NP-MRD: Showing NP-Card for kebanmycin C (NP0333309)

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Record Information

Version

2.0

Created at

2024-05-28 17:06:07 UTC

Updated at

2024-11-01 01:36:06 UTC

NP-MRD ID

NP0333309

Natural Product DOI

https://doi.org/10.57994/2668

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kebanmycin C

Description

Kebanmycin C belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on kebanmycin C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02092319422D          

 48 54  0  0  1  0            999 V2000
   11.2048   -0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3852   -0.6285    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0574   -1.3855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5491   -2.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -1.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7461   -0.8177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9265   -0.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4348   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2874   -1.1016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1235    0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040    0.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9762   -0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4514    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2709    1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7626    0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596    1.7374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401    1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9927    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649    0.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483    2.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9762    3.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4844    3.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8288    2.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    1.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814    1.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5340    0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866   -0.3446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -0.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0423    1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3701    1.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897    2.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    2.7783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0258    3.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3370    2.8730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6649    3.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.3179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9246    0.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4164    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0739   -0.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8935    0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2213    0.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 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
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 18 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 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
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 30 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 27 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 25  1  0  0  0  0
 39 40  1  1  0  0  0
 34 41  1  0  0  0  0
 42 41  1  0  0  0  0
 42 32  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
  6 46  1  0  0  0  0
 46 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv2104 02092319422D          

 48 54  0  0  1  0            999 V2000
   11.2048   -0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3852   -0.6285    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0574   -1.3855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5491   -2.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2378   -1.4802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7461   -0.8177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9265   -0.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4348   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6153   -0.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2874   -1.1016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1235    0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3040    0.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9762   -0.5338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4514    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2709    1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7626    0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9596    1.7374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1401    1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8122    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9927    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649    0.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483    2.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9762    3.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4844    3.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8288    2.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5010    1.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6814    1.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3536    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -0.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5340    0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -0.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3866   -0.3446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6979   -0.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0423    1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3701    1.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897    2.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5175    2.7783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0258    3.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3370    2.8730    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6649    3.6301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.3179    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9246    0.2232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4164    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0739   -0.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8935    0.0340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2213    0.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 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
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 18 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 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
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 30 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 27 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 25  1  0  0  0  0
 39 40  1  1  0  0  0
 34 41  1  0  0  0  0
 42 41  1  0  0  0  0
 42 32  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
  6 46  1  0  0  0  0
 46 47  1  0  0  0  0
  2 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333309

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@@H]1CC2=C(C(=O)O1)C(O)=C1C(=C2)[C@H](O)[C@@H](O)C2=C1C(O)=C1C(=O)C3=C(OC1=C2OC)C=CC(O[C@H]1CC(O)[C@H](O)[C@@H](C)O1)=C3O

> <INCHI_IDENTIFIER>
InChI=1S/C34H34O14/c1-4-5-13-8-12-9-14-20(28(39)19(12)34(43)46-13)22-23(31(42)26(14)37)32(44-3)33-24(30(22)41)29(40)21-16(48-33)6-7-17(27(21)38)47-18-10-15(35)25(36)11(2)45-18/h6-7,9,11,13,15,18,25-26,31,35-39,41-42H,4-5,8,10H2,1-3H3/t11-,13-,15?,18+,25-,26+,31+/m1/s1

> <INCHI_KEY>
NYZAOHCLSQGQLH-VCIVKJPESA-N

> <FORMULA>
C34H34O14

> <MOLECULAR_WEIGHT>
666.632

> <EXACT_MASS>
666.194855775

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
69.01946969707507

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,6S,7S)-12-{[(2S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-6,7,13,15,16-pentahydroxy-8-methoxy-3-propyl-1,3,4,6,7,14-hexahydro-2,9-dioxahexaphene-1,14-dione

> <JCHEM_LOGP>
4.5047541833333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.867172060182943

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.036061019313642

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2528876106526776

> <JCHEM_POLAR_SURFACE_AREA>
221.89999999999998

> <JCHEM_REFRACTIVITY>
165.31119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6S,7S)-12-{[(2S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-6,7,13,15,16-pentahydroxy-8-methoxy-3-propyl-3,4,6,7-tetrahydro-2,9-dioxahexaphene-1,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-FEB-23         0                                  
HETATM    1  O   UNK     0      20.916  -0.997   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      19.386  -1.173   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.774  -2.586   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.692  -3.823   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      17.244  -2.763   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      16.326  -1.526   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      14.796  -1.703   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.878  -0.467   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.348  -0.643   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.737  -2.056   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      11.431   0.593   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.901   0.417   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.289  -0.997   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.043   2.007   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.572   2.183   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.490   0.947   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.125   3.243   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.595   3.066   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.983   1.653   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.453   1.477   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.841   0.063   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.677   4.303   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.289   5.716   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.371   6.953   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.147   4.126   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.535   2.713   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.005   2.537   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.393   1.123   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.311  -0.113   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.864   0.947   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.252  -0.467   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.722  -0.643   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.169  -1.703   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.946   2.183   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.558   3.596   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.087   3.773   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.699   5.186   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.781   6.423   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.229   5.363   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       6.841   6.776   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       0.416   2.007   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -0.196   0.593   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.726   0.417   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.644   1.653   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.174   1.477   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      16.938  -0.113   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      18.468   0.063   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      19.080   1.477   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   47                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   46                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12                                                            
CONECT   14   11   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    8                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   12   20                                                  
CONECT   20   19   21   26                                                  
CONECT   21   20                                                            
CONECT   22   18   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   39                                                  
CONECT   26   25   20   27                                                  
CONECT   27   26   28   36                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   42                                                       
CONECT   33   31                                                            
CONECT   34   30   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   27   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   25   40                                                  
CONECT   40   39                                                            
CONECT   41   34   42                                                       
CONECT   42   41   32   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44                                                            
CONECT   46    6   47                                                       
CONECT   47   46    2   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  108    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₃₄O₁₄

Average Mass

666.6320 Da

Monoisotopic Mass

666.19486 Da

IUPAC Name

(3R,6S,7S)-12-{[(2S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-6,7,13,15,16-pentahydroxy-8-methoxy-3-propyl-1,3,4,6,7,14-hexahydro-2,9-dioxahexaphene-1,14-dione

Traditional Name

(3R,6S,7S)-12-{[(2S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-6,7,13,15,16-pentahydroxy-8-methoxy-3-propyl-3,4,6,7-tetrahydro-2,9-dioxahexaphene-1,14-dione

CAS Registry Number

Not Available

SMILES

CCC[C@@H]1CC2=C(C(=O)O1)C(O)=C1C(=C2)[C@H](O)[C@@H](O)C2=C1C(O)=C1C(=O)C3=C(OC1=C2OC)C=CC(O[C@H]1CC(O)[C@H](O)[C@@H](C)O1)=C3O

InChI Identifier

InChI=1S/C34H34O14/c1-4-5-13-8-12-9-14-20(28(39)19(12)34(43)46-13)22-23(31(42)26(14)37)32(44-3)33-24(30(22)41)29(40)21-16(48-33)6-7-17(27(21)38)47-18-10-15(35)25(36)11(2)45-18/h6-7,9,11,13,15,18,25-26,31,35-39,41-42H,4-5,8,10H2,1-3H3/t11-,13-,15?,18+,25-,26+,31+/m1/s1

InChI Key

NYZAOHCLSQGQLH-VCIVKJPESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	wzhang@scsio.ac.cn	South China Sea Institute of Oceanology, CAS	Wenjun Zhang	2024-05-28	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
SCSIO 40068		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Xanthone
Naphthopyranone
Xanthene
Phenanthrene
Naphthopyran
Dibenzopyran
Fatty alcohol ester
Chromone
2-benzopyran
1-benzopyran
Naphthalene
Isochromane
Benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Fatty acid ester
Dihydropyranone
Alkyl aryl ether
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Pyran
Oxane
Monosaccharide
Beta-hydroxy ketone
Heteroaromatic compound
Vinylogous acid
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enone
Acryloyl-group
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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
logP	4.5	ChemAxon
pKa (Strongest Acidic)	8.04	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	221.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	165.31 m³·mol⁻¹	ChemAxon
Polarizability	69.02 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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 kebanmycin C (NP0333309)

MOL for NP0333309 (kebanmycin C)

3D MOL for NP0333309 (kebanmycin C)

3D SDF for NP0333309 (kebanmycin C)

3D-SDF for NP0333309 (kebanmycin C)

PDB for NP0333309 (kebanmycin C)

3D PDB for NP0333309 (kebanmycin C)

SMILES for NP0333309 (kebanmycin C)

INCHI for NP0333309 (kebanmycin C)

Structure for NP0333309 (kebanmycin C)

3D Structure for NP0333309 (kebanmycin C)