NP-MRD: Showing NP-Card for 1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol (NP0224122)

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Record Information

Version

2.0

Created at

2022-09-06 02:24:35 UTC

Updated at

2022-09-06 02:24:35 UTC

NP-MRD ID

NP0224122

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol

Description

14-[5-({3-[(4,5-Dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,6,8,12-tetrol belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. 1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol is found in Certonardoa semiregularis. 14-[5-({3-[(4,5-Dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,6,8,12-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004151518542D          

 51 56  0  0  0  0            999 V2000
    7.0463   -3.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8222   -4.2613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9674   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7433   -5.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3740   -4.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8885   -6.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6645   -6.4461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2578   -6.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4819   -6.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3367   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5608   -5.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9300   -5.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896   -6.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6903   -7.1151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2254   -6.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277   -7.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2353   -8.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936   -6.3598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1291   -5.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182   -4.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -4.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900   -4.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946   -5.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -5.3205    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
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 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
 24 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
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 35 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 31 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 26 47  1  0  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
 21 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
M  END


  Mrv1533004151518542D          

 51 56  0  0  0  0            999 V2000
    7.0463   -3.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8222   -4.2613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9674   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7433   -5.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3740   -4.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8885   -6.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6645   -6.4461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2578   -6.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4819   -6.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3367   -5.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5608   -5.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9300   -5.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896   -6.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6903   -7.1151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2254   -6.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0277   -7.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2353   -8.0207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936   -6.3598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1291   -5.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8182   -4.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -4.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900   -4.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7019   -0.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4946   -5.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8055   -6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6773   -5.3205    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
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 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
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 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
 24 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
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 35 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 31 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 26 47  1  0  0  0  0
 30 47  1  0  0  0  0
 47 48  1  0  0  0  0
 21 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224122

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C(O)C(O)COC1OC1C(O)C(CO)OC1OC(CCC(C)C1CC(O)C2C3CC(O)C4C(O)C(O)CCC4(C)C3CCC12C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H66O13/c1-17(2)26(49-36-34(32(46)27(15-39)50-36)51-35-33(47-6)31(45)25(43)16-48-35)8-7-18(3)21-14-24(42)28-19-13-23(41)29-30(44)22(40)10-12-37(29,4)20(19)9-11-38(21,28)5/h17-36,39-46H,7-16H2,1-6H3

> <INCHI_KEY>
SRHHFANWNGFINK-UHFFFAOYSA-N

> <FORMULA>
C38H66O13

> <MOLECULAR_WEIGHT>
730.933

> <EXACT_MASS>
730.450342185

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
81.36507001735873

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,6,8,12-tetrol

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
0.9209523373333319

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.090419491530366

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.554963300362775

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6743947113367018

> <JCHEM_POLAR_SURFACE_AREA>
207.98999999999998

> <JCHEM_REFRACTIVITY>
183.45950000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,6,8,12-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      13.153  -7.431   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.601  -7.954   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      14.872  -9.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.321  -9.994   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      17.498  -9.001   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      16.592 -11.510   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      18.040 -12.033   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.415 -12.502   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.966 -11.979   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.695 -10.463   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.247  -9.940   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      11.069 -10.933   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.181 -12.469   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.489 -13.281   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.754 -13.049   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.385 -14.544   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.906 -14.972   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.761 -11.872   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.574 -10.564   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.994  -9.137   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.468  -8.926   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.888  -7.500   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.624  -0.764   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      11.868   0.190   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      14.377  -0.716   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.523 -10.142   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       7.104 -11.569   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       4.998  -9.932   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   12   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   49                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   47                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   47                                                  
CONECT   31   30   32   44                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   42                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   35   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   31   45                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   26   30   48                                             
CONECT   48   47                                                            
CONECT   49   21   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₆₆O₁₃

Average Mass

730.9330 Da

Monoisotopic Mass

730.45034 Da

IUPAC Name

14-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,6,8,12-tetrol

Traditional Name

14-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,6,8,12-tetrol

CAS Registry Number

Not Available

SMILES

COC1C(O)C(O)COC1OC1C(O)C(CO)OC1OC(CCC(C)C1CC(O)C2C3CC(O)C4C(O)C(O)CCC4(C)C3CCC12C)C(C)C

InChI Identifier

InChI=1S/C38H66O13/c1-17(2)26(49-36-34(32(46)27(15-39)50-36)51-35-33(47-6)31(45)25(43)16-48-35)8-7-18(3)21-14-24(42)28-19-13-23(41)29-30(44)22(40)10-12-37(29,4)20(19)9-11-38(21,28)5/h17-36,39-46H,7-16H2,1-6H3

InChI Key

SRHHFANWNGFINK-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Certonardoa semiregularis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Tetrahydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
3-hydroxysteroid
4-hydroxysteroid
6-hydroxysteroid
15-hydroxysteroid
Hydroxysteroid
O-glycosyl compound
Glycosyl compound
Disaccharide
Oxane
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Alcohol
Organic oxygen 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	0.78	ALOGPS
logP	0.92	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.55	ChemAxon
pKa (Strongest Basic)	-0.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	207.99 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	183.46 m³·mol⁻¹	ChemAxon
Polarizability	81.37 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

73808171

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol (NP0224122)

MOL for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

3D MOL for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

3D SDF for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

3D-SDF for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

PDB for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

3D PDB for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

SMILES for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

INCHI for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

Structure for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)

3D Structure for NP0224122 (1-[5-({3-[(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy]-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl}oxy)-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthrene-3,5,6,7-tetrol)