NP-MRD: Showing NP-Card for Ustusol A (NP0008748)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 06:15:51 UTC

Updated at

2021-07-15 17:01:17 UTC

NP-MRD ID

NP0008748

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ustusol A

Provided By

NPAtlas

Description

USTUSOL A belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Ustusol A is found in Aspergillus, Aspergillus ustus and Aspergillus ustus 094102. Based on a literature review very few articles have been published on USTUSOL A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106123D          

 43 44  0  0  0  0            999 V2000
    3.4957   -1.1326    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -1.0318    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -1.9710    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436   -1.9057    0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8822   -2.8919    0.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.6605   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0979   -0.4065   -0.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8135   -0.8391   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -1.2425    0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    1.0200    0.0125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5475    1.3657    1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    2.0211   -0.6787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1517    1.7094   -0.6716 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2512    0.4725    0.0422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3834    0.6055    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.0993   -0.4880 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063   -0.3011   -1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909    1.2588   -0.4309 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8089    0.8256   -0.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.1393    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181   -1.7875    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729   -1.5836    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -2.7855    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104   -0.7669   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -0.5377   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2958   -0.4773   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -1.9579   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -2.2295    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215   -0.7267    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -1.4676    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.1638   -0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6361    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    3.0155   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    2.1523   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358    1.6249   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.5558   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -0.0955    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    1.6805    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4923    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602   -0.7726   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    2.0240   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753    1.7025    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    1.2846   -0.5676 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  7 10  1  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
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16  2  1  0  0  0  0
 14  6  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  6 24  1  6  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  6  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 19 43  1  0  0  0  0
M  END

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    3.4957   -1.1326    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -1.0318    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -1.9710    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436   -1.9057    0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8822   -2.8919    0.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.6605   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0979   -0.4065   -0.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8135   -0.8391   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -1.2425    0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    1.0200    0.0125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5475    1.3657    1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    2.0211   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    1.7094   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2512    0.4725    0.0422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3834    0.6055    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.0993   -0.4880 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063   -0.3011   -1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909    1.2588   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089    0.8256   -0.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.1393    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181   -1.7875    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729   -1.5836    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -2.7855    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104   -0.7669   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -0.5377   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2958   -0.4773   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -1.9579   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -2.2295    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215   -0.7267    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -1.4676    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.1638   -0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6361    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    3.0155   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    2.1523   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358    1.6249   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.5558   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -0.0955    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    1.6805    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4923    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602   -0.7726   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    2.0240   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753    1.7025    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    1.2846   -0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 16  2  1  0
 14  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END


  Mrv1652306242106123D          

 43 44  0  0  0  0            999 V2000
    3.4957   -1.1326    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -1.0318    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -1.9710    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436   -1.9057    0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8822   -2.8919    0.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.6605   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0979   -0.4065   -0.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8135   -0.8391   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -1.2425    0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    1.0200    0.0125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5475    1.3657    1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    2.0211   -0.6787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1517    1.7094   -0.6716 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2512    0.4725    0.0422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3834    0.6055    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.0993   -0.4880 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063   -0.3011   -1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909    1.2588   -0.4309 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8089    0.8256   -0.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.1393    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181   -1.7875    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729   -1.5836    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -2.7855    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104   -0.7669   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -0.5377   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2958   -0.4773   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -1.9579   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -2.2295    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215   -0.7267    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -1.4676    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.1638   -0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6361    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    3.0155   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    2.1523   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358    1.6249   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.5558   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -0.0955    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    1.6805    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4923    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602   -0.7726   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    2.0240   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753    1.7025    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    1.2846   -0.5676 H   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  7 10  1  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
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16  2  1  0  0  0  0
 14  6  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  6 24  1  6  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  6  0  0  0
 11 32  1  0  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 19 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008748

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1(O[H])C(=C([H])C(=O)[C@@]2([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O4/c1-9-7-10(17)12-13(2,3)11(18)5-6-14(12,4)15(9,19)8-16/h7,11-12,16,18-19H,5-6,8H2,1-4H3/t11-,12-,14-,15+/m0/s1

> <INCHI_KEY>
YMOQABSTCGJNMC-NZBPQXDJSA-N

> <FORMULA>
C15H24O4

> <MOLECULAR_WEIGHT>
268.353

> <EXACT_MASS>
268.167459253

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.178003927377176

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,4aS,7S,8aS)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-one

> <ALOGPS_LOGP>
0.83

> <JCHEM_LOGP>
0.7998611919999993

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.577629705687585

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.012784210515722

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9329329699151803

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
72.7033

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.59e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,4aS,7S,8aS)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydronaphthalen-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    3.4957   -1.1326    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -1.0318    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -1.9710    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436   -1.9057    0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8822   -2.8919    0.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.6605   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0979   -0.4065   -0.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8135   -0.8391   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -1.2425    0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    1.0200    0.0125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5475    1.3657    1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    2.0211   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    1.7094   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2512    0.4725    0.0422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3834    0.6055    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.0993   -0.4880 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063   -0.3011   -1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909    1.2588   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089    0.8256   -0.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.1393    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181   -1.7875    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729   -1.5836    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -2.7855    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104   -0.7669   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -0.5377   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2958   -0.4773   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -1.9579   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -2.2295    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215   -0.7267    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -1.4676    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.1638   -0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6361    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    3.0155   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    2.1523   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358    1.6249   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.5558   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -0.0955    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    1.6805    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4923    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602   -0.7726   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    2.0240   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753    1.7025    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    1.2846   -0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 16  2  1  0
 14  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.496  -1.133   0.883  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.123  -1.032   0.379  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.219  -1.971   0.681  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.144  -1.906   0.202  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.882  -2.892   0.301  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.646  -0.661  -0.402  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.098  -0.407  -0.245  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.813  -0.839  -1.539  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.764  -1.242   0.842  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.472   1.020   0.013  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.547   1.366   1.351  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.598   2.021  -0.679  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.152   1.709  -0.672  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.251   0.473   0.042  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.383   0.606   1.522  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.646   0.099  -0.488  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.506  -0.301  -1.815  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.591   1.259  -0.431  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.809   0.826  -0.948  0.00  0.00           O+0
HETATM   20  H   UNK     0       3.866  -0.139   1.228  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.518  -1.788   1.778  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.173  -1.584   0.118  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.578  -2.785   1.309  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.410  -0.767  -1.507  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.860  -0.538  -1.452  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.296  -0.477  -2.427  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.750  -1.958  -1.530  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.115  -2.229   0.418  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.721  -0.727   1.128  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.116  -1.468   1.683  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.510   1.164  -0.394  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.478   0.636   1.984  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.746   3.015  -0.198  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.956   2.152  -1.732  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.236   1.625  -1.730  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.460   2.556  -0.240  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.199  -0.096   2.116  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.147   1.681   1.775  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.449   0.492   1.883  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.360  -0.773  -2.056  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.203   2.024  -1.153  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.675   1.702   0.571  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.584   1.285  -0.568  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   16                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   14   24                                             
CONECT    7    6    8    9   10                                             
CONECT    8    7   25   26   27                                             
CONECT    9    7   28   29   30                                             
CONECT   10    7   11   12   31                                             
CONECT   11   10   32                                                       
CONECT   12   10   13   33   34                                             
CONECT   13   12   14   35   36                                             
CONECT   14   13   15   16    6                                             
CONECT   15   14   37   38   39                                             
CONECT   16   14   17   18    2                                             
CONECT   17   16   40                                                       
CONECT   18   16   19   41   42                                             
CONECT   19   18   43                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    6                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   15                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

RDKit          3D

43 44  0  0  0  0  0  0  0  0999 V2000
    3.4957   -1.1326    0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -1.0318    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188   -1.9710    0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1436   -1.9057    0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8822   -2.8919    0.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6463   -0.6605   -0.4018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0979   -0.4065   -0.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8135   -0.8391   -1.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7641   -1.2425    0.8416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720    1.0200    0.0125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5475    1.3657    1.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5983    2.0211   -0.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1517    1.7094   -0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2512    0.4725    0.0422 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3834    0.6055    1.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6458    0.0993   -0.4880 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5063   -0.3011   -1.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5909    1.2588   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089    0.8256   -0.9481 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -0.1393    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5181   -1.7875    1.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1729   -1.5836    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5780   -2.7855    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104   -0.7669   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -0.5377   -1.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2958   -0.4773   -2.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499   -1.9579   -1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1150   -2.2295    0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215   -0.7267    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159   -1.4676    1.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5099    1.1638   -0.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4780    0.6361    1.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    3.0155   -0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555    2.1523   -1.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2358    1.6249   -1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604    2.5558   -0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -0.0955    2.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    1.6805    1.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.4923    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3602   -0.7726   -2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032    2.0240   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6753    1.7025    0.5706 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    1.2846   -0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 14 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  1  0
 16  2  1  0
 14  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  6 24  1  6
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 19 43  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₄

Average Mass

268.3530 Da

Monoisotopic Mass

268.16746 Da

IUPAC Name

(4R,4aS,7S,8aS)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-one

Traditional Name

(4R,4aS,7S,8aS)-4,7-dihydroxy-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydronaphthalen-1-one

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)[C@H]2C(C)(C)[C@@H](O)CC[C@]2(C)[C@@]1(O)CO

InChI Identifier

InChI=1S/C15H24O4/c1-9-7-10(17)12-13(2,3)11(18)5-6-14(12,4)15(9,19)8-16/h7,11-12,16,18-19H,5-6,8H2,1-4H3/t11-,12-,14-,15+/m0/s1

InChI Key

YMOQABSTCGJNMC-NZBPQXDJSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus	NPAtlas	19769341
Aspergillus ustus	LOTUS Database	35616633
Aspergillus ustus 094102	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	0.83	ALOGPS
logP	0.8	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	13.01	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.7 m³·mol⁻¹	ChemAxon
Polarizability	29.18 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA010767

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048224

Chemspider ID

24706664

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44480213

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ustusol A (NP0008748)

MOL for NP0008748 (Ustusol A)

3D MOL for NP0008748 (Ustusol A)

3D SDF for NP0008748 (Ustusol A)

3D-SDF for NP0008748 (Ustusol A)

PDB for NP0008748 (Ustusol A)

3D PDB for NP0008748 (Ustusol A)

SMILES for NP0008748 (Ustusol A)

INCHI for NP0008748 (Ustusol A)

Structure for NP0008748 (Ustusol A)

3D Structure for NP0008748 (Ustusol A)