NP-MRD: Showing NP-Card for 2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol (NP0260015)

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Record Information

Version

2.0

Created at

2022-09-08 02:03:29 UTC

Updated at

2022-09-08 02:03:29 UTC

NP-MRD ID

NP0260015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Description

2-[4-(16-{[4-Hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. 2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol is found in Asparagus acutifolius. 2-[4-(16-{[4-Hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241505152D          

 72 80  0  0  0  0            999 V2000
    3.1293   -1.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339   -2.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -2.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696   -3.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -3.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675   -3.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073   -4.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2465   -3.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654   -4.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0556   -4.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3954   -3.5610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6112   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0999   -2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4669   -3.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9199   -2.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4086   -2.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.5659   -4.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2346   -5.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4147   -5.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3859   -4.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0320   -6.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8520   -6.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7172   -3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5372   -3.3633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.5599   -2.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0712   -1.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2512   -1.4600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7625   -0.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0938   -0.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6052    0.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9138    0.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2451    0.8066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4025   -0.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2225   -0.5228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
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 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 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
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 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 25 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
 24 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
 30 43  1  0  0  0  0
 43 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
 47 48  1  0  0  0  0
 46 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 51 58  1  0  0  0  0
 58 59  1  0  0  0  0
 49 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
 44 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 67 69  1  0  0  0  0
 69 70  1  0  0  0  0
 69 71  1  0  0  0  0
 64 71  1  0  0  0  0
 71 72  1  0  0  0  0
M  END


  Mrv1533004241505152D          

 72 80  0  0  0  0            999 V2000
    3.1293   -1.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339   -2.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -2.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3696   -3.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -3.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0675   -3.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4073   -4.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2465   -3.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654   -4.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0556   -4.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3954   -3.5610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163   -3.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5562   -2.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -2.0574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975   -4.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5185   -4.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3577   -4.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -5.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367   -4.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969   -5.7347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1820   -1.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030   -1.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -1.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3313   -2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1513   -1.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4826   -1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3026   -1.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7913   -1.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6112   -1.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0999   -2.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4669   -3.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -3.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9199   -2.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4086   -2.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0773   -3.6358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5659   -4.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2346   -5.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4147   -5.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8746   -4.8744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5433   -5.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7233   -5.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3920   -6.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8807   -7.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5494   -7.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7007   -7.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7172   -3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.2286   -2.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5599   -2.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7625   -0.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6052    0.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4025   -0.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2225   -0.5228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  3 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  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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 25 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
 24 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 22 40  1  0  0  0  0
 40 41  1  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
 30 43  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0260015

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1(CCC(C)COC2OC(CO)C(O)C(O)C2O)OC2CC3C4CCC5CC(CCC5(C)C4CCC3(C)C2C1C)OC1OC(CO)C(OC2OCC(O)C(O)C2O)C(O)C1OC1OCC(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C50H84O22/c1-21(18-64-44-40(61)37(58)36(57)31(16-51)68-44)8-13-50(63-5)22(2)33-30(72-50)15-27-25-7-6-23-14-24(9-11-48(23,3)26(25)10-12-49(27,33)4)67-47-43(71-46-39(60)35(56)29(54)20-66-46)41(62)42(32(17-52)69-47)70-45-38(59)34(55)28(53)19-65-45/h21-47,51-62H,6-20H2,1-5H3

> <INCHI_KEY>
WULDBTQCXRGMHD-UHFFFAOYSA-N

> <FORMULA>
C50H84O22

> <MOLECULAR_WEIGHT>
1037.2

> <EXACT_MASS>
1036.545424345

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
156

> <JCHEM_AVERAGE_POLARIZABILITY>
111.88372815043256

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.44

> <JCHEM_LOGP>
-1.008364831999998

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.188766462994447

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.753011642412707

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483772987566265

> <JCHEM_POLAR_SURFACE_AREA>
335.06

> <JCHEM_REFRACTIVITY>
245.40540000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <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       5.841  -2.452   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.850  -3.992   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.188  -4.755   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.290  -6.006   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.757  -5.853   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.859  -7.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.494  -8.507   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.327  -6.952   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.429  -8.203   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.104  -8.050   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.738  -6.647   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.271  -6.495   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.905  -5.091   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.007  -3.841   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.169  -7.746   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.701  -7.593   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.534  -9.149   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.433 -10.400   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.002  -9.301   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.368 -10.705   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.806  -3.344   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.339  -3.497   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.668  -2.719   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.818  -3.743   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.349  -3.573   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.968  -2.163   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.498  -1.993   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.410  -3.234   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.941  -3.065   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.853  -4.305   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.235  -5.716   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.704  -5.885   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.792  -4.645   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.173  -6.055   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.261  -4.814   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.643  -6.225   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.112  -6.394   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.200  -5.153   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.438  -6.491   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.668  -5.001   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.338  -5.779   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.186  -7.311   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      20.384  -4.136   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      21.296  -5.377   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      20.678  -6.787   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      21.590  -8.028   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      20.971  -9.438   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      19.441  -9.608   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      23.120  -7.858   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      24.033  -9.099   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      23.414 -10.509   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      21.884 -10.679   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      21.265 -12.089   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      22.177 -13.330   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      21.559 -14.740   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      23.708 -13.160   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      24.620 -14.401   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      24.326 -11.750   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      25.857 -11.580   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      23.739  -6.448   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      25.269  -6.278   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      22.827  -5.207   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      23.445  -3.797   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      22.533  -2.556   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      21.002  -2.725   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      20.090  -1.485   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      20.708  -0.074   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      19.796   1.167   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0      22.239   0.095   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      22.858   1.506   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      23.151  -1.145   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      24.682  -0.976   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21   41                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   10   20                                                  
CONECT   20   19                                                            
CONECT   21    3   22                                                       
CONECT   22   21   23   40                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   38                                                  
CONECT   25   24   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   43                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   25   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   24   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   22   41                                                  
CONECT   41   40    3   42                                                  
CONECT   42   41                                                            
CONECT   43   30   44                                                       
CONECT   44   43   45   62                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   49                                                  
CONECT   47   46   48                                                       
CONECT   48   47                                                            
CONECT   49   46   50   60                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   58                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   51   59                                                  
CONECT   59   58                                                            
CONECT   60   49   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   44   63                                                  
CONECT   63   62   64                                                       
CONECT   64   63   65   71                                                  
CONECT   65   64   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67   70   71                                                  
CONECT   70   69                                                            
CONECT   71   69   64   72                                                  
CONECT   72   71                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  160    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₀H₈₄O₂₂

Average Mass

1037.2000 Da

Monoisotopic Mass

1036.54542 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1(CCC(C)COC2OC(CO)C(O)C(O)C2O)OC2CC3C4CCC5CC(CCC5(C)C4CCC3(C)C2C1C)OC1OC(CO)C(OC2OCC(O)C(O)C2O)C(O)C1OC1OCC(O)C(O)C1O

InChI Identifier

InChI=1S/C50H84O22/c1-21(18-64-44-40(61)37(58)36(57)31(16-51)68-44)8-13-50(63-5)22(2)33-30(72-50)15-27-25-7-6-23-14-24(9-11-48(23,3)26(25)10-12-49(27,33)4)67-47-43(71-46-39(60)35(56)29(54)20-66-46)41(62)42(32(17-52)69-47)70-45-38(59)34(55)28(53)19-65-45/h21-47,51-62H,6-20H2,1-5H3

InChI Key

WULDBTQCXRGMHD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Asparagus acutifolius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Diterpene glycoside
Furostane-skeleton
Oligosaccharide
Diterpenoid
Terpene glycoside
Fatty acyl glycoside
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Ketal
Fatty acyl
Oxane
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxygen 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	-0.44	ALOGPS
logP	-1	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	335.06 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	245.41 m³·mol⁻¹	ChemAxon
Polarizability	111.88 Å³	ChemAxon
Number of Rings	9	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 2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol (NP0260015)

MOL for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0260015 (2-[4-(16-{[4-hydroxy-6-(hydroxymethyl)-3,5-bis[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl]oxy}-6-methoxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-6-yl)-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol)