NP-MRD: Showing NP-Card for Celastramycin B (NP0004394)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 01:52:08 UTC

Updated at

2021-07-15 16:49:04 UTC

NP-MRD ID

NP0004394

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Celastramycin B

Provided By

NPAtlas

Description

Celastramycin B is found in Streptomyces. Based on a literature review very few articles have been published on Celastramycin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118063D          

 39 42  0  0  0  0            999 V2000
   -4.6250   -0.8078   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259    0.5713   -0.4822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0285    1.3810    0.7897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8432    0.9280    1.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    0.7946    2.8250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    0.6210    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4494   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.1572   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    0.0357   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    0.2053    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.4978    1.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394    0.6813    2.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    0.0648    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.2059    2.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021   -0.2462    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995   -0.3693    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6251   -0.6590    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.8381   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1018   -1.2101   -1.5225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.7122   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   -0.8933   -2.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.4176   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649   -0.2779   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -0.4253   -2.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    0.5633   -1.2793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8997   -0.5704   -2.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8466   -1.3216    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5370   -0.6399    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -1.3817   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312    1.0620   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781    1.2119    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    2.4621    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.0136   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838    0.6380    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -0.2288    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.7548    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -0.8623   -3.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092    1.4400   -1.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -1.3677   -1.5277 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25  2  1  0  0  0  0
 11  6  1  0  0  0  0
 22 15  1  0  0  0  0
 23  9  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  6  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  8 33  1  0  0  0  0
 12 34  1  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 21 37  1  0  0  0  0
 25 38  1  6  0  0  0
 26 39  1  0  0  0  0
M  END

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
   -4.6250   -0.8078   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259    0.5713   -0.4822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0285    1.3810    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432    0.9280    1.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    0.7946    2.8250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    0.6210    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4494   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.1572   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    0.0357   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    0.2053    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.4978    1.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394    0.6813    2.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    0.0648    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.2059    2.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021   -0.2462    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995   -0.3693    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6251   -0.6590    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.8381   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1018   -1.2101   -1.5225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.7122   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   -0.8933   -2.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.4176   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649   -0.2779   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -0.4253   -2.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    0.5633   -1.2793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8997   -0.5704   -2.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8466   -1.3216    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5370   -0.6399    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -1.3817   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312    1.0620   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781    1.2119    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    2.4621    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.0136   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838    0.6380    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -0.2288    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.7548    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -0.8623   -3.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092    1.4400   -1.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -1.3677   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  7 25  1  0
 25 26  1  0
 25  2  1  0
 11  6  1  0
 22 15  1  0
 23  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  3 32  1  0
  8 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 21 37  1  0
 25 38  1  6
 26 39  1  0
M  END


  Mrv1652306242118063D          

 39 42  0  0  0  0            999 V2000
   -4.6250   -0.8078   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259    0.5713   -0.4822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0285    1.3810    0.7897 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8432    0.9280    1.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    0.7946    2.8250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    0.6210    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4494   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.1572   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    0.0357   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    0.2053    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.4978    1.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394    0.6813    2.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    0.0648    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.2059    2.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021   -0.2462    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995   -0.3693    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6251   -0.6590    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.8381   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1018   -1.2101   -1.5225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.7122   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   -0.8933   -2.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.4176   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649   -0.2779   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -0.4253   -2.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    0.5633   -1.2793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8997   -0.5704   -2.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8466   -1.3216    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5370   -0.6399    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -1.3817   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312    1.0620   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781    1.2119    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    2.4621    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.0136   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838    0.6380    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -0.2288    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.7548    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -0.8623   -3.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092    1.4400   -1.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -1.3677   -1.5277 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25  2  1  0  0  0  0
 11  6  1  0  0  0  0
 22 15  1  0  0  0  0
 23  9  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  6  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  8 33  1  0  0  0  0
 12 34  1  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 21 37  1  0  0  0  0
 25 38  1  6  0  0  0
 26 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004394

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C([H])C4=C(C(O[H])=C3C(=O)C2=C([H])C([H])=C1Cl)C(=O)C([H])([H])[C@]([H])(C([H])([H])[H])[C@]4([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H13ClO6/c1-6-4-11(21)12-8(15(6)22)5-9-14(19(12)26)16(23)7-2-3-10(20)18(25)13(7)17(9)24/h2-3,5-6,15,22,25-26H,4H2,1H3/t6-,15-/m0/s1

> <INCHI_KEY>
VYZRGVNZHYVQDP-XHLQUELWSA-N

> <FORMULA>
C19H13ClO6

> <MOLECULAR_WEIGHT>
372.76

> <EXACT_MASS>
372.0400658

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
36.24015883192499

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4S)-8-chloro-4,7,12-trihydroxy-3-methyl-1,2,3,4,6,11-hexahydrotetracene-1,6,11-trione

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
4.307660719333334

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.499146918839339

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.672108819340407

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3309306121120192

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
94.17339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S)-8-chloro-4,7,12-trihydroxy-3-methyl-3,4-dihydro-2H-tetracene-1,6,11-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 42  0  0  0  0  0  0  0  0999 V2000
   -4.6250   -0.8078   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259    0.5713   -0.4822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0285    1.3810    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432    0.9280    1.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    0.7946    2.8250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    0.6210    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4494   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.1572   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    0.0357   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    0.2053    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.4978    1.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394    0.6813    2.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    0.0648    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.2059    2.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021   -0.2462    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995   -0.3693    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6251   -0.6590    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.8381   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1018   -1.2101   -1.5225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.7122   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   -0.8933   -2.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.4176   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649   -0.2779   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -0.4253   -2.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    0.5633   -1.2793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8997   -0.5704   -2.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8466   -1.3216    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5370   -0.6399    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -1.3817   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312    1.0620   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781    1.2119    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    2.4621    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.0136   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838    0.6380    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -0.2288    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.7548    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -0.8623   -3.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092    1.4400   -1.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -1.3677   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  7 25  1  0
 25 26  1  0
 25  2  1  0
 11  6  1  0
 22 15  1  0
 23  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  3 32  1  0
  8 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 21 37  1  0
 25 38  1  6
 26 39  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.625  -0.808  -0.113  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.126   0.571  -0.482  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.029   1.381   0.790  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.843   0.928   1.563  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.865   0.795   2.825  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.603   0.621   0.867  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.626   0.449  -0.481  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.474   0.157  -1.179  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.728   0.036  -0.502  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.777   0.205   0.865  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.394   0.498   1.541  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.439   0.681   2.887  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.065   0.065   1.511  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.178   0.206   2.745  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.302  -0.246   0.783  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.500  -0.369   1.442  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.625  -0.659   0.727  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.640  -0.838  -0.627  0.00  0.00           C+0
HETATM   19 Cl   UNK     0       7.102  -1.210  -1.523  0.00  0.00          Cl+0
HETATM   20  C   UNK     0       4.410  -0.712  -1.308  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.443  -0.893  -2.654  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.256  -0.418  -0.594  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.965  -0.278  -1.251  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.884  -0.425  -2.491  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.873   0.563  -1.279  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.900  -0.570  -2.122  0.00  0.00           O+0
HETATM   27  H   UNK     0      -3.847  -1.322   0.479  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.537  -0.640   0.529  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.934  -1.382  -1.006  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.931   1.062  -1.095  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.978   1.212   1.350  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.912   2.462   0.612  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.449   0.014  -2.248  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.284   0.638   3.523  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.505  -0.229   2.527  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.578  -0.755   1.268  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.765  -0.862  -3.323  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.809   1.440  -1.965  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.814  -1.368  -1.528  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    1    3   25   30                                             
CONECT    3    2    4   31   32                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8   25                                                  
CONECT    8    7    9   33                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   34                                                       
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17   35                                                  
CONECT   17   16   18   36                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20   37                                                       
CONECT   22   20   23   15                                                  
CONECT   23   22   24    9                                                  
CONECT   24   23                                                            
CONECT   25    7   26    2   38                                             
CONECT   26   25   39                                                       
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    8                                                            
CONECT   34   12                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   21                                                            
CONECT   38   25                                                            
CONECT   39   26                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

RDKit          3D

39 42  0  0  0  0  0  0  0  0999 V2000
   -4.6250   -0.8078   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1259    0.5713   -0.4822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0285    1.3810    0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432    0.9280    1.5625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    0.7946    2.8250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    0.6210    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4494   -0.4812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    0.1572   -1.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7278    0.0357   -0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    0.2053    0.8648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.4978    1.5408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394    0.6813    2.8871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    0.0648    1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779    0.2059    2.7447 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3021   -0.2462    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4995   -0.3693    1.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6251   -0.6590    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.8381   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1018   -1.2101   -1.5225 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4105   -0.7122   -1.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   -0.8933   -2.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2560   -0.4176   -0.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649   -0.2779   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837   -0.4253   -2.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8730    0.5633   -1.2793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8997   -0.5704   -2.1217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8466   -1.3216    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5370   -0.6399    0.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -1.3817   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9312    1.0620   -1.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781    1.2119    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118    2.4621    0.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.0136   -2.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2838    0.6380    3.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5053   -0.2288    2.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.7548    1.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7653   -0.8623   -3.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8092    1.4400   -1.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142   -1.3677   -1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  7 25  1  0
 25 26  1  0
 25  2  1  0
 11  6  1  0
 22 15  1  0
 23  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  3 32  1  0
  8 33  1  0
 12 34  1  0
 16 35  1  0
 17 36  1  0
 21 37  1  0
 25 38  1  6
 26 39  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₉H₁₃ClO₆

Average Mass

372.7600 Da

Monoisotopic Mass

372.04007 Da

IUPAC Name

(3S,4S)-8-chloro-4,7,12-trihydroxy-3-methyl-1,2,3,4,6,11-hexahydrotetracene-1,6,11-trione

Traditional Name

(3S,4S)-8-chloro-4,7,12-trihydroxy-3-methyl-3,4-dihydro-2H-tetracene-1,6,11-trione

CAS Registry Number

Not Available

SMILES

C[C@H]1CC(=O)C2=C(C=C3C(=O)C4=C(C=CC(Cl)=C4O)C(=O)C3=C2O)[C@H]1O

InChI Identifier

InChI=1S/C19H13ClO6/c1-6-4-11(21)12-8(15(6)22)5-9-14(19(12)26)16(23)7-2-3-10(20)18(25)13(7)17(9)24/h2-3,5-6,15,22,25-26H,4H2,1H3/t6-,15-/m0/s1

InChI Key

VYZRGVNZHYVQDP-XHLQUELWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	12430026

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	3.41	ALOGPS
logP	4.31	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.67	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	94.17 m³·mol⁻¹	ChemAxon
Polarizability	36.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017634

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78438384

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101239150

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Celastramycin B (NP0004394)

MOL for NP0004394 (Celastramycin B)

3D MOL for NP0004394 (Celastramycin B)

3D SDF for NP0004394 (Celastramycin B)

3D-SDF for NP0004394 (Celastramycin B)

PDB for NP0004394 (Celastramycin B)

3D PDB for NP0004394 (Celastramycin B)

SMILES for NP0004394 (Celastramycin B)

INCHI for NP0004394 (Celastramycin B)

Structure for NP0004394 (Celastramycin B)

3D Structure for NP0004394 (Celastramycin B)