14H2,1H3/b4-3+,7-5+,8-6+/t15?,16-,22+

> <INCHI_KEY>
WXLPIUFTKBWEGE-ZSBVLOQZSA-N

> <FORMULA>
C22H29NO7

> <MOLECULAR_WEIGHT>
419.474

> <EXACT_MASS>
419.194402278

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.89796940686097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dihydroxy-3-[(2E,4E,6E)-8-(hydroxymethyl)deca-2,4,6-trienoyl]-5-[(1s,4s)-1,4-dihydroxycyclohexyl]-1,2-dihydropyridin-2-one

> <JCHEM_LOGP>
0.8452369406666662

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.846803713967022

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.1486029260884845

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6224021991750233

> <JCHEM_POLAR_SURFACE_AREA>
138.53

> <JCHEM_REFRACTIVITY>
116.51829999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
torrubiellone A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.315   9.961   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.981   9.191   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.981   7.651   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.647   6.881   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.647   5.341   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.313   4.571   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.313   3.031   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.980   2.261   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.980   0.721   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.646  -0.049   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.688   0.721   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.646  -1.589   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.688  -2.359   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.021  -1.589   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.688  -3.899   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.021  -4.669   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.031  -5.849   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.548  -3.222   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.065  -2.955   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.054  -4.135   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.571  -3.867   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.528  -5.582   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.011  -5.849   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.646  -4.669   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -1.980  -3.899   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      -3.313  -4.669   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.980  -2.359   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.313  -1.589   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -7.315   6.881   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.315   5.341   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   27                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   24                                                  
CONECT   16   15   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16                                                       
CONECT   24   15   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   12   28                                                  
CONECT   28   27                                                            
CONECT   29    3   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₉NO₇

Average Mass

419.4740 Da

Monoisotopic Mass

419.19440 Da

IUPAC Name

1,4-dihydroxy-3-[(2E,4E,6E)-8-(hydroxymethyl)deca-2,4,6-trienoyl]-5-[(1s,4s)-1,4-dihydroxycyclohexyl]-1,2-dihydropyridin-2-one

Traditional Name

torrubiellone A

CAS Registry Number

Not Available

SMILES

CCC(CO)\C=C\C=C\C=C\C(=O)C1=C(O)C(=CN(O)C1=O)[C@@]1(O)CC[C@H](O)CC1

InChI Identifier

InChI=1S/C22H29NO7/c1-2-15(14-24)7-5-3-4-6-8-18(26)19-20(27)17(13-23(30)21(19)28)22(29)11-9-16(25)10-12-22/h3-8,13,15-16,24-25,27,29-30H,2,9-12,14H2,1H3/b4-3+,7-5+,8-6+/t15?,16-,22+

InChI Key

WXLPIUFTKBWEGE-ZSBVLOQZSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl ketones. These are organic aromatic compounds that contain a ketone group substituted at one C-atom with an aryl group. They have the generic structure RC(=O)R', where R = aryl group and R'=organyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl ketones

Alternative Parents

Substituents

Aryl ketone
Cyclohexanol
Hydroxypyridine
Dihydropyridine
Pyridinone
Hydropyridine
Pyridine
Acryloyl-group
Cyclic alcohol
Heteroaromatic compound
Enone
Vinylogous amide
Vinylogous acid
Alpha,beta-unsaturated ketone
Tertiary alcohol
Lactam
Secondary alcohol
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ketone (CHEBI:70286 )

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	0.85	ChemAxon
pKa (Strongest Acidic)	6.15	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	116.52 m³·mol⁻¹	ChemAxon
Polarizability	44.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

26391225

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

LOTUS database [Link]

Showing NP-Card for torrubiellone a, (cis)- (NP0196133)

MOL for NP0196133 (torrubiellone a, (cis)-)

3D MOL for NP0196133 (torrubiellone a, (cis)-)

3D SDF for NP0196133 (torrubiellone a, (cis)-)

3D-SDF for NP0196133 (torrubiellone a, (cis)-)

PDB for NP0196133 (torrubiellone a, (cis)-)

3D PDB for NP0196133 (torrubiellone a, (cis)-)

SMILES for NP0196133 (torrubiellone a, (cis)-)

INCHI for NP0196133 (torrubiellone a, (cis)-)

Structure for NP0196133 (torrubiellone a, (cis)-)

3D Structure for NP0196133 (torrubiellone a, (cis)-)