NP-MRD: Showing NP-Card for acremine F (NP0043578)

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Record Information

Version

1.0

Created at

2021-06-21 00:56:48 UTC

Updated at

2021-06-30 00:19:20 UTC

NP-MRD ID

NP0043578

Secondary Accession Numbers

None

Natural Product Identification

Common Name

acremine F

Provided By

JEOL Database JEOL Logo

Description

ZINC13307562 belongs to the class of organic compounds known as cyclitols and derivatives. Cyclitols and derivatives are compounds containing a cycloalkane moiety with one hydroxyl group on each of three or more ring atoms. These of also include derivatives where the hydrogen atom of one or more of the hydroxyl groups is replaced with another atom. acremine F is found in Acremonium persicinum. It was first documented in 2002 (PMID: 29437326). Based on a literature review a significant number of articles have been published on ZINC13307562 (PMID: 27466641) (PMID: 27253005) (PMID: 26389468) (PMID: 26389426).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102563D          

 36 36  0  0  0  0            999 V2000
    3.4390   -0.9888   -4.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.3795   -2.6006 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1309    0.9311   -2.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -1.2983   -1.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.2956   -2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982    0.8108   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2046    0.8834   -1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    2.0892   -1.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    2.3125   -0.7561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1407    3.1863    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9412    1.0166   -0.3994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4500    1.2712   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    0.6507    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.1107   -1.3702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0462   -0.3746   -1.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7369   -1.0111   -0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -1.1524   -4.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -1.9728   -4.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9758   -0.3451   -4.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.3641   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.7541   -2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    1.6728   -3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.8778   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -1.2665   -2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140    1.7706   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    2.9964   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    2.8416   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453    2.5929    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3719   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    1.5684   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279    2.0565    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.0014    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817   -1.0318   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    0.1514   -2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -1.0772   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -1.1167   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 15  7  1  0  0  0  0
  6  5  2  0  0  0  0
 14 11  1  0  0  0  0
  5  2  1  0  0  0  0
 11  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
  2  3  1  0  0  0  0
  8  7  2  0  0  0  0
  2  4  1  1  0  0  0
 11 13  1  1  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 35  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  9 27  1  6  0  0  0
  8 26  1  0  0  0  0
 10 28  1  0  0  0  0
  6 25  1  0  0  0  0
  5 24  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
 13 32  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 16 36  1  0  0  0  0
M  END

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.4390   -0.9888   -4.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.3795   -2.6006 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1309    0.9311   -2.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -1.2983   -1.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.2956   -2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982    0.8108   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2046    0.8834   -1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    2.0892   -1.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    2.3125   -0.7561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1407    3.1863    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9412    1.0166   -0.3994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4500    1.2712   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    0.6507    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.1107   -1.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -0.3746   -1.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7369   -1.0111   -0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -1.1524   -4.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -1.9728   -4.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9758   -0.3451   -4.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.3641   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.7541   -2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    1.6728   -3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.8778   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -1.2665   -2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140    1.7706   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    2.9964   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    2.8416   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453    2.5929    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3719   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    1.5684   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279    2.0565    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.0014    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817   -1.0318   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    0.1514   -2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -1.0772   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -1.1167   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 15  7  1  0
  6  5  2  0
 14 11  1  0
  5  2  1  0
 11  9  1  0
  2  1  1  0
  9  8  1  0
  2  3  1  0
  8  7  2  0
  2  4  1  1
 11 13  1  1
  9 10  1  0
 11 12  1  0
 15 14  1  0
 15 16  1  0
 15 35  1  6
 14 33  1  0
 14 34  1  0
  9 27  1  6
  8 26  1  0
 10 28  1  0
  6 25  1  0
  5 24  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
 13 32  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 16 36  1  0
M  END


  Mrv1652306212102563D          

 36 36  0  0  0  0            999 V2000
    3.4390   -0.9888   -4.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.3795   -2.6006 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1309    0.9311   -2.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -1.2983   -1.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.2956   -2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982    0.8108   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2046    0.8834   -1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    2.0892   -1.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    2.3125   -0.7561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1407    3.1863    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9412    1.0166   -0.3994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4500    1.2712   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    0.6507    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.1107   -1.3702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0462   -0.3746   -1.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7369   -1.0111   -0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -1.1524   -4.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -1.9728   -4.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9758   -0.3451   -4.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.3641   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.7541   -2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    1.6728   -3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.8778   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -1.2665   -2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140    1.7706   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    2.9964   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    2.8416   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453    2.5929    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3719   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    1.5684   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279    2.0565    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.0014    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817   -1.0318   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    0.1514   -2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -1.0772   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -1.1167   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
 15  7  1  0  0  0  0
  6  5  2  0  0  0  0
 14 11  1  0  0  0  0
  5  2  1  0  0  0  0
 11  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9  8  1  0  0  0  0
  2  3  1  0  0  0  0
  8  7  2  0  0  0  0
  2  4  1  1  0  0  0
 11 13  1  1  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 35  1  6  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  9 27  1  6  0  0  0
  8 26  1  0  0  0  0
 10 28  1  0  0  0  0
  6 25  1  0  0  0  0
  5 24  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
 13 32  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 16 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043578

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C(\C([H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])=C([H])[C@]([H])(O[H])[C@@](O[H])(C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9-10,13-16H,7H2,1-3H3/b5-4+/t9-,10-,12+/m0/s1

> <INCHI_KEY>
KLZSJMCXTDLPSF-DVKNGYBMSA-N

> <FORMULA>
C12H20O4

> <MOLECULAR_WEIGHT>
228.288

> <EXACT_MASS>
228.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.89656097879231

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4S)-5-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-2-methylcyclohex-5-ene-1,2,4-triol

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-0.8362952639999994

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.395002742905572

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.383873440582626

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5752725607862401

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
63.141999999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S)-5-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-2-methylcyclohex-5-ene-1,2,4-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.4390   -0.9888   -4.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.3795   -2.6006 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1309    0.9311   -2.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -1.2983   -1.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.2956   -2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982    0.8108   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2046    0.8834   -1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    2.0892   -1.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    2.3125   -0.7561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1407    3.1863    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9412    1.0166   -0.3994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4500    1.2712   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    0.6507    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.1107   -1.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -0.3746   -1.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7369   -1.0111   -0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -1.1524   -4.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -1.9728   -4.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9758   -0.3451   -4.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.3641   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.7541   -2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    1.6728   -3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.8778   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -1.2665   -2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140    1.7706   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    2.9964   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    2.8416   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453    2.5929    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3719   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    1.5684   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279    2.0565    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.0014    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817   -1.0318   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    0.1514   -2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -1.0772   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -1.1167   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 15  7  1  0
  6  5  2  0
 14 11  1  0
  5  2  1  0
 11  9  1  0
  2  1  1  0
  9  8  1  0
  2  3  1  0
  8  7  2  0
  2  4  1  1
 11 13  1  1
  9 10  1  0
 11 12  1  0
 15 14  1  0
 15 16  1  0
 15 35  1  6
 14 33  1  0
 14 34  1  0
  9 27  1  6
  8 26  1  0
 10 28  1  0
  6 25  1  0
  5 24  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
 13 32  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 16 36  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       3.439  -0.989  -4.001  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.339  -0.380  -2.601  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.131   0.931  -2.551  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.952  -1.298  -1.694  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.887  -0.296  -2.185  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.198   0.811  -1.855  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.205   0.883  -1.452  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.741   2.089  -1.175  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.165   2.313  -0.756  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.141   3.186   0.372  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.941   1.017  -0.399  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.450   1.271  -0.423  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.626   0.651   0.962  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.560  -0.111  -1.370  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.046  -0.375  -1.353  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.737  -1.011  -0.108  0.00  0.00           O+0
HETATM   17  H   UNK     0       4.486  -1.152  -4.281  0.00  0.00           H+0
HETATM   18  H   UNK     0       2.956  -1.973  -4.043  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.976  -0.345  -4.757  0.00  0.00           H+0
HETATM   20  H   UNK     0       4.121   1.364  -1.543  0.00  0.00           H+0
HETATM   21  H   UNK     0       5.186   0.754  -2.792  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.739   1.673  -3.255  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.960  -0.878  -0.818  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.396  -1.266  -2.172  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.714   1.771  -1.883  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.146   2.996  -1.255  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.666   2.842  -1.576  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.245   2.593   1.145  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.000   0.372  -0.122  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.794   1.568  -1.419  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.728   2.057   0.289  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.889   0.001   0.924  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.082  -1.032  -1.080  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.876   0.151  -2.388  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.825  -1.077  -2.164  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.232  -1.117  -0.080  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    5    1    3    4                                             
CONECT    3    2   20   21   22                                             
CONECT    4    2   23                                                       
CONECT    5    6    2   24                                                  
CONECT    6    7    5   25                                                  
CONECT    7    6   15    8                                                  
CONECT    8    9    7   26                                                  
CONECT    9   11    8   10   27                                             
CONECT   10    9   28                                                       
CONECT   11   14    9   13   12                                             
CONECT   12   11   29   30   31                                             
CONECT   13   11   32                                                       
CONECT   14   11   15   33   34                                             
CONECT   15    7   14   16   35                                             
CONECT   16   15   36                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    8                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   72    0
END

RDKit          3D

36 36  0  0  0  0  0  0  0  0999 V2000
    3.4390   -0.9888   -4.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3388   -0.3795   -2.6006 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1309    0.9311   -2.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9523   -1.2983   -1.6945 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8869   -0.2956   -2.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1982    0.8108   -1.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2046    0.8834   -1.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7408    2.0892   -1.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1651    2.3125   -0.7561 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1407    3.1863    0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9412    1.0166   -0.3994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4500    1.2712   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6258    0.6507    0.9615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   -0.1107   -1.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462   -0.3746   -1.3533 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7369   -1.0111   -0.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4864   -1.1524   -4.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -1.9728   -4.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9758   -0.3451   -4.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.3641   -1.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1858    0.7541   -2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393    1.6728   -3.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597   -0.8778   -0.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3957   -1.2665   -2.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140    1.7706   -1.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1456    2.9964   -1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6659    2.8416   -1.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453    2.5929    1.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9995    0.3719   -0.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7940    1.5684   -1.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7279    2.0565    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8893    0.0014    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817   -1.0318   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8758    0.1514   -2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8245   -1.0772   -2.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -1.1167   -0.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
 15  7  1  0
  6  5  2  0
 14 11  1  0
  5  2  1  0
 11  9  1  0
  2  1  1  0
  9  8  1  0
  2  3  1  0
  8  7  2  0
  2  4  1  1
 11 13  1  1
  9 10  1  0
 11 12  1  0
 15 14  1  0
 15 16  1  0
 15 35  1  6
 14 33  1  0
 14 34  1  0
  9 27  1  6
  8 26  1  0
 10 28  1  0
  6 25  1  0
  5 24  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
 13 32  1  0
 12 29  1  0
 12 30  1  0
 12 31  1  0
 16 36  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₂H₂₀O₄

Average Mass

228.2880 Da

Monoisotopic Mass

228.13616 Da

IUPAC Name

(1S,2R,4S)-5-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-2-methylcyclohex-5-ene-1,2,4-triol

Traditional Name

(1S,2R,4S)-5-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-2-methylcyclohex-5-ene-1,2,4-triol

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C(\C([H])=C(/[H])C(O[H])(C([H])([H])[H])C([H])([H])[H])=C([H])[C@]([H])(O[H])[C@@](O[H])(C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C12H20O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9-10,13-16H,7H2,1-3H3/b5-4+/t9-,10-,12+/m0/s1

InChI Key

KLZSJMCXTDLPSF-DVKNGYBMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Acremonium persicinum	JEOL database	Suciati, et al, J. Nat. Prod. 76, 1432 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclitols and derivatives. Cyclitols and derivatives are compounds containing a cycloalkane moiety with one hydroxyl group on each of three or more ring atoms. These of also include derivatives where the hydrogen atom of one or more of the hydroxyl groups is replaced with another atom.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclitols and derivatives

Alternative Parents

Substituents

Cyclitol or derivatives
Tertiary alcohol
Secondary alcohol
Polyol
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	-0.4	ALOGPS
logP	-0.84	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	63.14 m³·mol⁻¹	ChemAxon
Polarizability	24.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

103835341

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25750967

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Childhood Cancer Genomics (PDQ(R)): Health Professional Version. 2002. [PubMed:27466641 ]
Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Patient Version. 2002. [PubMed:29437326 ]
Authors unspecified: Childhood Vascular Tumors Treatment (PDQ(R)): Patient Version. 2002. [PubMed:27253005 ]
Authors unspecified: Stomach (Gastric) Cancer Prevention (PDQ(R)): Patient Version. 2002. [PubMed:26389468 ]
Authors unspecified: Childhood Central Nervous System Atypical Teratoid/Rhabdoid Tumor Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389426 ]
Suciati, et al. (2013). Suciati, et al, J. Nat. Prod. 76, 1432 (2013). J. Nat. Prod..

Showing NP-Card for acremine F (NP0043578)

MOL for NP0043578 (acremine F)

3D MOL for NP0043578 (acremine F)

3D SDF for NP0043578 (acremine F)

3D-SDF for NP0043578 (acremine F)

PDB for NP0043578 (acremine F)

3D PDB for NP0043578 (acremine F)

SMILES for NP0043578 (acremine F)

INCHI for NP0043578 (acremine F)

Structure for NP0043578 (acremine F)

3D Structure for NP0043578 (acremine F)