NP-MRD: Showing NP-Card for Ircinialactam C (NP0331308)

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Record Information

Version

1.0

Created at

2022-12-22 12:33:01 UTC

Updated at

2024-04-19 09:36:25 UTC

NP-MRD ID

NP0331308

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ircinialactam C

Description

Ircinialactam C belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. It was first documented in 2010 (PMID: 20346682). Based on a literature review very few articles have been published on ircinialactam C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220132D          

 29 29  0  0  1  0            999 V2000
   -4.9877   -8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9877   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4166   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1311   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8456   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9318   -8.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7388   -8.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1513   -7.5211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9717   -7.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4567   -8.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2771   -8.0160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1211   -8.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5992   -6.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7708   -6.1010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2732   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5587   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1298   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1298   -8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -7.2435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7281   -8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -6.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -8.0685    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 64 64  0  0  0  0  0  0  0  0999 V2000
   -1.8248   -2.3584    0.9717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1887   -1.1306    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9839   -0.2230   -0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4544   -0.3606   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1961    0.7373    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6612    0.4674    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2368   -0.5197   -0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7184   -0.4226   -0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9856    0.7622    0.4754 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2998    1.2761    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7817    2.2158   -0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0572    2.4599   -1.2214 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0118    2.8292   -0.1312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7415    1.3056    0.8356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5255    2.3498    1.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -0.8822    0.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -1.9221   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5090   -1.5532   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2383   -1.3136   -1.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396   -1.4342   -2.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6781   -0.9440   -1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1831   -0.8792    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6163   -0.5156    0.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9969    0.8104   -0.2025 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4842    1.0069    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2906    1.9891    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5053    2.1960    1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9333    3.1208    2.4535 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3484    1.3806    2.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6827   -2.1369    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0401   -2.8375    1.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481   -3.1140    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5630    0.7070   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8103   -1.3534    0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7514   -0.2858   -1.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9659    1.7174    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9281    0.8138    1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7013   -1.3080   -0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0543   -0.2037   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1835   -1.3282    0.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2241    1.7631    1.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0093    0.4279    0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3508    3.1914    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6088   -0.8745    1.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4820    0.0921    0.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375   -2.8805    0.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559   -2.1056   -1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -1.4712    0.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2527   -1.2026   -3.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6983   -0.7247   -2.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2313   -2.4903   -2.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -1.5872   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7552    0.1005   -1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373   -1.8794    0.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850   -0.1688    0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.5761    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654   -1.2700   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9108    0.8175   -1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7800    0.4792    0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0427    0.5024   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6873    2.0926    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7033    2.9072   -0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1975    1.9811    0.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1981    1.7575    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  0
 19 18  2  0
 18 17  1  0
 17 16  1  0
 16  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  9 14  1  0
 14 15  2  0
 24 26  1  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 14  6  1  0
 25 59  1  0
 25 60  1  0
 25 61  1  0
 24 58  1  6
 23 56  1  0
 23 57  1  0
 22 54  1  0
 22 55  1  0
 21 52  1  0
 21 53  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 18 48  1  0
 17 46  1  0
 17 47  1  0
 16 44  1  0
 16 45  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 10 42  1  0
 13 43  1  0
 26 62  1  0
 26 63  1  0
 29 64  1  0
M  END


  Mrv1652309082220132D          

 29 29  0  0  1  0            999 V2000
   -4.9877   -8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9877   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7021   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4166   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1311   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8456   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9318   -8.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7388   -8.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1513   -7.5211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9717   -7.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4567   -8.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2771   -8.0160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1211   -8.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5992   -6.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7708   -6.1010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2732   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5587   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8443   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1298   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1298   -8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4153   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0136   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7281   -7.2435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7281   -8.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426   -6.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -7.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -6.8310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -8.0685    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  2  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331308

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](CCC\C(C)=C\CC\C(C)=C\CCC1=CCN(CC(O)=O)C1=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H35NO5/c1-17(9-5-11-19(3)15-21(25)26)7-4-8-18(2)10-6-12-20-13-14-24(23(20)29)16-22(27)28/h7,10,13,19H,4-6,8-9,11-12,14-16H2,1-3H3,(H,25,26)(H,27,28)/b17-7+,18-10+/t19-/m0/s1

> <INCHI_KEY>
FYWCTUYAFXXJQJ-SNSLKRADSA-N

> <FORMULA>
C23H35NO5

> <MOLECULAR_WEIGHT>
405.535

> <EXACT_MASS>
405.251523231

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
46.98720916663018

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,7E,11E)-14-[1-(carboxymethyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-3,7,11-trimethyltetradeca-7,11-dienoic acid

> <JCHEM_LOGP>
4.180380721000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.0117276829663036

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7594833120357296

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4324831732223874

> <JCHEM_POLAR_SURFACE_AREA>
94.91000000000001

> <JCHEM_REFRACTIVITY>
115.35979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,7E,11E)-14-[1-(carboxymethyl)-2-oxo-5H-pyrrol-3-yl]-3,7,11-trimethyltetradeca-7,11-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -9.310 -15.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.310 -13.521   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.644 -12.751   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.978 -13.521   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.311 -12.751   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.645 -13.521   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.806 -15.053   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -16.312 -15.373   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0     -17.082 -14.039   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0     -18.614 -13.878   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -19.519 -15.124   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -21.051 -14.963   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0     -18.893 -16.531   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -16.052 -12.895   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -16.372 -11.389   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -7.977 -12.751   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.643 -13.521   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.309 -12.751   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.976 -13.521   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.976 -15.061   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.642 -12.751   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.308 -13.521   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.025 -12.751   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.359 -13.521   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.359 -15.061   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.693 -12.751   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.026 -13.521   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.360 -12.751   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.026 -15.061   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9    6   15                                                  
CONECT   15   14                                                            
CONECT   16    2   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₅NO₅

Average Mass

405.5350 Da

Monoisotopic Mass

405.25152 Da

IUPAC Name

(3S,7E,11E)-14-[1-(carboxymethyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-3,7,11-trimethyltetradeca-7,11-dienoic acid

Traditional Name

(3S,7E,11E)-14-[1-(carboxymethyl)-2-oxo-5H-pyrrol-3-yl]-3,7,11-trimethyltetradeca-7,11-dienoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](CCC\C(C)=C\CC\C(C)=C\CCC1=CCN(CC(O)=O)C1=O)CC(O)=O

InChI Identifier

InChI=1S/C23H35NO5/c1-17(9-5-11-19(3)15-21(25)26)7-4-8-18(2)10-6-12-20-13-14-24(23(20)29)16-22(27)28/h7,10,13,19H,4-6,8-9,11-12,14-16H2,1-3H3,(H,25,26)(H,27,28)/b17-7+,18-10+/t19-/m0/s1

InChI Key

FYWCTUYAFXXJQJ-SNSLKRADSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CD3OD, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.13 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.92 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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 diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Long-chain fatty acid
Alpha-amino acid or derivatives
Amino fatty acid
Branched fatty acid
Methyl-branched fatty acid
Heterocyclic fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Tertiary carboxylic acid amide
Pyrroline
Carboxamide group
Lactam
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.18	ChemAxon
pKa (Strongest Acidic)	3.76	ChemAxon
pKa (Strongest Basic)	-0.43	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.91 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	115.36 m³·mol⁻¹	ChemAxon
Polarizability	46.99 Å³	ChemAxon
Number of Rings	1	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

24668366

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46886197

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Balansa W, Islam R, Fontaine F, Piggott AM, Zhang H, Webb TI, Gilbert DF, Lynch JW, Capon RJ: Ircinialactams: subunit-selective glycine receptor modulators from Australian sponges of the family Irciniidae. Bioorg Med Chem. 2010 Apr 15;18(8):2912-9. doi: 10.1016/j.bmc.2010.03.002. Epub 2010 Mar 6. [PubMed:20346682 ]

Showing NP-Card for Ircinialactam C (NP0331308)

MOL for NP0331308 (Ircinialactam C)

3D MOL for NP0331308 (Ircinialactam C)

3D SDF for NP0331308 (Ircinialactam C)

3D-SDF for NP0331308 (Ircinialactam C)

PDB for NP0331308 (Ircinialactam C)

3D PDB for NP0331308 (Ircinialactam C)

SMILES for NP0331308 (Ircinialactam C)

INCHI for NP0331308 (Ircinialactam C)

Structure for NP0331308 (Ircinialactam C)

3D Structure for NP0331308 (Ircinialactam C)