NP-MRD: Showing NP-Card for 1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate (NP0218418)

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Record Information

Version

2.0

Created at

2022-09-05 19:04:56 UTC

Updated at

2022-09-05 19:04:56 UTC

NP-MRD ID

NP0218418

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate

Description

1-{10,11-Dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]Docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety. 1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate is found in Actaea simplex. 1-{10,11-Dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]Docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241509332D          

 49 55  0  0  0  0            999 V2000
    7.7529    0.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684   -0.1795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3549    0.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9065    0.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8034   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7414    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    1.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2988    2.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5144    2.0267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4697    3.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9570    0.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7861   -0.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -0.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8307   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881    0.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677    0.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808   -0.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -0.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4422   -0.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    0.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989   -0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    0.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917    1.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5123    1.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484    2.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3640    2.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    3.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5434    2.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590    3.4262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2073    2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3867    1.9193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    1.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7924    1.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238    1.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2301    1.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    1.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749    1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4110    0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    1.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574    2.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590    0.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    1.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435    1.2196    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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 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
 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
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 22 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 20 42  1  0  0  0  0
 42 43  1  0  0  0  0
 16 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 15 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 11 49  1  0  0  0  0
M  END


  Mrv1533004241509332D          

 49 55  0  0  0  0            999 V2000
    7.7529    0.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9684   -0.1795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3549    0.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9065    0.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8034   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7414    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9123    1.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2988    2.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5144    2.0267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4697    3.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9570    0.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7861   -0.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017   -0.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8307   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881    0.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677    0.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808   -0.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -0.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -0.5121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4422   -0.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1061    0.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3783   -0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989   -0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350    0.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.5837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6917    1.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5123    1.4227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484    2.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3640    2.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    3.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5434    2.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0590    3.4262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2073    2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3867    1.9193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    1.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7924    1.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238    1.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2301    1.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    1.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749    1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4110    0.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2316    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8442    1.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7574    2.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5590    0.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    1.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435    1.2196    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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 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
 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
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 22 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 20 42  1  0  0  0  0
 42 43  1  0  0  0  0
 16 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 15 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 11 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218418

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C)(C)C(OC(C)=O)C1CC(C)C2C(O)(O1)C(O)C1(C)C3=CCC4C5(CC35CCC21C)CCC(OC1OCC(O)C(O)C1O)C4(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H60O11/c1-19-16-22(29(47-20(2)39)33(5,6)45-9)49-38(44)28(19)34(7)14-15-37-18-36(37)13-12-25(48-30-27(42)26(41)21(40)17-46-30)32(3,4)23(36)10-11-24(37)35(34,8)31(38)43/h11,19,21-23,25-31,40-44H,10,12-18H2,1-9H3

> <INCHI_KEY>
JJQWNJKBKYZYPG-UHFFFAOYSA-N

> <FORMULA>
C38H60O11

> <MOLECULAR_WEIGHT>
692.887

> <EXACT_MASS>
692.413562752

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
109

> <JCHEM_AVERAGE_POLARIZABILITY>
76.51288580986638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
2.5003995443333324

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.245407298554708

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.871247036060977

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5265806236668373

> <JCHEM_POLAR_SURFACE_AREA>
164.37

> <JCHEM_REFRACTIVITY>
177.75820000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate

> <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      14.472   0.142   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.008  -0.335   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.863   0.694   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.892   1.840   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.833  -0.451   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.717   1.724   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.036   3.231   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.891   4.260   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.427   3.783   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.210   5.767   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.253   1.247   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.934  -0.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.470  -0.737   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.151  -2.243   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.325   0.293   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.793   0.131   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.564  -1.202   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.889  -1.116   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.357  -0.956   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.730   0.450   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.825  -0.796   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.198   0.610   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.706  -0.636   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.238  -0.477   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.865   0.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.397   1.090   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.025   2.496   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.556   2.656   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -7.184   4.062   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.279   5.309   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.907   6.715   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -4.748   5.149   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.844   6.396   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.120   3.743   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -2.589   3.583   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -1.961   2.176   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.346   2.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -1.538   3.657   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.429   2.017   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.475   3.263   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.006   3.103   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.634   1.697   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.166   1.537   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.689   3.001   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.309   2.569   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       5.147   4.100   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       6.644   1.800   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       6.803   3.331   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       8.108   2.277   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   49                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   47                                                  
CONECT   16   15   17   18   43                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   42                                             
CONECT   21   20   22                                                       
CONECT   22   21   20   23   39                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   36                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   34                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27   35                                                  
CONECT   35   34                                                            
CONECT   36   25   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   22   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   20   43                                                  
CONECT   43   42   16   44   45                                             
CONECT   44   43                                                            
CONECT   45   43   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   15   48   49                                             
CONECT   48   47                                                            
CONECT   49   47   11                                                       
MASTER        0    0    0    0    0    0    0    0   49    0  110    0
END

View in JSmol

Synonyms

Value	Source
1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0,.0,.0,.0,]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetic acid	Generator
1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetic acid	Generator

Chemical Formula

C₃₈H₆₀O₁₁

Average Mass

692.8870 Da

Monoisotopic Mass

692.41356 Da

IUPAC Name

1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate

Traditional Name

1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate

CAS Registry Number

Not Available

SMILES

COC(C)(C)C(OC(C)=O)C1CC(C)C2C(O)(O1)C(O)C1(C)C3=CCC4C5(CC35CCC21C)CCC(OC1OCC(O)C(O)C1O)C4(C)C

InChI Identifier

InChI=1S/C38H60O11/c1-19-16-22(29(47-20(2)39)33(5,6)45-9)49-38(44)28(19)34(7)14-15-37-18-36(37)13-12-25(48-30-27(42)26(41)21(40)17-46-30)32(3,4)23(36)10-11-24(37)35(34,8)31(38)43/h11,19,21-23,25-31,40-44H,10,12-18H2,1-9H3

InChI Key

JJQWNJKBKYZYPG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actaea simplex	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cycloartanols and derivatives

Direct Parent

Cycloartanols and derivatives

Alternative Parents

Substituents

Cycloartanol-skeleton
9b,19-cyclo-lanostane-skeleton
Cycloartane-skeleton
Triterpenoid
15-hydroxysteroid
Hydroxysteroid
16-hydroxysteroid
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Hemiacetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Acetal
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
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	3.46	ALOGPS
logP	2.5	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	177.76 m³·mol⁻¹	ChemAxon
Polarizability	76.51 Å³	ChemAxon
Number of Rings	7	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

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 1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate (NP0218418)

MOL for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

3D MOL for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

3D SDF for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

3D-SDF for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

PDB for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

3D PDB for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

SMILES for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

INCHI for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

Structure for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)

3D Structure for NP0218418 (1-{10,11-dihydroxy-4,6,12,17,17-pentamethyl-18-[(3,4,5-trihydroxyoxan-2-yl)oxy]-9-oxahexacyclo[11.9.0.0¹,²¹.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docos-13-en-8-yl}-2-methoxy-2-methylpropyl acetate)