NP-MRD: Showing NP-Card for Luxocinnamycin B (NP0351476)

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Record Information

Version

2.0

Created at

2025-08-22 06:47:44 UTC

Updated at

2025-10-08 03:35:20 UTC

NP-MRD ID

NP0351476

Natural Product DOI

https://doi.org/10.57994/4523

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Luxocinnamycin B

Description

Based on a literature review very few articles have been published on Luxocinnamycin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02252323582D          

 58 62  0  0  1  0            999 V2000
    3.5150   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6584   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3729   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0874   -8.1146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8018   -7.7021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8018   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -6.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2308   -7.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9452   -8.1146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9452   -8.9396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6597   -9.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2308   -9.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6597   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3742   -8.1146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0887   -7.7021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0887   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -6.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -5.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176   -5.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2321   -5.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2321   -6.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176   -7.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2321   -8.1146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9857   -7.7790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1573   -6.9720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5378   -8.3921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3536   -8.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5371   -7.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3255   -7.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9303   -7.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7467   -8.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9583   -8.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8967   -9.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8161   -7.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1253   -9.1066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4267   -9.8745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8655  -10.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1087  -11.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9130  -11.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5476  -11.8724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2150  -10.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3380  -10.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3183   -8.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7052   -9.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -8.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6597   -6.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -8.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3729   -6.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -8.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -9.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -8.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -8.1146    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  1  0  0  0
 30 29  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 33 38  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 32 40  1  1  0  0  0
 32 41  1  0  0  0  0
 42 41  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 42 47  1  0  0  0  0
 39 47  1  0  0  0  0
 47 48  2  0  0  0  0
 29 49  1  0  0  0  0
 41 49  1  0  0  0  0
 49 50  2  0  0  0  0
 27 51  2  0  0  0  0
 17 52  2  0  0  0  0
 11 53  2  0  0  0  0
  6 54  2  0  0  0  0
  3 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
  2 58  1  0  0  0  0
M  END


  Mrv2104 02252323582D          

 58 62  0  0  1  0            999 V2000
    3.5150   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6584   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3729   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0874   -8.1146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8018   -7.7021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8018   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -6.4646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2308   -7.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9452   -8.1146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9452   -8.9396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6597   -9.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2308   -9.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6597   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3742   -8.1146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0887   -7.7021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0887   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -6.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -5.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176   -5.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2321   -5.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2321   -6.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176   -6.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -8.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5176   -7.7021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2321   -8.1146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9857   -7.7790    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.1573   -6.9720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5378   -8.3921    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.3536   -8.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5371   -7.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3255   -7.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9303   -7.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7467   -8.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9583   -8.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8967   -9.6530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8161   -7.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1253   -9.1066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4267   -9.8745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8655  -10.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1087  -11.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9130  -11.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5476  -11.8724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2150  -10.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3380  -10.9335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3183   -8.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7052   -9.4871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8031   -8.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6597   -6.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -8.9396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3729   -6.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2295   -8.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -9.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -8.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005   -8.1146    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  1  0  0  0
 30 29  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 33 38  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 32 40  1  1  0  0  0
 32 41  1  0  0  0  0
 42 41  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 42 47  1  0  0  0  0
 39 47  1  0  0  0  0
 47 48  2  0  0  0  0
 29 49  1  0  0  0  0
 41 49  1  0  0  0  0
 49 50  2  0  0  0  0
 27 51  2  0  0  0  0
 17 52  2  0  0  0  0
 11 53  2  0  0  0  0
  6 54  2  0  0  0  0
  3 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
  2 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@H](NC(=O)[C@H](CO)NC(=O)\C=C\C1=C(C)C=CC=C1)C(=O)N[C@H](CC1=CC=CC=C1)C(=O)N[C@H]1[C@@H](O)[C@@]2(O)N([C@@H](CC(O)=O)C(=O)NC3=C2C=CC=C3)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H44N6O12/c1-21-10-6-7-13-24(21)16-17-30(49)41-28(20-47)36(54)44-32(22(2)48)38(56)43-27(18-23-11-4-3-5-12-23)35(53)45-33-34(52)40(58)25-14-8-9-15-26(25)42-37(55)29(19-31(50)51)46(40)39(33)57/h3-17,22,27-29,32-34,47-48,52,58H,18-20H2,1-2H3,(H,41,49)(H,42,55)(H,43,56)(H,44,54)(H,45,53)(H,50,51)/b17-16+/t22-,27-,28+,29+,32+,33+,34-,40-/m1/s1

> <INCHI_KEY>
HWCBXUCVFTZILC-KJGBYOEQSA-N

> <FORMULA>
C40H44N6O12

> <MOLECULAR_WEIGHT>
800.822

> <EXACT_MASS>
800.301720881

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
79.18368902754008

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2R,3R,4S,7S)-2,3-dihydroxy-4-[(2R)-2-[(2S,3R)-3-hydroxy-2-[(2S)-3-hydroxy-2-[(2E)-3-(2-methylphenyl)prop-2-enamido]propanamido]butanamido]-3-phenylpropanamido]-5,8-dioxo-6,9-diazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-trien-7-yl]acetic acid

> <JCHEM_LOGP>
-0.5751973353333331

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.994005481386269

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7228141571290316

> <JCHEM_PKA_STRONGEST_BASIC>
-3.815919575788603

> <JCHEM_POLAR_SURFACE_AREA>
284.03

> <JCHEM_REFRACTIVITY>
204.85970000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4S,7S)-2,3-dihydroxy-4-[(2R)-2-[(2S,3R)-3-hydroxy-2-[(2S)-3-hydroxy-2-[(2E)-3-(2-methylphenyl)prop-2-enamido]propanamido]butanamido]-3-phenylpropanamido]-5,8-dioxo-6,9-diazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-trien-7-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-23         0                                  
HETATM    1  C   UNK     0       6.561 -12.837   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.561 -14.377   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.895 -15.147   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.229 -14.377   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.562 -15.147   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.896 -14.377   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      13.230 -15.147   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      14.563 -14.377   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.563 -12.837   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      15.897 -12.067   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      15.897 -15.147   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      17.231 -14.377   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      18.564 -15.147   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.564 -16.687   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.898 -17.457   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      17.231 -17.457   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      19.898 -14.377   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      21.232 -15.147   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      22.565 -14.377   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.565 -12.837   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.899 -12.067   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.899 -10.527   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      25.233  -9.757   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      26.567 -10.527   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.567 -12.067   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.233 -12.837   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.899 -15.147   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      25.233 -14.377   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      26.567 -15.147   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      27.973 -14.521   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      28.294 -13.014   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      29.004 -15.665   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      30.527 -15.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      30.869 -13.934   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      32.341 -13.480   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      33.470 -14.528   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      33.127 -16.029   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      31.656 -16.483   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      31.540 -18.019   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0      29.523 -14.216   0.000  0.00  0.00           O+0
HETATM   41  N   UNK     0      28.234 -16.999   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      28.796 -18.432   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      27.749 -19.561   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      28.203 -21.033   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      29.704 -21.376   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      27.155 -22.162   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      30.268 -18.886   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      30.498 -20.409   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      26.727 -16.679   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      25.583 -17.709   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      23.899 -16.687   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      19.898 -12.837   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      15.897 -16.687   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      11.896 -12.837   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       7.895 -16.687   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       6.561 -17.457   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       5.228 -16.687   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       5.228 -15.147   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   58                                                  
CONECT    3    2    4   55                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   54                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   53                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   18   52                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   19   28   51                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   49                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   40   41                                             
CONECT   33   32   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   33   37   39                                                  
CONECT   39   38   47                                                       
CONECT   40   32                                                            
CONECT   41   32   42   49                                                  
CONECT   42   41   43   47                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   42   39   48                                                  
CONECT   48   47                                                            
CONECT   49   29   41   50                                                  
CONECT   50   49                                                            
CONECT   51   27                                                            
CONECT   52   17                                                            
CONECT   53   11                                                            
CONECT   54    6                                                            
CONECT   55    3   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57    2                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₄₄N₆O₁₂

Average Mass

800.8220 Da

Monoisotopic Mass

800.30172 Da

IUPAC Name

2-[(2R,3R,4S,7S)-2,3-dihydroxy-4-[(2R)-2-[(2S,3R)-3-hydroxy-2-[(2S)-3-hydroxy-2-[(2E)-3-(2-methylphenyl)prop-2-enamido]propanamido]butanamido]-3-phenylpropanamido]-5,8-dioxo-6,9-diazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-trien-7-yl]acetic acid

Traditional Name

[(2R,3R,4S,7S)-2,3-dihydroxy-4-[(2R)-2-[(2S,3R)-3-hydroxy-2-[(2S)-3-hydroxy-2-[(2E)-3-(2-methylphenyl)prop-2-enamido]propanamido]butanamido]-3-phenylpropanamido]-5,8-dioxo-6,9-diazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-trien-7-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@H](NC(=O)[C@H](CO)NC(=O)\C=C\C1=C(C)C=CC=C1)C(=O)N[C@H](CC1=CC=CC=C1)C(=O)N[C@H]1[C@@H](O)[C@@]2(O)N([C@@H](CC(O)=O)C(=O)NC3=C2C=CC=C3)C1=O

InChI Identifier

InChI=1S/C40H44N6O12/c1-21-10-6-7-13-24(21)16-17-30(49)41-28(20-47)36(54)44-32(22(2)48)38(56)43-27(18-23-11-4-3-5-12-23)35(53)45-33-34(52)40(58)25-14-8-9-15-26(25)42-37(55)29(19-31(50)51)46(40)39(33)57/h3-17,22,27-29,32-34,47-48,52,58H,18-20H2,1-2H3,(H,41,49)(H,42,55)(H,43,56)(H,44,54)(H,45,53)(H,50,51)/b17-16+/t22-,27-,28+,29+,32+,33+,34-,40-/m1/s1

InChI Key

HWCBXUCVFTZILC-KJGBYOEQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HSQC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HMBC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HSQC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C2D6OS, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces spp NPDC021753, OID7 and TW1S1		Not Available

Chemical Taxonomy

Classification

Not classified

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	-0.58	ChemAxon
pKa (Strongest Acidic)	3.72	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	284.03 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	204.86 m³·mol⁻¹	ChemAxon
Polarizability	79.18 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Luxocinnamycin B (NP0351476)

MOL for NP0351476 (Luxocinnamycin B)

3D MOL for NP0351476 (Luxocinnamycin B)

3D SDF for NP0351476 (Luxocinnamycin B)

3D-SDF for NP0351476 (Luxocinnamycin B)

PDB for NP0351476 (Luxocinnamycin B)

3D PDB for NP0351476 (Luxocinnamycin B)

SMILES for NP0351476 (Luxocinnamycin B)

INCHI for NP0351476 (Luxocinnamycin B)

Structure for NP0351476 (Luxocinnamycin B)

3D Structure for NP0351476 (Luxocinnamycin B)