NP-MRD: Showing NP-Card for 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate (NP0223517)

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Record Information

Version

2.0

Created at

2022-09-06 01:38:03 UTC

Updated at

2022-09-06 01:38:03 UTC

NP-MRD ID

NP0223517

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate

Description

3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2,3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b-tetradecahydrochrysene-2-carboxylate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate is found in Diospyros kaki. 3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2,3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b-tetradecahydrochrysene-2-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241506542D          

 46 50  0  0  0  0            999 V2000
   -1.5694   -5.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486   -5.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406   -6.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357   -4.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5436   -4.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149   -4.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -3.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -2.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -3.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1854   -4.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -4.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747   -5.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788   -4.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984   -2.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3926   -1.7332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -1.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0512   -2.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5715   -1.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3861   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804   -2.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977   -0.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1685    0.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277   -1.0930    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
  2  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
  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
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 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
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 16 17  1  0  0  0  0
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 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 11 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  2  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
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv1533004241506542D          

 46 50  0  0  0  0            999 V2000
   -1.5694   -5.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8486   -5.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406   -6.0201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357   -4.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5436   -4.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149   -4.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -3.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2391   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9690   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5091   -2.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -2.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9395   -2.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7497   -2.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0197   -3.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8298   -3.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4796   -4.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1854   -4.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1876   -4.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1747   -5.3280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -4.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3193   -4.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0492   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9788   -4.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0984   -2.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3926   -1.7332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -2.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366   -1.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0512   -2.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5715   -1.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3861   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6804   -2.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -0.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7977   -0.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -0.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1685    0.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1277   -1.0930    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
  2  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
  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
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 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
 22 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
 24 28  1  0  0  0  0
 18 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 11 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  2  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
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 38 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 36 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223517

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C(C)CCC1(CCC2(C)C(C=CC3C4(C)CCC(O)C(C)(CO)C4CCC23C)=C1)C(=O)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H58O10/c1-20(21(2)39)9-14-36(31(44)46-30-29(43)28(42)27(41)23(18-37)45-30)16-15-34(5)22(17-36)7-8-25-32(3)12-11-26(40)33(4,19-38)24(32)10-13-35(25,34)6/h7-8,17,20-21,23-30,37-43H,9-16,18-19H2,1-6H3

> <INCHI_KEY>
UZTMYBNYYOCNHL-UHFFFAOYSA-N

> <FORMULA>
C36H58O10

> <MOLECULAR_WEIGHT>
650.85

> <EXACT_MASS>
650.402998068

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
73.30475066375168

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2,3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b-tetradecahydrochrysene-2-carboxylate

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.0631510160000004

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.175140072631951

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.193908620491122

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3762100020134485

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
172.59700000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.929 -11.196   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.584 -10.447   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.262 -11.238   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.560  -8.907   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.881  -8.116   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.214  -8.158   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.190  -6.618   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.155  -5.869   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.659  -7.324   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.171  -7.615   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.180  -6.451   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.684  -7.906   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.676  -4.996   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.163  -4.705   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.684  -3.832   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.196  -4.123   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.700  -5.578   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.212  -5.869   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.708  -4.414   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.220  -4.705   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.733  -4.996   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.237  -6.451   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.749  -6.742   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.229  -7.615   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.679  -9.054   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.550  -8.406   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      11.526  -9.946   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.716  -7.324   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.708  -8.488   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.196  -8.197   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.692  -6.742   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.560  -8.276   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.184  -4.674   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.733  -3.235   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.337  -4.918   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.308  -3.723   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -3.829  -3.966   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -4.800  -2.771   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.321  -3.015   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -6.870  -4.454   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -4.251  -1.333   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -5.222  -0.138   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -2.730  -1.089   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -2.181   0.350   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -1.759  -2.284   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -0.238  -2.040   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14   33                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   31                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13    8                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19   20   28                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   28                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   24   18   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   11   17   32                                             
CONECT   32   31                                                            
CONECT   33    8   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   45                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   41                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   38   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   36   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2,3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b-tetradecahydrochrysene-2-carboxylic acid	Generator

Chemical Formula

C₃₆H₅₈O₁₀

Average Mass

650.8500 Da

Monoisotopic Mass

650.40300 Da

IUPAC Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2,3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b-tetradecahydrochrysene-2-carboxylate

Traditional Name

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylate

CAS Registry Number

Not Available

SMILES

CC(O)C(C)CCC1(CCC2(C)C(C=CC3C4(C)CCC(O)C(C)(CO)C4CCC23C)=C1)C(=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C36H58O10/c1-20(21(2)39)9-14-36(31(44)46-30-29(43)28(42)27(41)23(18-37)45-30)16-15-34(5)22(17-36)7-8-25-32(3)12-11-26(40)33(4,19-38)24(32)10-13-35(25,34)6/h7-8,17,20-21,23-30,37-43H,9-16,18-19H2,1-6H3

InChI Key

UZTMYBNYYOCNHL-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
Diospyros kaki	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
18-oxosteroid
Oxosteroid
Steroid
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
Hexose monosaccharide
Fatty alcohol
Fatty acid ester
Monosaccharide
Fatty acyl
Oxane
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Acetal
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Carbonyl group
Organooxygen compound
Alcohol
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	2.24	ALOGPS
logP	2.06	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	172.6 m³·mol⁻¹	ChemAxon
Polarizability	73.3 Å³	ChemAxon
Number of Rings	5	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate (NP0223517)

MOL for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

3D MOL for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

3D SDF for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

3D-SDF for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

PDB for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

3D PDB for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

SMILES for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

INCHI for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

Structure for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)

3D Structure for NP0223517 (3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 8-hydroxy-2-(4-hydroxy-3-methylpentyl)-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-4,5,6,6a,8,9,10,10b-octahydro-3h-chrysene-2-carboxylate)