NP-MRD: Showing NP-Card for (22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (NP0020553)

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Record Information

Version

2.0

Created at

2021-01-06 05:57:42 UTC

Updated at

2021-07-15 17:33:58 UTC

NP-MRD ID

NP0020553

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one

Provided By

NPAtlas

Description

(22E, 24R)-9alpha,15alpha-dihydroxyergosta-4,6,8(14),22-tetraen-3-one belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. (22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one is found in Ganoderma and Ganoderma resinaceum. Based on a literature review very few articles have been published on (22E, 24R)-9alpha,15alpha-dihydroxyergosta-4,6,8(14),22-tetraen-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120303D          

 73 76  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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 30 14  1  0
 26 15  1  0
 24 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  6
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  6
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  1
 11 50  1  0
 11 51  1  0
 12 52  1  6
 13 53  1  0
 16 54  1  0
 17 55  1  0
 19 56  1  0
 20 57  1  1
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
M  END


  Mrv1652306242120303D          

 73 76  0  0  0  0            999 V2000
    7.6612    0.9237   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    0.6322   -0.2663 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3915    1.7143   -0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012   -0.7399   -0.6685 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7514   -1.7382    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.1424   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -0.4453    0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -0.9510    0.7860 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1780   -1.0268    2.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2096   -0.0490    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4025   -0.0718   -1.3259 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1070    0.2242   -1.9880 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1809    1.5364   -2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    0.1785   -0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.5925   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261    1.2028   -2.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.3483   -2.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107    0.9314   -0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0971    1.4362   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0296    1.0579    0.3444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0288    0.2105   -0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2303    0.5311    1.5211 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1920   -0.4559    1.1077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3228   -0.0896   -0.0244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1139   -1.3244   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9845    0.4829    0.3997 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311    1.8008    0.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615   -0.2271    1.5391 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8613    0.0492    1.5719 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2194   -0.4620    0.3095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4182   -1.9584    0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7970    2.0268   -0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3850    0.4164   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8202    0.7810   -1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689    0.7377    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0070    2.3292   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    1.2643   -1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417    2.4140   -0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9847   -0.8910   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -2.7447   -0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5399   -1.6804    1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8026   -1.5270   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -2.1572   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    0.5531    0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0887   -1.9666    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -1.7893    2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022   -1.3854    2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -0.0294    2.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110    1.0020    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2212    0.6193   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780   -1.1333   -1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1840   -0.4497   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    2.1001   -1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1313    1.5090   -2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5679    1.7898   -2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4586    2.1719   -1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4932    2.0084    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9183    0.4446    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9490    0.0200    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7780    1.3526    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6822   -1.4464    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5510   -0.6541    1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225   -1.4021   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127   -1.2577   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2477   -0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    2.4371    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    0.1942    2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.3101    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1610    1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.4172    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -2.1374   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543   -2.4787   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -2.3988    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 10  1  0  0  0  0
 30 14  1  0  0  0  0
 26 15  1  0  0  0  0
 24 18  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  1  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
  4 39  1  6  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  5 42  1  0  0  0  0
  6 43  1  0  0  0  0
  7 44  1  0  0  0  0
  8 45  1  6  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
  9 48  1  0  0  0  0
 10 49  1  1  0  0  0
 11 50  1  0  0  0  0
 11 51  1  0  0  0  0
 12 52  1  6  0  0  0
 13 53  1  0  0  0  0
 16 54  1  0  0  0  0
 17 55  1  0  0  0  0
 19 56  1  0  0  0  0
 20 57  1  1  0  0  0
 21 58  1  0  0  0  0
 22 59  1  0  0  0  0
 22 60  1  0  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
 25 65  1  0  0  0  0
 27 66  1  0  0  0  0
 28 67  1  0  0  0  0
 28 68  1  0  0  0  0
 29 69  1  0  0  0  0
 29 70  1  0  0  0  0
 31 71  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0020553

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C2=C3C([H])=C([H])C4=C([H])[C@@]([H])(O[H])C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3(O[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@]([H])(C1([H])[H])[C@@]([H])(C(\[H])=C(/[H])[C@]([H])(C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O3/c1-17(2)18(3)7-8-19(4)23-16-24(30)25-22-10-9-20-15-21(29)11-12-27(20,6)28(22,31)14-13-26(23,25)5/h7-10,15,17-19,21,23-24,29-31H,11-14,16H2,1-6H3/b8-7+/t18-,19+,21-,23+,24-,26+,27-,28+/m0/s1

> <INCHI_KEY>
FVDWRVJVWXPRSP-KRAOARPUSA-N

> <FORMULA>
C28H42O3

> <MOLECULAR_WEIGHT>
426.641

> <EXACT_MASS>
426.313395212

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.88949300713799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,12S,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,8,10-triene-1,5,12-triol

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.148531595666667

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.619584453277543

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.625717221103866

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6645346814773556

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
130.7173

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,12S,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,8,10-triene-1,5,12-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
    7.6612    0.9237   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    0.6322   -0.2663 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3915    1.7143   -0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012   -0.7399   -0.6685 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7514   -1.7382    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.1424   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -0.4453    0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -0.9510    0.7860 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1780   -1.0268    2.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2096   -0.0490    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4025   -0.0718   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070    0.2242   -1.9880 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1809    1.5364   -2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    0.1785   -0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.5925   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261    1.2028   -2.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.3483   -2.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107    0.9314   -0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0971    1.4362   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0296    1.0579    0.3444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0288    0.2105   -0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2303    0.5311    1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1920   -0.4559    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228   -0.0896   -0.0244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1139   -1.3244   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9845    0.4829    0.3997 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311    1.8008    0.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615   -0.2271    1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613    0.0492    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -0.4620    0.3095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4182   -1.9584    0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7970    2.0268   -0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3850    0.4164   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8202    0.7810   -1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689    0.7377    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0070    2.3292   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    1.2643   -1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417    2.4140   -0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9847   -0.8910   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -2.7447   -0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5399   -1.6804    1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8026   -1.5270   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -2.1572   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    0.5531    0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0887   -1.9666    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -1.7893    2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022   -1.3854    2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -0.0294    2.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110    1.0020    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2212    0.6193   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780   -1.1333   -1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1840   -0.4497   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    2.1001   -1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1313    1.5090   -2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5679    1.7898   -2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4586    2.1719   -1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4932    2.0084    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9183    0.4446    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9490    0.0200    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7780    1.3526    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6822   -1.4464    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5510   -0.6541    1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225   -1.4021   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127   -1.2577   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2477   -0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    2.4371    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    0.1942    2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.3101    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1610    1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.4172    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -2.1374   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543   -2.4787   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -2.3988    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 10  1  0
 30 14  1  0
 26 15  1  0
 24 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  6
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  6
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  1
 11 50  1  0
 11 51  1  0
 12 52  1  6
 13 53  1  0
 16 54  1  0
 17 55  1  0
 19 56  1  0
 20 57  1  1
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  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       7.661   0.924  -0.679  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.219   0.632  -0.266  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.391   1.714  -0.919  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.801  -0.740  -0.669  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.751  -1.738   0.011  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.449  -1.142  -0.257  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.570  -0.445   0.415  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.208  -0.951   0.786  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.178  -1.027   2.280  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.210  -0.049   0.174  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.403  -0.072  -1.326  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.107   0.224  -1.988  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.181   1.536  -2.500  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.887   0.179  -0.848  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.133   0.593  -0.814  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.726   1.203  -2.031  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.033   1.348  -2.055  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.911   0.931  -0.930  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.097   1.436  -0.771  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.030   1.058   0.344  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.029   0.211  -0.063  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.230   0.531   1.521  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.192  -0.456   1.108  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.323  -0.090  -0.024  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.114  -1.324  -0.896  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.985   0.483   0.400  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.231   1.801   0.807  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.361  -0.227   1.539  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.861   0.049   1.572  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.219  -0.462   0.310  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.418  -1.958   0.290  0.00  0.00           C+0
HETATM   32  H   UNK     0       7.797   2.027  -0.494  0.00  0.00           H+0
HETATM   33  H   UNK     0       8.385   0.416  -0.038  0.00  0.00           H+0
HETATM   34  H   UNK     0       7.820   0.781  -1.760  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.169   0.738   0.826  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.007   2.329  -1.626  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.524   1.264  -1.428  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.042   2.414  -0.139  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.985  -0.891  -1.767  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.446  -2.745  -0.345  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.540  -1.680   1.100  0.00  0.00           H+0
HETATM   42  H   UNK     0       7.803  -1.527  -0.241  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.105  -2.157  -0.539  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.843   0.553   0.729  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.089  -1.967   0.319  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.480  -1.789   2.673  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.202  -1.385   2.601  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.060  -0.029   2.699  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.311   1.002   0.533  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.221   0.619  -1.630  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.678  -1.133  -1.584  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.184  -0.450  -2.793  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.447   2.100  -1.741  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.131   1.509  -2.844  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.568   1.790  -2.911  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.459   2.172  -1.467  0.00  0.00           H+0
HETATM   57  H   UNK     0      -7.493   2.008   0.688  0.00  0.00           H+0
HETATM   58  H   UNK     0      -8.918   0.445   0.305  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.949   0.020   2.195  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.778   1.353   2.100  0.00  0.00           H+0
HETATM   61  H   UNK     0      -5.682  -1.446   0.901  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.551  -0.654   1.996  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.022  -1.402  -1.554  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.213  -1.258  -1.518  0.00  0.00           H+0
HETATM   65  H   UNK     0      -4.078  -2.248  -0.317  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.150   2.437   0.055  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.762   0.194   2.489  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.524  -1.310   1.563  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.757   1.161   1.574  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.479  -0.417   2.490  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.454  -2.137  -0.088  0.00  0.00           H+0
HETATM   72  H   UNK     0       0.254  -2.479  -0.410  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.405  -2.399   1.316  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    1    3    4   35                                             
CONECT    3    2   36   37   38                                             
CONECT    4    2    5    6   39                                             
CONECT    5    4   40   41   42                                             
CONECT    6    4    7   43                                                  
CONECT    7    6    8   44                                                  
CONECT    8    7    9   10   45                                             
CONECT    9    8   46   47   48                                             
CONECT   10    8   11   30   49                                             
CONECT   11   10   12   50   51                                             
CONECT   12   11   13   14   52                                             
CONECT   13   12   53                                                       
CONECT   14   12   15   30                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17   54                                                  
CONECT   17   16   18   55                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20   56                                                  
CONECT   20   19   21   22   57                                             
CONECT   21   20   58                                                       
CONECT   22   20   23   59   60                                             
CONECT   23   22   24   61   62                                             
CONECT   24   23   25   26   18                                             
CONECT   25   24   63   64   65                                             
CONECT   26   24   27   28   15                                             
CONECT   27   26   66                                                       
CONECT   28   26   29   67   68                                             
CONECT   29   28   30   69   70                                             
CONECT   30   29   31   10   14                                             
CONECT   31   30   71   72   73                                             
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    5                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47    9                                                            
CONECT   48    9                                                            
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   16                                                            
CONECT   55   17                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   25                                                            
CONECT   64   25                                                            
CONECT   65   25                                                            
CONECT   66   27                                                            
CONECT   67   28                                                            
CONECT   68   28                                                            
CONECT   69   29                                                            
CONECT   70   29                                                            
CONECT   71   31                                                            
CONECT   72   31                                                            
CONECT   73   31                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  152    0
END

RDKit          3D

73 76  0  0  0  0  0  0  0  0999 V2000
    7.6612    0.9237   -0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2193    0.6322   -0.2663 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3915    1.7143   -0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8012   -0.7399   -0.6685 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7514   -1.7382    0.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4491   -1.1424   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -0.4453    0.4152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -0.9510    0.7860 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1780   -1.0268    2.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2096   -0.0490    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4025   -0.0718   -1.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1070    0.2242   -1.9880 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1809    1.5364   -2.5001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8873    0.1785   -0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333    0.5925   -0.8136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7261    1.2028   -2.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0332    1.3483   -2.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107    0.9314   -0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0971    1.4362   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0296    1.0579    0.3444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0288    0.2105   -0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2303    0.5311    1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1920   -0.4559    1.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3228   -0.0896   -0.0244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1139   -1.3244   -0.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9845    0.4829    0.3997 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2311    1.8008    0.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615   -0.2271    1.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613    0.0492    1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2194   -0.4620    0.3095 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4182   -1.9584    0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7970    2.0268   -0.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3850    0.4164   -0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8202    0.7810   -1.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689    0.7377    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0070    2.3292   -1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241    1.2643   -1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417    2.4140   -0.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9847   -0.8910   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -2.7447   -0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5399   -1.6804    1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8026   -1.5270   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1054   -2.1572   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8431    0.5531    0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0887   -1.9666    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4799   -1.7893    2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022   -1.3854    2.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0601   -0.0294    2.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110    1.0020    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2212    0.6193   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780   -1.1333   -1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1840   -0.4497   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473    2.1001   -1.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1313    1.5090   -2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5679    1.7898   -2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4586    2.1719   -1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4932    2.0084    0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9183    0.4446    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9490    0.0200    2.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7780    1.3526    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6822   -1.4464    0.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5510   -0.6541    1.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0225   -1.4021   -1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127   -1.2577   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0779   -2.2477   -0.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    2.4371    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    0.1942    2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -1.3101    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7567    1.1610    1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792   -0.4172    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -2.1374   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543   -2.4787   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052   -2.3988    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  1
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 10  1  0
 30 14  1  0
 26 15  1  0
 24 18  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  6
  5 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  7 44  1  0
  8 45  1  6
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  1
 11 50  1  0
 11 51  1  0
 12 52  1  6
 13 53  1  0
 16 54  1  0
 17 55  1  0
 19 56  1  0
 20 57  1  1
 21 58  1  0
 22 59  1  0
 22 60  1  0
 23 61  1  0
 23 62  1  0
 25 63  1  0
 25 64  1  0
 25 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 31 71  1  0
 31 72  1  0
 31 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(22E, 24R)-9a,15a-Dihydroxyergosta-4,6,8(14),22-tetraen-3-one	Generator
(22E, 24R)-9Α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one	Generator

Chemical Formula

C₂₈H₄₂O₃

Average Mass

426.6410 Da

Monoisotopic Mass

426.31340 Da

IUPAC Name

(1S,2S,5S,12S,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,8,10-triene-1,5,12-triol

Traditional Name

(1S,2S,5S,12S,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,8,10-triene-1,5,12-triol

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1C[C@H](O)C2=C3C=CC4=C[C@@H](O)CC[C@]4(C)[C@@]3(O)CC[C@]12C

InChI Identifier

InChI=1S/C28H42O3/c1-17(2)18(3)7-8-19(4)23-16-24(30)25-22-10-9-20-15-21(29)11-12-27(20,6)28(22,31)14-13-26(23,25)5/h7-10,15,17-19,21,23-24,29-31H,11-14,16H2,1-6H3/b8-7+/t18-,19+,21-,23+,24-,26+,27-,28+/m0/s1

InChI Key

FVDWRVJVWXPRSP-KRAOARPUSA-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
Ganoderma	NPAtlas	31494344
Ganoderma resinaceum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
15-hydroxysteroid
3-hydroxysteroid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	4.44	ALOGPS
logP	4.15	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	130.72 m³·mol⁻¹	ChemAxon
Polarizability	51.89 Å³	ChemAxon
Number of Rings	4	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

NPAtlas ID

NPA025982

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

146682453

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (NP0020553)

MOL for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

3D MOL for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

3D SDF for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

3D-SDF for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

PDB for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

3D PDB for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

SMILES for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

INCHI for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

Structure for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)

3D Structure for NP0020553 ((22E, 24R)-9α,15α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one)