NP-MRD: Showing NP-Card for (1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione (NP0223303)

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Record Information

Version

2.0

Created at

2022-09-06 01:21:53 UTC

Updated at

2022-09-06 01:21:54 UTC

NP-MRD ID

NP0223303

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione

Description

CHEMBL255172 belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. (1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione is found in Rubia cordifolia. Based on a literature review very few articles have been published on CHEMBL255172.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203212D          

 58 62  0  0  1  0            999 V2000
   -4.5521   -5.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8010   -4.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2443   -4.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4933   -3.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9366   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1309   -2.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -2.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -2.4129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5229   -3.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -3.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -3.3904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4601   -4.1806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0171   -4.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467   -4.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013   -5.1464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -3.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7102   -3.9156    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0527   -4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7922   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0406   -4.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323   -4.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2079   -5.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4580   -5.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5351   -2.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9726   -1.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7580   -1.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3898   -1.0583    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.2462   -0.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1651   -1.3402    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.8760   -2.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6553   -2.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885   -1.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6704   -1.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3414   -1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -0.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5324   -0.9268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927   -0.1332    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8520    0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2372    0.8281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4544   -1.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591   -0.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2113   -1.7970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060   -1.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0559   -3.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -3.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4387   -4.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  4  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  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
 32 34  1  0  0  0  0
 31 35  2  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  4  0  0  0
 39 41  2  0  0  0  0
 41 42  1  0  0  0  0
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 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
  8 51  1  0  0  0  0
 51 52  1  0  0  0  0
 38 53  1  6  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 18 55  1  0  0  0  0
 55 56  2  0  0  0  0
  6 57  1  0  0  0  0
 57 58  2  0  0  0  0
  3 58  1  0  0  0  0
M  CHG  2  32   1  34  -1
M  END


  Mrv1652309062203212D          

 58 62  0  0  1  0            999 V2000
   -4.5521   -5.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8010   -4.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4933   -3.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9366   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1309   -2.8441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -2.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -2.4129    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5229   -3.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -3.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7127   -3.3904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4601   -4.1806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0171   -4.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467   -4.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6013   -5.1464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -3.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6397   -2.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0527   -4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7922   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0406   -4.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323   -4.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4571   -4.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2079   -5.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4580   -5.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7580   -1.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3898   -1.0583    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    6.2462   -0.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1651   -1.3402    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.8760   -2.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6553   -2.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4885   -1.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6704   -1.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3414   -1.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -0.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5324   -0.9268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927   -0.1332    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8520    0.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4843    0.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2372    0.8281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813   -0.5659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946   -0.3915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1455    0.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4544   -1.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591   -0.8208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4387   -4.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  4  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
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 18 55  1  0  0  0  0
 55 56  2  0  0  0  0
  6 57  1  0  0  0  0
 57 58  2  0  0  0  0
  3 58  1  0  0  0  0
M  CHG  2  32   1  34  -1
M  END
> <DATABASE_ID>
NP0223303

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@@H]2N(C)C(=O)[C@H](C)N=C(O)[C@@H](C)N=C(O)[C@@H]3CC4=CC(=C(O)C(OC5=CC=C(C[C@H](N(C)C(=O)[C@H](C)N=C2O)C(=O)N3C)C=C5)=C4)[N+]([O-])=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C40H47N7O11/c1-21-35(49)42-22(2)38(52)44(4)30(16-24-8-12-27(57-7)13-9-24)37(51)43-23(3)39(53)46(6)32-17-25-10-14-28(15-11-25)58-33-20-26(18-29(34(33)48)47(55)56)19-31(36(50)41-21)45(5)40(32)54/h8-15,18,20-23,30-32,48H,16-17,19H2,1-7H3,(H,41,50)(H,42,49)(H,43,51)/t21-,22+,23+,30+,31+,32+/m1/s1

> <INCHI_KEY>
OAZXQDPEWAUFRS-MEGZMBDLSA-N

> <FORMULA>
C40H47N7O11

> <MOLECULAR_WEIGHT>
801.854

> <EXACT_MASS>
801.333355361

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
78.53485128718773

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,7S,10S,13S,16S)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2^{18,21}.1^{23,27}]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione

> <JCHEM_LOGP>
2.2524021000087737

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.6711044448541887

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.1835321247796724

> <JCHEM_PKA_STRONGEST_BASIC>
5.095616418234305

> <JCHEM_POLAR_SURFACE_AREA>
240.52999999999997

> <JCHEM_REFRACTIVITY>
208.84400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,7S,10S,13S,16S)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2^{18,21}.1^{23,27}]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.497 -10.187   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.962  -8.719   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -7.923  -7.582   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.387  -6.114   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.348  -4.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.844  -5.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.805  -4.172   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.301  -4.504   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.843  -5.980   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.890  -7.109   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -1.330  -6.329   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.859  -7.804   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.899  -8.940   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.647  -8.142   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.122  -9.607   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       1.674  -6.977   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.194  -5.514   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.192  -7.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.832  -8.775   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.212  -9.551   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.676  -8.084   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.154  -7.624   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.320  -8.562   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.855 -10.033   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.455 -10.584   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.351  -7.370   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.858  -5.652   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.465  -4.964   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.083  -3.435   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.282  -2.497   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.748  -2.966   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      11.928  -1.975   0.000  0.00  0.00           N+1
HETATM   33  O   UNK     0      11.660  -0.459   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      13.375  -2.502   0.000  0.00  0.00           O-1
HETATM   35  C   UNK     0      10.969  -4.582   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      12.423  -5.087   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.512  -3.119   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.985  -3.531   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.371  -2.083   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.362  -0.905   0.000  0.00  0.00           O+0
HETATM   41  N   UNK     0       2.860  -1.730   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       2.413  -0.249   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.457   0.883   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.904   0.077   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       0.443   1.546   0.000  0.00  0.00           O+0
HETATM   46  N   UNK     0      -0.152  -1.056   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0      -1.670  -0.731   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -2.138   0.736   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -2.715  -1.872   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -4.217  -1.532   0.000  0.00  0.00           O+0
HETATM   51  N   UNK     0      -2.261  -3.354   0.000  0.00  0.00           N+0
HETATM   52  C   UNK     0      -0.758  -3.689   0.000  0.00  0.00           C+0
HETATM   53  N   UNK     0       3.881  -4.593   0.000  0.00  0.00           N+0
HETATM   54  C   UNK     0       2.408  -4.144   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.211  -6.121   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       5.704  -6.499   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -5.380  -6.777   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -6.419  -7.914   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   58                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   57                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   51                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   55                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   23   27                                                       
CONECT   27   26   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   37                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   31   27   36                                                  
CONECT   36   35                                                            
CONECT   37   29   38                                                       
CONECT   38   37   39   53                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49    8   52                                                  
CONECT   52   51                                                            
CONECT   53   38   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   18   56                                                  
CONECT   56   55                                                            
CONECT   57    6   58                                                       
CONECT   58   57    3                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₄₇N₇O₁₁

Average Mass

801.8540 Da

Monoisotopic Mass

801.33336 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@@H]2N(C)C(=O)[C@H](C)N=C(O)[C@@H](C)N=C(O)[C@@H]3CC4=CC(=C(O)C(OC5=CC=C(C[C@H](N(C)C(=O)[C@H](C)N=C2O)C(=O)N3C)C=C5)=C4)[N+]([O-])=O)C=C1

InChI Identifier

InChI=1S/C40H47N7O11/c1-21-35(49)42-22(2)38(52)44(4)30(16-24-8-12-27(57-7)13-9-24)37(51)43-23(3)39(53)46(6)32-17-25-10-14-28(15-11-25)58-33-20-26(18-29(34(33)48)47(55)56)19-31(36(50)41-21)45(5)40(32)54/h8-15,18,20-23,30-32,48H,16-17,19H2,1-7H3,(H,41,50)(H,42,49)(H,43,51)/t21-,22+,23+,30+,31+,32+/m1/s1

InChI Key

OAZXQDPEWAUFRS-MEGZMBDLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rubia cordifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Oxyneolignan skeleton
Macrolactam
Diaryl ether
Alpha-amino acid or derivatives
Phenoxy compound
Nitroaromatic compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary carboxylic acid amide
Organic nitro compound
Amino acid or derivatives
Carboxamide group
Lactam
C-nitro compound
Secondary carboxylic acid amide
Tertiary amine
Azacycle
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic 1,3-dipolar compound
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Amine
Carbonyl group
Organic nitrogen compound
Organic salt
Organic oxygen compound
Organic zwitterion
Organonitrogen compound
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

23322996

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44455361

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione (NP0223303)

MOL for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

3D MOL for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

3D SDF for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

3D-SDF for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

PDB for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

3D PDB for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

SMILES for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

INCHI for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

Structure for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)

3D Structure for NP0223303 ((1s,4r,7s,10s,13s,16s)-2,5,11,24-tetrahydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-25-nitro-22-oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.2¹⁸,²¹.1²³,²⁷]tritriaconta-2,5,11,18,20,23(31),24,26,32-nonaene-8,14,30-trione)