NP-MRD: Showing NP-Card for Fontaineine (NP0069884)

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Record Information

Version

2.0

Created at

2022-04-28 15:11:51 UTC

Updated at

2022-04-28 15:11:51 UTC

NP-MRD ID

NP0069884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fontaineine

Description

Fontaineine belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. Fontaineine is found in Fontainea pancheri . Fontaineine was first documented in 1998 (PMID: 9677283). Based on a literature review very few articles have been published on Fontaineine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217112D          

 33 33  0  0  0  0            999 V2000
    0.5062    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    2.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463    2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965    1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    2.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472    0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974    0.0454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -0.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1476   -0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6877   -1.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4979   -0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0379   -1.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8481   -1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3882   -1.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1983   -1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7384   -2.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1181   -2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4177   -1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    1.4486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776    0.9809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440    1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    0.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -0.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  2 31  1  0  0  0  0
  1 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 71 71  0  0  0  0  0  0  0  0999 V2000
    0.3621   -0.4443   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3989   -1.3874   -1.6651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1585   -1.8184   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -3.1843   -0.2492 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9198   -0.8993    0.1722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8205    0.0354   -0.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426   -0.4135   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9688   -0.6762   -1.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4083   -0.5357   -2.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3826   -1.1109   -1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9906   -1.1711    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1021    0.1563    0.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3297    0.5569    1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4815   -0.3454    0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212    1.8926    1.6954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4184    2.5931    0.9010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144   -0.8784    1.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0647    0.0179    2.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1622    1.4622    2.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7616    1.9995    0.8885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    1.5028    0.7128 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342    1.8360   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4479    2.6008   -1.2528 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2744    1.3133   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8899    0.5159    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2445    0.0025    0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7287   -0.8012    1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9800   -1.3155    1.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7662   -1.0561   -0.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0417   -1.6019   -0.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3140   -0.2673   -1.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0928   -0.0011   -2.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    0.8159   -3.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0164    0.2572   -0.9003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7945   -3.7606   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9674   -3.6609   -0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.9745    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453    0.2870   -1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6261   -0.5391    0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7468   -1.3795   -3.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9335    0.4465   -2.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2682   -0.5649   -3.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5413   -2.0963   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0469   -0.4111   -1.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0128   -1.6324   -0.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4833   -1.9112    0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3180    0.8709    0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7395   -0.5650   -0.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2625   -1.3034    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3969    0.0852    1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5645    2.4359    1.7800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9832    1.7008    2.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6363    2.1231    0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402   -1.9454    1.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8949   -0.8351    1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -0.1912    3.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1492   -0.3820    2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8153    1.8623    2.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    2.0133    2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915    3.1315    0.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2447    1.8330   -0.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5004    0.8736    1.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374    1.6067   -1.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044    0.2372    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1195   -1.0183    2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3841   -2.1902    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
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 33 32  1  0
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 31 29  2  0
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 25 24  2  0
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 18 17  1  0
 17  5  1  0
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 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 26 34  2  0
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 33 68  1  0
 33 69  1  0
 33 70  1  0
 30 67  1  0
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 15 52  1  0
 16 53  1  0
  4 35  1  0
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  2  1  1  0
 34 71  1  0
M  END


  Mrv1652304282217112D          

 33 33  0  0  0  0            999 V2000
    0.5062    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339    1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    2.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0463    2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5864    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163    0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3965    1.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    2.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6370    0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472    0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9873   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974    0.0454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -0.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1476   -0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6877   -1.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4979   -0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0379   -1.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8481   -1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3882   -1.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1983   -1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7384   -2.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1181   -2.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0675    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    1.4486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776    0.9809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440    1.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    0.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7762   -0.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 19 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  2 31  1  0  0  0  0
  1 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(\C=C\C(=O)NCCCCN(C\C=C(/C)CC\C=C(/C)CO)C(N)=N)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H38N4O4/c1-19(7-6-8-20(2)18-30)13-16-29(25(26)27)15-5-4-14-28-24(32)12-10-21-9-11-22(31)23(17-21)33-3/h8-13,17,30-31H,4-7,14-16,18H2,1-3H3,(H3,26,27)(H,28,32)/b12-10+,19-13+,20-8+

> <INCHI_KEY>
IGHKIFVCHFGRQA-YAPUXVEDSA-N

> <FORMULA>
C25H38N4O4

> <MOLECULAR_WEIGHT>
458.603

> <EXACT_MASS>
458.28930572

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
53.041076671742765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-N-(4-{N-[(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]carbamimidamido}butyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.183836107375371

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.838167637527427

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.883684046585344

> <JCHEM_PKA_STRONGEST_BASIC>
12.074173467915513

> <JCHEM_POLAR_SURFACE_AREA>
131.9

> <JCHEM_REFRACTIVITY>
146.38750000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-(4-{N-[(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]carbamimidamido}butyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.945   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.063   2.704   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.441   4.159   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.953   4.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.961   3.286   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.457   1.831   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.473   3.577   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.482   2.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.994   2.704   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.498   4.159   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       8.002   1.540   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.514   1.831   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.522   0.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.035   0.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.043  -0.206   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      14.555   0.085   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      15.563  -1.079   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.076  -0.788   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.084  -1.952   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.596  -1.661   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.604  -2.825   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.116  -2.534   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.125  -3.699   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.637  -3.408   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      25.645  -4.572   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      22.620  -5.154   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.580  -3.408   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.059   1.540   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      14.051   2.704   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      16.571   1.831   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0      -1.576   2.413   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.441   0.085   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.449  -1.079   0.000  0.00  0.00           C+0
CONECT    1    2    6   32                                                  
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23                                                            
CONECT   27   19                                                            
CONECT   28   16   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    2                                                            
CONECT   32    1   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₈N₄O₄

Average Mass

458.6030 Da

Monoisotopic Mass

458.28931 Da

IUPAC Name

(2E)-N-(4-{N-[(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]carbamimidamido}butyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

Traditional Name

(2E)-N-(4-{N-[(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]carbamimidamido}butyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(\C=C\C(=O)NCCCCN(C\C=C(/C)CC\C=C(/C)CO)C(N)=N)=C1

InChI Identifier

InChI=1S/C25H38N4O4/c1-19(7-6-8-20(2)18-30)13-16-29(25(26)27)15-5-4-14-28-24(32)12-10-21-9-11-22(31)23(17-21)33-3/h8-13,17,30-31H,4-7,14-16,18H2,1-3H3,(H3,26,27)(H,28,32)/b12-10+,19-13+,20-8+

InChI Key

IGHKIFVCHFGRQA-YAPUXVEDSA-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
Fontainea pancheri	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Cinnamic acid amide
Aromatic monoterpenoid
Methoxyphenol
Monocyclic monoterpenoid
Monoterpenoid
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Guanidine
Carboximidamide
Carboxylic acid derivative
Ether
Organic oxygen compound
Primary alcohol
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Imine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic 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	3.01	ALOGPS
logP	2.18	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	9.88	ChemAxon
pKa (Strongest Basic)	12.07	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	131.9 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	146.39 m³·mol⁻¹	ChemAxon
Polarizability	53.04 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00028274

Chemspider ID

9012889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10837590

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lontsi D, Martin MT, Litaudon M, Sevenet T, Pais M: Fontaineine, a new alkaloid from fontainea pancheri J Nat Prod. 1998 Jul;61(7):953-4. doi: 10.1021/np980015z. [PubMed:9677283 ]

Showing NP-Card for Fontaineine (NP0069884)

MOL for NP0069884 (Fontaineine)

3D MOL for NP0069884 (Fontaineine)

3D SDF for NP0069884 (Fontaineine)

3D-SDF for NP0069884 (Fontaineine)

PDB for NP0069884 (Fontaineine)

3D PDB for NP0069884 (Fontaineine)

SMILES for NP0069884 (Fontaineine)

INCHI for NP0069884 (Fontaineine)

Structure for NP0069884 (Fontaineine)

3D Structure for NP0069884 (Fontaineine)