NP-MRD: Showing NP-Card for (2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione (NP0306270)

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Record Information

Version

2.0

Created at

2022-09-10 22:38:25 UTC

Updated at

2022-09-10 22:38:25 UTC

NP-MRD ID

NP0306270

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione

Description

Sporothrin A belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. (2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione is found in Daldinia eschscholtzii. Based on a literature review very few articles have been published on Sporothrin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112200382D          

 35 41  0  0  1  0            999 V2000
    5.3812    3.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6927    2.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9482    3.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    2.5126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9044    3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548    3.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0060    4.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104    3.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184    3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    4.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8138    4.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4012    3.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932    2.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978    2.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0251    1.9362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5415    1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993   -0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7134   -0.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9175   -0.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3376   -1.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074    0.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    0.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1174    0.3367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8263    1.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5201    2.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3665    1.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6950    1.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4075    2.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 17 28  1  0  0  0  0
 16 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
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 29 35  1  0  0  0  0
  2 35  1  0  0  0  0
M  END

     RDKit          3D

 53 59  0  0  0  0  0  0  0  0999 V2000
   -2.7144    3.1545    0.8194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    2.5689    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730    1.7270    1.9754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2824    0.2688    1.5696 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7185    0.0114    1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2050   -0.2405    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    0.2081   -0.4318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3047   -1.1014   -0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397   -1.8506   -1.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1891   -1.7676   -2.0861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0505   -2.7062   -2.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6960   -2.7835   -2.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931   -2.0291   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9829   -1.1563   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3218   -0.3309    0.6797 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5927    0.6502   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    0.3043    0.1859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1083    0.9233   -0.2423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2262    0.3049    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2676   -0.9375    0.8930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3636   -1.4542    1.1810 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0326   -1.5717    1.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9509   -2.7169    2.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522   -3.3968    2.4861 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6490   -3.1390    2.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5220   -2.4541    2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6303   -1.2851    1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8820   -0.9163    0.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2245    1.8588   -0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9933    1.9981   -1.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    3.1207   -2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2633    4.0250   -2.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387    3.8403   -1.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9811    4.7495   -0.7982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    2.7377   -0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1367    1.8999    2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8023    1.9251    2.8590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0447   -0.2474    2.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817    0.8270    1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0762   -0.8893    1.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6106   -2.2953   -2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4213   -3.3127   -3.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0424   -3.4470   -2.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8778   -2.1250   -0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0945    1.8410   -0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487    0.7718   -0.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -3.2186    2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5736   -4.0342    3.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4777   -2.7539    2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162    1.2906   -2.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838    3.3117   -3.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983    4.9102   -2.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6152    4.9323   -0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  2  0
 22 28  1  0
 28 27  2  0
 27 26  1  0
 26 25  2  0
 15 27  1  1
 15  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 35  1  0
 35 33  2  0
 33 34  1  0
 33 32  1  0
 32 31  2  0
 31 30  1  0
 30 29  2  0
 29 16  1  0
 16 17  2  0
 17 18  1  0
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 19 20  1  0
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 25 23  1  0
 14 15  1  0
 29 35  1  0
 20 22  1  0
 17 28  1  0
 16 15  1  0
 14  8  1  0
 24 47  1  0
 26 49  1  0
 25 48  1  0
  4 38  1  1
  5 39  1  0
  5 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
  3 36  1  0
  3 37  1  0
 34 53  1  0
 32 52  1  0
 31 51  1  0
 30 50  1  0
 18 45  1  0
 19 46  1  0
M  END


  Mrv1652309112200382D          

 35 41  0  0  1  0            999 V2000
    5.3812    3.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6927    2.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9482    3.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    2.5126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9044    3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3548    3.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0060    4.8252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104    3.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184    3.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    4.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8138    4.1714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4012    3.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1932    2.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978    2.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0251    1.9362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5415    1.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    0.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2993   -0.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7134   -0.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9175   -0.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3376   -1.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7074    0.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    0.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1174    0.3367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8263    1.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5201    2.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2536    1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3665    1.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703    0.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865    0.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9988    1.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6950    1.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4075    2.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8788    1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 27 28  2  0  0  0  0
 22 28  1  0  0  0  0
 17 28  1  0  0  0  0
 16 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
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 29 35  1  0  0  0  0
  2 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306270

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C2C3=C(C=C1)[C@]14[C@H](CC(=O)C5=C(O)C=CC=C15)CC(=O)C1=C(O)C=CC=C1C4=C3C=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H18O6/c30-18-5-1-3-14-25(18)22(34)11-13-12-23(35)26-16(4-2-6-19(26)31)29(13)17-8-10-21(33)27-20(32)9-7-15(24(17)27)28(14)29/h1-10,13,30-31,33H,11-12H2/t13-,29-/m0/s1

> <INCHI_KEY>
JPASHCUBVCPLBJ-YBKRRLQSSA-N

> <FORMULA>
C29H18O6

> <MOLECULAR_WEIGHT>
462.457

> <EXACT_MASS>
462.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
46.48686757431862

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,11R)-7,15,26-trihydroxyheptacyclo[19.7.1.0^{2,11}.0^{2,20}.0^{3,8}.0^{14,19}.0^{25,29}]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione

> <JCHEM_LOGP>
5.167117422

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.220637294235239

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.728500923170531

> <JCHEM_PKA_STRONGEST_BASIC>
-5.811480793733751

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
141.191

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,11R)-7,15,26-trihydroxyheptacyclo[19.7.1.0^{2,11}.0^{2,20}.0^{3,8}.0^{14,19}.0^{25,29}]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      10.045   6.158   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.760   5.125   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.370   5.789   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.073   4.690   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.422   6.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.396   7.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.744   9.007   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.379   5.887   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.768   7.378   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.203   7.846   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.252   7.787   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.349   6.705   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.961   5.215   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.476   4.806   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.647   3.614   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.611   2.413   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.767   1.125   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.159  -0.364   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.065  -1.448   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.579  -1.043   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.497  -2.221   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.187   0.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.616   1.402   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.219   0.628   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.542   2.940   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.838   3.774   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.207   3.068   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.281   1.530   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.151   2.418   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.718   0.986   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.241   0.762   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.198   1.969   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.631   3.401   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.961   4.324   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.107   3.625   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   14                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14    4   16   27                                             
CONECT   16   15   17   29                                                  
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   15   28                                                  
CONECT   28   27   22   17                                                  
CONECT   29   16   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   29    2                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₁₈O₆

Average Mass

462.4570 Da

Monoisotopic Mass

462.11034 Da

IUPAC Name

(2R,11R)-7,15,26-trihydroxyheptacyclo[19.7.1.0^{2,11}.0^{2,20}.0^{3,8}.0^{14,19}.0^{25,29}]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione

Traditional Name

(2R,11R)-7,15,26-trihydroxyheptacyclo[19.7.1.0^{2,11}.0^{2,20}.0^{3,8}.0^{14,19}.0^{25,29}]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione

CAS Registry Number

Not Available

SMILES

OC1=C2C3=C(C=C1)[C@]14[C@H](CC(=O)C5=C(O)C=CC=C15)CC(=O)C1=C(O)C=CC=C1C4=C3C=CC2=O

InChI Identifier

InChI=1S/C29H18O6/c30-18-5-1-3-14-25(18)22(34)11-13-12-23(35)26-16(4-2-6-19(26)31)29(13)17-8-10-21(33)27-20(32)9-7-15(24(17)27)28(14)29/h1-10,13,30-31,33H,11-12H2/t13-,29-/m0/s1

InChI Key

JPASHCUBVCPLBJ-YBKRRLQSSA-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
Daldinia eschscholtzii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Naphthalene
Tetralin
Indene
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Polyol
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	5.17	ChemAxon
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-5.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	141.19 m³·mol⁻¹	ChemAxon
Polarizability	46.49 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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

27024015

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25017171

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione (NP0306270)

MOL for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

3D MOL for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

3D SDF for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

3D-SDF for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

PDB for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

3D PDB for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

SMILES for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

INCHI for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

Structure for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)

3D Structure for NP0306270 ((2r,11r)-7,15,26-trihydroxyheptacyclo[19.7.1.0²,¹¹.0²,²⁰.0³,⁸.0¹⁴,¹⁹.0²⁵,²⁹]nonacosa-1(29),3,5,7,14,16,18,20,22,25,27-undecaene-9,13,24-trione)