NP-MRD: Showing NP-Card for Equisetin (NP0140367)

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Record Information

Version

2.0

Created at

2022-06-29 21:30:46 UTC

Updated at

2022-06-29 21:30:46 UTC

NP-MRD ID

NP0140367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Equisetin

Description

Equisetin belongs to the class of organic compounds known as n-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms. Equisetin is found in Fusarium equiseti and Fusarium heterosporum. Equisetin was first documented in 2021 (PMID: 34869220). Based on a literature review a significant number of articles have been published on Equisetin (PMID: 35722281) (PMID: 35646525) (PMID: 35209839) (PMID: 34680843) (PMID: 34121297) (PMID: 34056443).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292223302D          

 27 29  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1698   -3.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3693   -4.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8017   -4.3733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5014   -3.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -3.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8321   -2.5036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663   -4.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442   -5.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282   -5.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  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
 12 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 20 23  1  0  0  0  0
 19 24  1  1  0  0  0
 24 25  1  0  0  0  0
 15 26  1  0  0  0  0
  9 27  1  6  0  0  0
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    1.0202    4.7592    0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376    3.7142   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    2.5307    0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9701    1.4696    0.3045 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6473    1.3804    1.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7055    0.5802    1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362   -0.0494    0.2842 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9403   -1.1567    0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3204   -2.0129   -0.5325 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5914   -3.4598   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3023   -1.9233   -1.6184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708   -1.8279   -1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6742   -0.8132   -0.0302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4693    0.1643   -0.2711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5114    0.3017   -1.7395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602   -0.4743    0.4825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1961   -1.2925    1.6108 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8458   -0.3966    0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9317   -1.0619    1.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7828   -1.5674    2.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1234   -0.9680    0.1894 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4086   -0.9102    0.9845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.1585    1.8588 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9350    0.2256   -0.6043 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9776    1.0696   -1.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5071    0.3834   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055    1.1059   -1.5947 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0040    5.1968    1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152    5.5838   -0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321    4.3459   -0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9003    3.9010   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9091    2.3621    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7131    1.8757   -0.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3322    1.9142    2.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    0.4248    2.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2865    0.6380   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4117   -1.8032    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7950   -0.7191    1.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3059   -1.6412   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1870   -3.9552   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1613   -3.4835    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6401   -4.0353   -0.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3027   -2.8623   -2.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5854   -1.1277   -2.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2136   -1.8545   -1.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7392   -2.8802   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5290   -1.3649    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0398   -0.3779   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5892    0.1196   -2.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    1.3925   -2.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3026   -0.8020    2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172   -1.8337   -0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5694   -1.8710    1.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2681   -0.7943    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7018   -0.1774    2.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5287    0.5883   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5726    2.0616   -1.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7251    1.2501   -0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  1
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 14  4  1  0
 26 18  1  0
 13  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  6
  5 34  1  0
  6 35  1  0
  7 36  1  6
  8 37  1  0
  8 38  1  0
  9 39  1  6
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  1
 15 48  1  0
 15 49  1  0
 15 50  1  0
 17 51  1  0
 21 52  1  6
 22 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
M  END


  Mrv1652306292223302D          

 27 29  0  0  1  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -3.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1698   -3.8430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3693   -4.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8017   -4.3733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5014   -3.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -3.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8321   -2.5036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2663   -4.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7442   -5.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4282   -5.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  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
 12 11  1  1  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 20 23  1  0  0  0  0
 19 24  1  1  0  0  0
 24 25  1  0  0  0  0
 15 26  1  0  0  0  0
  9 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0140367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\[C@@H]1C=C[C@@H]2C[C@H](C)CC[C@H]2[C@]1(C)C(\O)=C1\C(=O)[C@H](CO)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO4/c1-5-6-15-9-8-14-11-13(2)7-10-16(14)22(15,3)20(26)18-19(25)17(12-24)23(4)21(18)27/h5-6,8-9,13-17,24,26H,7,10-12H2,1-4H3/b6-5+,20-18+/t13-,14-,15-,16-,17+,22-/m1/s1

> <INCHI_KEY>
QNQBPPQLRODXET-AIMHRHHOSA-N

> <FORMULA>
C22H31NO4

> <MOLECULAR_WEIGHT>
373.493

> <EXACT_MASS>
373.225308482

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.17624666050965

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

> <ALOGPS_LOGP>
3.08

> <JCHEM_LOGP>
2.669593618333333

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.077288686250348

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.667383354902307

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7945695089261554

> <JCHEM_POLAR_SURFACE_AREA>
77.84

> <JCHEM_REFRACTIVITY>
108.23159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5S)-3-{[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(1E)-prop-1-en-1-yl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl](hydroxy)methylidene}-5-(hydroxymethyl)-1-methylpyrrolidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.390  -4.440   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.944  -4.440   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.760  -5.746   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.184  -7.174   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.689  -7.546   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.363  -8.163   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.669  -7.347   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       4.297  -5.853   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.287  -4.673   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.097  -7.924   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.256  -9.700   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.533 -10.561   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.405  -4.493   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12    4   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   26                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
CONECT   23   20                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
CONECT   26   15                                                            
CONECT   27    9                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₁NO₄

Average Mass

373.4930 Da

Monoisotopic Mass

373.22531 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C=C\[C@@H]1C=C[C@@H]2C[C@H](C)CC[C@H]2[C@]1(C)C(\O)=C1\C(=O)[C@H](CO)N(C)C1=O

InChI Identifier

InChI=1S/C22H31NO4/c1-5-6-15-9-8-14-11-13(2)7-10-16(14)22(15,3)20(26)18-19(25)17(12-24)23(4)21(18)27/h5-6,8-9,13-17,24,26H,7,10-12H2,1-4H3/b6-5+,20-18+/t13-,14-,15-,16-,17+,22-/m1/s1

InChI Key

QNQBPPQLRODXET-AIMHRHHOSA-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

Species Name	Source	Reference
Fusarium equiseti	LOTUS Database	35616633
Fusarium heterosporum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylpyrrolidines. N-alkylpyrrolidines are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrrolidines

Sub Class

N-alkylpyrrolidines

Direct Parent

N-alkylpyrrolidines

Alternative Parents

Substituents

Pyrrolidone
2-pyrrolidone
3-pyrrolidone
N-alkylpyrrolidine
Tertiary carboxylic acid amide
Vinylogous acid
Carboxamide group
Ketone
Lactam
Cyclic ketone
Enol
Carboxylic acid derivative
Azacycle
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000152

Chemspider ID

21248604

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54684703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang B, Peng S, Liu S, Zhang Y, Wei Y, Xu X, Gao C, Liu Y, Luo X: Isolation, Screening, and Active Metabolites Identification of Anti-Vibrio Fungal Strains Derived From the Beibu Gulf Coral. Front Microbiol. 2022 Jun 2;13:930981. doi: 10.3389/fmicb.2022.930981. eCollection 2022. [PubMed:35722281 ]
Xu Z, Liu D, Liu D, Ren X, Liu H, Qi G, Zhou Y, Wu C, Zhu K, Zou Z, Yuan J, Lin W, Guo P: Equisetin is an anti-obesity candidate through targeting 11beta-HSD1. Acta Pharm Sin B. 2022 May;12(5):2358-2373. doi: 10.1016/j.apsb.2022.01.006. Epub 2022 Jan 15. [PubMed:35646525 ]
Anteyi WO, Klaiber I, Rasche F: Diacetoxyscirpenol, a Fusarium exometabolite, prevents efficiently the incidence of the parasitic weed Striga hermonthica. BMC Plant Biol. 2022 Feb 24;22(1):84. doi: 10.1186/s12870-022-03471-6. [PubMed:35209839 ]
Ding L, Zhang SD, Haidar AK, Bajimaya M, Guo Y, Larsen TO, Gram L: Polycyclic Tetramate Macrolactams-A Group of Natural Bioactive Metallophores. Front Chem. 2021 Nov 12;9:772858. doi: 10.3389/fchem.2021.772858. eCollection 2021. [PubMed:34869220 ]
Zhang Q, Chen S, Liu X, Lin W, Zhu K: Equisetin Restores Colistin Sensitivity against Multi-Drug Resistant Gram-Negative Bacteria. Antibiotics (Basel). 2021 Oct 18;10(10):1263. doi: 10.3390/antibiotics10101263. [PubMed:34680843 ]
Fujiyama K, Kato N, Re S, Kinugasa K, Watanabe K, Takita R, Nogawa T, Hino T, Osada H, Sugita Y, Takahashi S, Nagano S: Molecular Basis for Two Stereoselective Diels-Alderases that Produce Decalin Skeletons*. Angew Chem Int Ed Engl. 2021 Oct 4;60(41):22401-22410. doi: 10.1002/anie.202106186. Epub 2021 Jul 5. [PubMed:34121297 ]
Chi C, Wang Z, Liu T, Zhang Z, Zhou H, Li A, Jin H, Jia H, Yin F, Yang D, Ma M: Crystal Structures of Fsa2 and Phm7 Catalyzing [4 + 2] Cycloaddition Reactions with Reverse Stereoselectivities in Equisetin and Phomasetin Biosynthesis. ACS Omega. 2021 May 6;6(19):12913-12922. doi: 10.1021/acsomega.1c01593. eCollection 2021 May 18. [PubMed:34056443 ]
Robey MT, Caesar LK, Drott MT, Keller NP, Kelleher NL: An interpreted atlas of biosynthetic gene clusters from 1,000 fungal genomes. Proc Natl Acad Sci U S A. 2021 May 11;118(19):e2020230118. doi: 10.1073/pnas.2020230118. [PubMed:33941694 ]
Gallo A, Ghilardelli F, Atzori AS, Zara S, Novak B, Faas J, Fancello F: Co-Occurrence of Regulated and Emerging Mycotoxins in Corn Silage: Relationships with Fermentation Quality and Bacterial Communities. Toxins (Basel). 2021 Mar 23;13(3):232. doi: 10.3390/toxins13030232. [PubMed:33806727 ]

Showing NP-Card for Equisetin (NP0140367)

MOL for NP0140367 (Equisetin)

3D MOL for NP0140367 (Equisetin)

3D SDF for NP0140367 (Equisetin)

3D-SDF for NP0140367 (Equisetin)

PDB for NP0140367 (Equisetin)

3D PDB for NP0140367 (Equisetin)

SMILES for NP0140367 (Equisetin)

INCHI for NP0140367 (Equisetin)

Structure for NP0140367 (Equisetin)

3D Structure for NP0140367 (Equisetin)