NP-MRD: Showing NP-Card for Lolitrem C (NP0066228)

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Record Information

Version

2.0

Created at

2022-04-28 10:23:46 UTC

Updated at

2022-04-28 10:23:46 UTC

NP-MRD ID

NP0066228

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lolitrem C

Description

(2S,3R,6S,8S,9R,10R,12R,13S,16S,22R,26R)-9,13-dihydroxy-2,3,23,23,25,25-hexamethyl-8-{2-[(3-methylbut-2-en-1-yl)oxy]propan-2-yl}-7,11,24-trioxa-32-azanonacyclo[16.14.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³¹.0²⁰,²⁸.0²²,²⁶]Dotriaconta-1(18),19(31),20(28),29-tetraen-27-one belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Lolitrem C is found in Epichloe festucae Fg1, Epichloe festucae Fl1, Lolium perenne L. and Neotyphodium lolii Lp19. Based on a literature review very few articles have been published on (2S,3R,6S,8S,9R,10R,12R,13S,16S,22R,26R)-9,13-dihydroxy-2,3,23,23,25,25-hexamethyl-8-{2-[(3-methylbut-2-en-1-yl)oxy]propan-2-yl}-7,11,24-trioxa-32-azanonacyclo[16.14.0.0²,¹⁶.0³,¹³.0⁶,¹².0¹⁰,¹².0¹⁹,³¹.0²⁰,²⁸.0²²,²⁶]Dotriaconta-1(18),19(31),20(28),29-tetraen-27-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282212232D          

 50 58  0  0  1  0            999 V2000
    6.6258   -1.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9440   -1.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6255   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3074   -1.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4852   -1.2689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    0.8329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6695    0.0717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8512   -0.0334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3510    0.6227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6692    1.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327    0.5176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2146   -0.2436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7148   -0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -0.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -0.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038    0.3074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2143    1.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0326    1.1737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8509    1.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2858    1.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9221    0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0272    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    0.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405    0.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588    0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3772    1.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    2.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    1.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -0.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619    0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802    0.3963    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0804   -0.2598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7622   -1.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2624   -1.6771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8589    0.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399    0.8380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496    1.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1941    1.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4297    1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2195   -0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6804   -0.0628    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  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
  8 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
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 18 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
 17 25  1  6  0  0  0
 23 26  1  1  0  0  0
 22 27  1  6  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 14 36  1  1  0  0  0
 13 37  1  6  0  0  0
 12 38  1  1  0  0  0
  3 39  1  0  0  0  0
 40 39  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  1  6  0  0  0
  2 42  1  0  0  0  0
 42 43  2  0  0  0  0
 41 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 40 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 44 49  1  0  0  0  0
 44 50  1  0  0  0  0
M  END


  Mrv1652304282212232D          

 50 58  0  0  1  0            999 V2000
    6.6258   -1.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9440   -1.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4438   -0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6255   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3074   -1.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8076   -1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4852   -1.2689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8098    0.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876    0.8329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6695    0.0717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8512   -0.0334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3510    0.6227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6692    1.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874    1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5327    0.5176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2146   -0.2436    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7148   -0.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5331   -0.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963   -0.3487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1038    0.3074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2143    1.0686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0326    1.1737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8509    1.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2858    1.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9221    0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0272    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404    0.0972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2405    0.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0588    0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5590    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3772    1.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    2.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    1.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -0.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884   -0.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7619    0.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802    0.3963    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0804   -0.2598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7622   -1.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2624   -1.6771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8589    0.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399    0.8380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0496    1.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1941    1.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4297    1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2195   -0.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6804   -0.0628    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  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
  8 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
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 18 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  1  0  0  0
 17 25  1  6  0  0  0
 23 26  1  1  0  0  0
 22 27  1  6  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 14 36  1  1  0  0  0
 13 37  1  6  0  0  0
 12 38  1  1  0  0  0
  3 39  1  0  0  0  0
 40 39  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  1  6  0  0  0
  2 42  1  0  0  0  0
 42 43  2  0  0  0  0
 41 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 40 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 44 49  1  0  0  0  0
 44 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066228

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@]4(C)[C@H](CC5=C4NC4=CC=C6C(=O)[C@@H]7[C@@H](CC6=C54)C(C)(C)OC7(C)C)CC[C@@]3(O)[C@@]22O[C@@H]2[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H57NO7/c1-21(2)15-18-47-38(7,8)34-32(45)35-42(49-35)28(48-34)14-16-39(9)40(10)22(13-17-41(39,42)46)19-25-29-24-20-26-30(37(5,6)50-36(26,3)4)31(44)23(24)11-12-27(29)43-33(25)40/h11-12,15,22,26,28,30,32,34-35,43,45-46H,13-14,16-20H2,1-10H3/t22-,26+,28-,30-,32+,34-,35+,39+,40+,41-,42+/m0/s1

> <INCHI_KEY>
XERCMAQJPCQQAO-MZPRGSRXSA-N

> <FORMULA>
C42H57NO7

> <MOLECULAR_WEIGHT>
687.918

> <EXACT_MASS>
687.413503179

$$$$

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      12.368  -3.523   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.962  -2.102   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.028  -0.877   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.501  -1.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.907  -2.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.841  -3.719   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.372  -2.369   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.018  -0.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.333  -0.070   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.978   1.429   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.443   1.555   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.850   0.134   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.322  -0.062   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.389   1.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.982   2.583   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.510   2.779   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.861   0.966   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.267  -0.455   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.201  -1.679   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.728  -1.483   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.740  -0.651   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.194   0.574   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.400   1.995   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.928   2.191   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.455   2.387   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.534   3.219   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.721   0.378   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.525  -1.150   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.917   1.905   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.249   0.181   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.182   1.406   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.710   1.210   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.643   2.435   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.171   2.239   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.050   3.856   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.353   2.702   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.256  -1.287   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.885  -1.406   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.622   0.544   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      14.150   0.740   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.083  -0.485   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.490  -1.906   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      15.423  -3.130   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      16.537   0.025   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      16.501   1.564   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      15.026   2.006   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.296   3.522   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      13.869   3.022   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      17.210  -1.361   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      18.070  -0.117   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   42                                                  
CONECT    3    2    4   39                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11    8   13   38                                             
CONECT   13   12   14   20   37                                             
CONECT   14   13   15   17   36                                             
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18   24   25                                             
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   13                                                       
CONECT   21   18   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   17   25                                                  
CONECT   25   24   17                                                       
CONECT   26   23                                                            
CONECT   27   22   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   14                                                            
CONECT   37   13                                                            
CONECT   38   12                                                            
CONECT   39    3   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42   44                                                  
CONECT   42   41    2   43                                                  
CONECT   43   42                                                            
CONECT   44   41   45   49   50                                             
CONECT   45   44   46                                                       
CONECT   46   45   40   47   48                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   44                                                            
CONECT   50   44                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₅₇NO₇

Average Mass

687.9180 Da

Monoisotopic Mass

687.41350 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC(C)(C)[C@H]1O[C@H]2CC[C@]3(C)[C@]4(C)[C@H](CC5=C4NC4=CC=C6C(=O)[C@@H]7[C@@H](CC6=C54)C(C)(C)OC7(C)C)CC[C@@]3(O)[C@@]22O[C@@H]2[C@@H]1O

InChI Identifier

InChI=1S/C42H57NO7/c1-21(2)15-18-47-38(7,8)34-32(45)35-42(49-35)28(48-34)14-16-39(9)40(10)22(13-17-41(39,42)46)19-25-29-24-20-26-30(37(5,6)50-36(26,3)4)31(44)23(24)11-12-27(29)43-33(25)40/h11-12,15,22,26,28,30,32,34-35,43,45-46H,13-14,16-20H2,1-10H3/t22-,26+,28-,30-,32+,34-,35+,39+,40+,41-,42+/m0/s1

InChI Key

XERCMAQJPCQQAO-MZPRGSRXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Epichloe festucae Fg1	Fungi	KNApSAcK
Epichloe festucae Fl1	Fungi	KNApSAcK
Lolium perenne L.	Plant	KNApSAcK
Neotyphodium lolii Lp19	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthofuran
3-alkylindole
Tetralin
Naphthalene
Indole or derivatives
Indole
Aryl alkyl ketone
Aryl ketone
Dioxepane
1,4-dioxepane
Benzenoid
Pyran
Oxane
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Pyrrole
Cyclic alcohol
Secondary alcohol
Ketone
Oxacycle
Azacycle
Ether
Oxirane
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162875956

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Lolitrem C (NP0066228)

MOL for NP0066228 (Lolitrem C)

3D MOL for NP0066228 (Lolitrem C)

3D SDF for NP0066228 (Lolitrem C)

3D-SDF for NP0066228 (Lolitrem C)

PDB for NP0066228 (Lolitrem C)

3D PDB for NP0066228 (Lolitrem C)

SMILES for NP0066228 (Lolitrem C)

INCHI for NP0066228 (Lolitrem C)

Structure for NP0066228 (Lolitrem C)

3D Structure for NP0066228 (Lolitrem C)