NP-MRD: Showing NP-Card for (1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione (NP0281481)

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Record Information

Version

2.0

Created at

2022-09-09 07:51:03 UTC

Updated at

2022-09-09 07:51:04 UTC

NP-MRD ID

NP0281481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione

Description

Yangpumicin A belongs to the class of organic compounds known as 6-hydroxysteroids. These are steroids carrying a hydroxyl group at the 6-position of the steroid backbone. (1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione is found in Micromonospora yangpuensis. Based on a literature review very few articles have been published on Yangpumicin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092209512D          

 34 39  0  0  1  0            999 V2000
    1.3767    1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890    0.8639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4229    0.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    0.3536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3269   -0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9600   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -2.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1641    0.8839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3475    1.0018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0413    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5103   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -1.0607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9393   -1.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7972    0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910    1.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6137    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1240    1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178    1.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9406    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7364   -0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4096   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  3  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  3  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  6  0  0  0
 12 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 11 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END

     RDKit          3D

 51 56  0  0  0  0  0  0  0  0999 V2000
   -4.6804   -0.4333   -1.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.8331   -1.5685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6703    1.9198   -1.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091    0.8002   -1.0394 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8672    1.9811   -1.6026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8015    1.7126   -0.2802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3901    1.4246    0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2816    2.2111    0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039    1.8892    1.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375    2.6724    2.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2581    0.8352    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5686    0.0306   -0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554    0.3297   -0.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4489   -0.4504   -1.4659 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8767   -0.5747   -1.2574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0834   -1.2158    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2581   -1.6188    1.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -1.9810    2.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7603   -0.8722    3.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7278    0.3468    2.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778    1.2328    1.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887    2.3029    0.8624 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1296    3.4458    1.4260 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047   -1.1134   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726   -1.8894   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6029   -1.4348   -0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -2.5061   -1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6208   -3.3298   -2.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5765   -2.7769   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2657   -1.9750    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5968   -0.9115    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2662   -0.6281    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6424    0.5121    0.9768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2502    1.2520    1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3891   -1.2693   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7147   -0.6984   -0.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7465   -0.1932   -1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7883    0.8285   -2.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4905    2.7055   -1.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804    3.0741    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137    3.4661    2.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0139   -0.8937   -2.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3673   -1.0488   -2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5131   -2.9069    2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9464   -0.9799    4.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508    2.5203    0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2510    3.5285    2.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -4.1075   -2.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1061   -3.6127   -1.2487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3008   -2.1690    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1134   -0.2645    1.3687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  6
  6  5  1  6
  6 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  3  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  3  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 33 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  7  2  0
  6  4  1  0
  7  6  1  0
 15  4  1  0
  7 13  1  0
 11 12  1  0
 32 26  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
  3 39  1  0
 22 46  1  6
 23 47  1  0
 19 45  1  0
 18 44  1  0
 15 43  1  6
 14 42  1  0
 28 48  1  0
 29 49  1  0
 30 50  1  0
 31 51  1  0
 10 41  1  0
  8 40  1  0
M  END


  Mrv1652309092209512D          

 34 39  0  0  1  0            999 V2000
    1.3767    1.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890    0.8639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4229    0.5577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    0.3536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3269   -0.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9600   -0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -1.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827   -1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -2.1804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930   -0.7661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1641    0.8839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3475    1.0018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0413    1.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2248    1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0207    0.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5103   -0.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8165   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331   -1.0607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9393   -1.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7972    0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910    1.4143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6137    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1240    1.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178    1.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9406    1.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2468    0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7364   -0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9199   -0.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4096   -0.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  3  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  3  0  0  0  0
 21 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  6  0  0  0
 12 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 11 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0281481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@@]12O[C@@]11[C@H](O)C#CC=CC#C[C@@H]2NC2=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C26H17NO7/c1-12(28)25-17-9-4-2-3-5-10-18(31)26(25,34-25)14-11-16(30)20-21(22(14)27-17)24(33)19-13(23(20)32)7-6-8-15(19)29/h2-3,6-8,11-12,17-18,27-31H,1H3/t12-,17+,18-,25+,26+/m1/s1

> <INCHI_KEY>
OBUHDEKWYQCPLP-DWOUCKERSA-N

> <FORMULA>
C26H17NO7

> <MOLECULAR_WEIGHT>
455.422

> <EXACT_MASS>
455.100501891

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
44.75294443556539

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,17S,24R,26R)-4,11,24-trihydroxy-26-[(1R)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0^{1,26}.0^{2,15}.0^{5,14}.0^{7,12}]hexacosa-2,4,7(12),8,10,14,20-heptaen-18,22-diyne-6,13-dione

> <JCHEM_LOGP>
3.693435835666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.954382926879966

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.111023198893452

> <JCHEM_PKA_STRONGEST_BASIC>
-0.37794690003866815

> <JCHEM_POLAR_SURFACE_AREA>
139.62

> <JCHEM_REFRACTIVITY>
123.87549999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,17S,24R,26R)-4,11,24-trihydroxy-26-[(1R)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0^{1,26}.0^{2,15}.0^{5,14}.0^{7,12}]hexacosa-2,4,7(12),8,10,14,20-heptaen-18,22-diyne-6,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       2.570   2.962   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.219   1.613   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.789   1.041   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.429   0.660   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.477  -0.550   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.525  -0.990   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.097  -2.420   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.621  -2.640   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.193  -4.070   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.574  -1.430   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.478   0.220   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.906   1.650   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.382   1.870   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.811   3.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.286   3.520   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.905   0.880   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.953  -0.330   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.524  -1.760   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.048  -1.980   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.620  -3.410   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.955   1.210   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.383   2.640   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.479   0.990   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.432   2.200   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.860   3.630   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      12.956   1.980   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.527   0.550   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.575  -0.660   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.050  -0.440   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.098  -1.650   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6   15                                             
CONECT    5    4    6                                                       
CONECT    6    5    4    7   22                                             
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   33                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14    4   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    6   23                                                  
CONECT   23   22                                                            
CONECT   24   12   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   32                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   26   33                                                  
CONECT   33   32   11   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₁₇NO₇

Average Mass

455.4220 Da

Monoisotopic Mass

455.10050 Da

IUPAC Name

(1S,17S,24R,26R)-4,11,24-trihydroxy-26-[(1R)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0^{1,26}.0^{2,15}.0^{5,14}.0^{7,12}]hexacosa-2,4,7(12),8,10,14,20-heptaen-18,22-diyne-6,13-dione

Traditional Name

(1S,17S,24R,26R)-4,11,24-trihydroxy-26-[(1R)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0^{1,26}.0^{2,15}.0^{5,14}.0^{7,12}]hexacosa-2,4,7(12),8,10,14,20-heptaen-18,22-diyne-6,13-dione

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@@]12O[C@@]11[C@H](O)C#CC=CC#C[C@@H]2NC2=C3C(=O)C4=C(O)C=CC=C4C(=O)C3=C(O)C=C12

InChI Identifier

InChI=1S/C26H17NO7/c1-12(28)25-17-9-4-2-3-5-10-18(31)26(25,34-25)14-11-16(30)20-21(22(14)27-17)24(33)19-13(23(20)32)7-6-8-15(19)29/h2-3,6-8,11-12,17-18,27-31H,1H3/t12-,17+,18-,25+,26+/m1/s1

InChI Key

OBUHDEKWYQCPLP-DWOUCKERSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Micromonospora yangpuensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-hydroxysteroids. These are steroids carrying a hydroxyl group at the 6-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

6-hydroxysteroids

Alternative Parents

Substituents

6-hydroxysteroid
Anthraquinone
9,10-anthraquinone
Anthracene
Tetrahydroquinoline
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
Vinylogous amide
Vinylogous acid
1,3-aminoalcohol
Secondary alcohol
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Polyol
Ether
Oxirane
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
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	3.69	ChemAxon
pKa (Strongest Acidic)	8.11	ChemAxon
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	139.62 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	123.88 m³·mol⁻¹	ChemAxon
Polarizability	44.75 Å³	ChemAxon
Number of Rings	6	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

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

139591107

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione (NP0281481)

MOL for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

3D MOL for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

3D SDF for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

3D-SDF for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

PDB for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

3D PDB for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

SMILES for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

INCHI for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

Structure for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)

3D Structure for NP0281481 ((1s,17s,24r,26r)-4,11,24-trihydroxy-26-[(1r)-1-hydroxyethyl]-25-oxa-16-azahexacyclo[15.7.2.0¹,²⁶.0²,¹⁵.0⁵,¹⁴.0⁷,¹²]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyne-6,13-dione)