NP-MRD: Showing NP-Card for 1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate (NP0306806)

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Record Information

Version

2.0

Created at

2022-09-10 23:31:18 UTC

Updated at

2022-09-10 23:31:18 UTC

NP-MRD ID

NP0306806

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate

Description

1-{15'-[(Acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate 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-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate is found in Isis hippuris. 1-{15'-[(Acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251515252D          

 41 45  0  0  0  0            999 V2000
    5.3023   -3.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4895   -3.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9605   -4.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1477   -4.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441   -4.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278   -5.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -4.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4694   -5.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -2.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931   -2.6507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095   -1.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6386   -1.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2967   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7350   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -2.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -1.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156   -1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565   -0.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560   -0.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7208   -0.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2524   -0.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0769   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5127   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3373   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5506   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638   -1.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5034   -2.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6789   -2.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2902   -1.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8543   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298   -2.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -1.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3098   -2.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6204   -2.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376   -3.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1206   -2.6477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481   -3.8747    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 36  1  0  0  0  0
 21 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
M  END


  Mrv1533004251515252D          

 41 45  0  0  0  0            999 V2000
    5.3023   -3.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4895   -3.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9605   -4.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1477   -4.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441   -4.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278   -5.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0188   -4.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4694   -5.2585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -2.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931   -2.6507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095   -1.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6386   -1.2430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2967   -1.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7350   -2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -2.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -1.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156   -1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565   -0.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560   -0.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7208   -0.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2524   -0.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0769   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5127   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3373   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5506   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638   -1.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5034   -2.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6789   -2.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2902   -1.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8543   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0298   -2.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -1.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3098   -2.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6204   -2.9971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376   -3.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1206   -2.6477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7481   -3.8747    0.0000 C   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 17 36  1  0  0  0  0
 21 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0306806

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C(C)C(C)(C)O)C(OC(C)=O)C1(C)OC11C(O)CC2C3CCC4CC(=O)CCC4(C)C3CCC12COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H52O8/c1-18(19(2)29(5,6)38)28(40-21(4)35)31(8)33(41-31)27(37)16-26-24-10-9-22-15-23(36)11-13-30(22,7)25(24)12-14-32(26,33)17-39-20(3)34/h18-19,22,24-28,37-38H,9-17H2,1-8H3

> <INCHI_KEY>
KIRHXZTVBOERFG-UHFFFAOYSA-N

> <FORMULA>
C33H52O8

> <MOLECULAR_WEIGHT>
576.771

> <EXACT_MASS>
576.366218634

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
63.8488567534468

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{15'-[(acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
3.3575305036666654

> <ALOGPS_LOGS>
-5.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.091373599192629

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.83958509530158

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7704946119540974

> <JCHEM_POLAR_SURFACE_AREA>
122.66000000000003

> <JCHEM_REFRACTIVITY>
151.78749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{15'-[(acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       9.898  -6.923   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.380  -6.659   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.393  -7.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.876  -7.576   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.922  -9.286   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.452 -10.732   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.368  -8.757   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.476  -9.816   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       7.851  -5.213   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.334  -4.948   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.804  -3.502   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.792  -2.320   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.287  -3.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.839  -4.031   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.871  -5.173   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.846  -2.853   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.363  -2.583   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.252  -1.047   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.945  -0.233   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.679  -0.467   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.671  -1.645   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.210  -1.696   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.024  -0.388   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.563  -0.439   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.289  -1.797   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.828  -1.848   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.553  -3.206   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      20.092  -3.257   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      17.740  -4.514   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.201  -4.463   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.475  -3.105   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.661  -4.412   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.936  -3.054   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.122  -4.362   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.583  -4.311   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.858  -2.952   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.912  -4.168   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      10.491  -5.595   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      12.017  -5.806   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      13.292  -4.942   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.596  -7.233   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    2   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   14   18   36                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   36                                                  
CONECT   22   21   23   33                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   25   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   22   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   17   21   37                                             
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
1-{15'-[(acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0,.0,]heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetic acid	Generator
1-{15'-[(acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetic acid	Generator

Chemical Formula

C₃₃H₅₂O₈

Average Mass

576.7710 Da

Monoisotopic Mass

576.36622 Da

IUPAC Name

1-{15'-[(acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate

Traditional Name

1-{15'-[(acetyloxy)methyl]-13'-hydroxy-2',3-dimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane]-3-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate

CAS Registry Number

Not Available

SMILES

CC(C(C)C(C)(C)O)C(OC(C)=O)C1(C)OC11C(O)CC2C3CCC4CC(=O)CCC4(C)C3CCC12COC(C)=O

InChI Identifier

InChI=1S/C33H52O8/c1-18(19(2)29(5,6)38)28(40-21(4)35)31(8)33(41-31)27(37)16-26-24-10-9-22-15-23(36)11-13-30(22,7)25(24)12-14-32(26,33)17-39-20(3)34/h18-19,22,24-28,37-38H,9-17H2,1-8H3

InChI Key

KIRHXZTVBOERFG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Isis hippuris	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
Steroid ester
3-oxosteroid
Hydroxysteroid
Oxosteroid
16-hydroxysteroid
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Cyclic ketone
Carboxylic acid ester
Ketone
Organoheterocyclic compound
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.85	ALOGPS
logP	3.36	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	151.79 m³·mol⁻¹	ChemAxon
Polarizability	63.85 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85411464

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate (NP0306806)

MOL for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

3D MOL for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

3D SDF for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

3D-SDF for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

PDB for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

3D PDB for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

SMILES for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

INCHI for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

Structure for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)

3D Structure for NP0306806 (1-{11a-[(acetyloxy)methyl]-2-hydroxy-3',9a-dimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl}-4-hydroxy-2,3,4-trimethylpentyl acetate)