NP-MRD: Showing NP-Card for 13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol (NP0195950)

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Record Information

Version

2.0

Created at

2022-09-04 13:55:14 UTC

Updated at

2022-09-04 13:55:14 UTC

NP-MRD ID

NP0195950

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol

Description

UNII-57N7O84XUX belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. 13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol is found in Aspergillus silvaticus. UNII-57N7O84XUX is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251511102D          

 31 33  0  0  0  0            999 V2000
   -1.1049   -4.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9213   -4.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329   -3.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -2.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -1.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    0.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    0.3070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6085   -3.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969   -4.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0038   -4.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -2.3253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673   -3.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -3.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 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
 20 26  2  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  6 30  1  0  0  0  0
 12 30  2  0  0  0  0
  2 31  1  0  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -5.2846    2.8960   -0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063    1.6225    0.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3693    1.1867    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1037    0.9073    0.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9336    1.3450   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5302    0.4356   -1.2460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1521   -0.8455   -0.8988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670   -1.8737   -0.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004   -1.6646   -1.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -3.1411   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3032   -3.3898   -0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8982   -4.6497    0.1672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -2.3633   -0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8251   -1.1284   -0.5950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0157    0.0770   -0.7343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3912    0.9388   -1.5483 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    0.3593   -0.0084 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1523   -0.5601    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2678    0.1054    0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3910    1.5723    0.8505 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076    2.1058   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922    2.8365   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1068    3.3752   -2.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7195    3.1152    0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -0.6867    1.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2017   -2.0491    1.5169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0486   -2.6796    1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0489   -4.0572    1.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9927   -1.9374    0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9541   -2.8819    0.1119 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4095   -3.7440   -0.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1371    2.7148   -1.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2809    3.3728   -0.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    3.6238    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7582    2.0443    1.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1663    0.7824    0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0898    0.3689    2.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422   -0.0025    1.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2109    2.3110   -0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0787    1.6242    0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8243   -2.5264   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6380   -0.7657   -1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0941   -1.7027   -0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3817   -3.9273   -0.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5245   -5.4274    0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863    1.3588    0.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.1375    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3286    1.8050    1.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0571    1.9150   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1575    3.0351   -2.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1151    4.4855   -2.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908    2.9729   -2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2069    2.1782    0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5587    3.7590    0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2215    3.6766    1.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1716   -0.1673    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0316   -2.6422    1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3848   -4.7242    0.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7887   -3.5544    1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6172   -3.9524   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
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 11 13  1  0
 13 14  2  0
 14 15  1  0
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 17 18  1  0
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 19 20  1  0
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 21 22  2  3
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 22 24  1  0
 19 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 14  7  1  0
 29 18  1  0
 30 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 12 45  1  0
 17 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
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 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 26 57  1  0
 28 58  1  0
 30 59  1  1
 31 60  1  0
M  END


  Mrv1533004251511102D          

 31 33  0  0  0  0            999 V2000
   -1.1049   -4.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9213   -4.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329   -3.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390   -2.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3705   -1.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5733    0.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -0.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    0.3070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811   -0.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859   -0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742   -0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -1.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -1.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6085   -3.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3969   -4.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0038   -4.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -2.3253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253   -2.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673   -3.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -3.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
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 21 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
 20 26  2  0  0  0  0
 15 26  1  0  0  0  0
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 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  6 30  1  0  0  0  0
 12 30  2  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195950

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCOC1=C(C)C=C(O)C2=C1C(=O)NC1=C(CC=C(C)C)C=CC(O)=C1C2O

> <INCHI_IDENTIFIER>
InChI=1S/C25H29NO5/c1-13(2)6-7-16-8-9-17(27)20-22(16)26-25(30)21-19(23(20)29)18(28)12-15(5)24(21)31-11-10-14(3)4/h6,8-10,12,23,27-29H,7,11H2,1-5H3,(H,26,30)

> <INCHI_KEY>
FJWQQVOUWHGXSF-UHFFFAOYSA-N

> <FORMULA>
C25H29NO5

> <MOLECULAR_WEIGHT>
423.509

> <EXACT_MASS>
423.204573038

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.04935247835874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4,15-trihydroxy-13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <ALOGPS_LOGP>
3.62

> <JCHEM_LOGP>
4.947207795000001

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.928737224059155

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.30057367720495

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3140300253202386

> <JCHEM_POLAR_SURFACE_AREA>
99.02000000000001

> <JCHEM_REFRACTIVITY>
125.45939999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,15-trihydroxy-13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.062  -9.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.720  -7.501   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.248  -7.047   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.095  -5.546   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.566  -5.092   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.909  -3.590   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.780  -2.543   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.692  -2.997   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.123  -1.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.594  -0.588   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.937   0.914   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.723  -1.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.111  -0.967   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.111   0.573   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.498  -1.635   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.627  -0.588   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.284   0.914   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.099  -1.042   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.441  -2.543   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.312  -3.590   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.655  -5.092   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.127  -5.546   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.469  -7.047   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.941  -7.501   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.340  -8.095   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.841  -3.137   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       5.881  -4.341   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       4.341  -4.341   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.672  -5.728   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.380  -3.137   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.849  -6.454   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   30                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   26                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20   15   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28    6   12                                                  
CONECT   31    2                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₉NO₅

Average Mass

423.5090 Da

Monoisotopic Mass

423.20457 Da

IUPAC Name

2,4,15-trihydroxy-13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

Traditional Name

2,4,15-trihydroxy-13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=C(C)C=C(O)C2=C1C(=O)NC1=C(CC=C(C)C)C=CC(O)=C1C2O

InChI Identifier

InChI=1S/C25H29NO5/c1-13(2)6-7-16-8-9-17(27)20-22(16)26-25(30)21-19(23(20)29)18(28)12-15(5)24(21)31-11-10-14(3)4/h6,8-10,12,23,27-29H,7,11H2,1-5H3,(H,26,30)

InChI Key

FJWQQVOUWHGXSF-UHFFFAOYSA-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
Aspergillus silvaticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Dibenzazepines

Direct Parent

Dibenzazepines

Alternative Parents

Substituents

Dibenzazepine
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Azepine
Benzenoid
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Polyol
Azacycle
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Alcohol
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
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	3.62	ALOGPS
logP	4.95	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.02 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.46 m³·mol⁻¹	ChemAxon
Polarizability	47.05 Å³	ChemAxon
Number of Rings	3	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

156011

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol (NP0195950)

MOL for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

3D MOL for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

3D SDF for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

3D-SDF for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

PDB for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

3D PDB for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

SMILES for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

INCHI for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

Structure for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)

3D Structure for NP0195950 (13-methyl-7-(3-methylbut-2-en-1-yl)-12-[(3-methylbut-2-en-1-yl)oxy]-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene-2,4,10,15-tetrol)