Np mrd loader

Showing NP-Card for 1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol (NP0318056)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-11 18:19:42 UTC
Updated at2022-09-11 18:19:42 UTC
NP-MRD IDNP0318056
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol
Description14-[7-({3-[(4,5-Dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,6,8,10,12-pentol 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. 1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol is found in Ceramaster patagonicus. Based on a literature review very few articles have been published on 14-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,6,8,10,12-pentol.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)


  Mrv1652309112220192D          

 55 60  0  0  0  0            999 V2000
   -4.3603    3.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056    2.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815    2.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4267    1.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7960    0.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412    0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3695   -0.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5523   -0.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -1.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178   -0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -1.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052   -4.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585   -4.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2146   -5.2103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -4.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586   -1.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5707   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1656   -1.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9581   -1.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9679   -2.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5627   -2.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6836   -0.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4111    0.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026    1.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8333    1.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6881    2.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3188    3.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9122    2.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670    3.6299    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  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
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 28 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 27 40  1  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
  7 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 43 48  1  0  0  0  0
  6 48  1  0  0  0  0
 48 49  1  0  0  0  0
  4 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
  3 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END
Download

3D MOL for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)

Download
3D SDF for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)

  Mrv1652309112220192D          

 55 60  0  0  0  0            999 V2000
   -4.3603    3.3783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056    2.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2815    2.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4267    1.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7960    0.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412    0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3695   -0.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5523   -0.3521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -1.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178   -0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -1.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052   -4.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5585   -4.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2146   -5.2103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -4.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7586   -1.1925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5707   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1656   -1.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9581   -1.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9679   -2.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5627   -2.9916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6836   -0.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4111    0.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026    1.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8333    1.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6881    2.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3188    3.0693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9122    2.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7670    3.6299    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 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
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  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
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 28 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 27 40  1  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
  7 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 43 48  1  0  0  0  0
  6 48  1  0  0  0  0
 48 49  1  0  0  0  0
  4 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
  3 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318056

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(OC2C(OCC(C)C(C)C=CC(C)C3CC(O)C4C3(C)CCC3C5(C)CCC(O)C(O)C5C(O)CC43O)OC(C(O)CO)C2O)OCC(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H68O15/c1-18(20(3)16-52-37-34(31(49)32(54-37)25(45)15-41)55-36-33(51-6)30(48)26(46)17-53-36)7-8-19(2)21-13-23(43)35-38(21,4)12-10-27-39(5)11-9-22(42)29(47)28(39)24(44)14-40(27,35)50/h7-8,18-37,41-50H,9-17H2,1-6H3

> <INCHI_KEY>
YBBXPJPYMJIXBD-UHFFFAOYSA-N

> <FORMULA>
C40H68O15

> <MOLECULAR_WEIGHT>
788.969

> <EXACT_MASS>
788.45582149

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
85.76050408058623

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,6,8,10,12-pentol

> <JCHEM_LOGP>
-1.1027360286666628

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.956858827005991

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.477376634801331

> <JCHEM_PKA_STRONGEST_BASIC>
-2.974507074538063

> <JCHEM_POLAR_SURFACE_AREA>
248.44999999999993

> <JCHEM_REFRACTIVITY>
196.80910000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
14-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,6,8,10,12-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)
Download
PDB for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)
HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.139   6.306   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.410   4.790   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -9.859   4.267   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.130   2.751   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.953   1.758   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -9.224   0.242   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.156  -0.868   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.631  -0.657   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.686  -1.873   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.160  -1.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.580  -0.236   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.215  -2.878   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.795  -4.305   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.690  -2.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.744  -3.883   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.362  -2.246   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.623  -8.771   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.594  -3.453   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      10.376  -8.820   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.867  -9.726   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.312  -7.735   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -8.883  -2.226   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -10.399  -1.955   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -11.509  -3.022   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -12.988  -2.594   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0     -11.140  -4.517   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0     -12.250  -5.584   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0     -10.609  -0.429   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -11.967   0.297   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -11.578   2.228   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -12.756   3.221   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -12.484   4.737   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -13.662   5.729   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -11.036   5.260   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0     -10.765   6.776   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   54                                                  
CONECT    4    3    5   50                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   48                                                  
CONECT    7    6    8   42                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   40                                                  
CONECT   23   22   18   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   40                                                  
CONECT   28   27   29   30   36                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   28   37                                                  
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   27   22   41                                             
CONECT   41   40                                                            
CONECT   42    7   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46                                                            
CONECT   48   43    6   49                                                  
CONECT   49   48                                                            
CONECT   50    4   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52    3   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

Download
3D PDB for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)
Download
SMILES for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)
COC1C(OC2C(OCC(C)C(C)C=CC(C)C3CC(O)C4C3(C)CCC3C5(C)CCC(O)C(O)C5C(O)CC43O)OC(C(O)CO)C2O)OCC(O)C1O
Download
INCHI for NP0318056 (1-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,6,7-pentol)
InChI=1S/C40H68O15/c1-18(20(3)16-52-37-34(31(49)32(54-37)25(45)15-41)55-36-33(51-6)30(48)26(46)17-53-36)7-8-19(2)21-13-23(43)35-38(21,4)12-10-27-39(5)11-9-22(42)29(47)28(39)24(44)14-40(27,35)50/h7-8,18-37,41-50H,9-17H2,1-6H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC40H68O15
Average Mass788.9690 Da
Monoisotopic Mass788.45582 Da
IUPAC Name14-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,6,8,10,12-pentol
Traditional Name14-[7-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-5-(1,2-dihydroxyethyl)-4-hydroxyoxolan-2-yl}oxy)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,6,8,10,12-pentol
CAS Registry NumberNot Available
SMILES
COC1C(OC2C(OCC(C)C(C)C=CC(C)C3CC(O)C4C3(C)CCC3C5(C)CCC(O)C(O)C5C(O)CC43O)OC(C(O)CO)C2O)OCC(O)C1O
InChI Identifier
InChI=1S/C40H68O15/c1-18(20(3)16-52-37-34(31(49)32(54-37)25(45)15-41)55-36-33(51-6)30(48)26(46)17-53-36)7-8-19(2)21-13-23(43)35-38(21,4)12-10-27-39(5)11-9-22(42)29(47)28(39)24(44)14-40(27,35)50/h7-8,18-37,41-50H,9-17H2,1-6H3
InChI KeyYBBXPJPYMJIXBD-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ceramaster patagonicusLOTUS Database
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassErgostane steroids  
Direct ParentErgosterols and derivatives  
Alternative Parents
Substituents
  • Ergosterol-skeleton
    • 

  • Steroidal glycoside
    • 

  • 3-hydroxysteroid
    • 

  • 4-hydroxysteroid
    • 

  • 6-hydroxysteroid
    • 

  • 15-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Fatty acyl glycoside
    • 

  • Fatty acyl glycoside of mono- or disaccharide
    • 

  • Alkyl glycoside
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Oxane
    • 

  • Fatty acyl
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Tetrahydrofuran
    • 

  • Secondary alcohol
    • 

  • Polyol
    • 

  • Dialkyl ether
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Acetal
    • 

  • Organoheterocyclic compound
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.1ChemAxon
pKa (Strongest Acidic)12.48ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area248.45 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity196.81 m³·mol⁻¹ChemAxon
Polarizability85.76 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73810850  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]