NP-MRD: Showing NP-Card for 2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol (NP0182925)

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Record Information

Version

2.0

Created at

2022-09-03 21:44:40 UTC

Updated at

2022-09-03 21:44:40 UTC

NP-MRD ID

NP0182925

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol

Description

2-Methyl-6-({3,4,5-trihydroxy-6-[(6-methyl-2-{4,5,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl}hept-5-en-2-yl)oxy]oxan-2-yl}methoxy)oxane-3,4,5-triol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol is found in Gynostemma pentaphyllum. 2-Methyl-6-({3,4,5-trihydroxy-6-[(6-methyl-2-{4,5,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-14-yl}hept-5-en-2-yl)oxy]oxan-2-yl}methoxy)oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161513122D          

 55 60  0  0  0  0            999 V2000
   -2.8151    3.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1260    2.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    1.9404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305    1.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4242    0.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4115   -0.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1200   -3.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -3.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6585   -4.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3098   -5.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1057   -4.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009   -1.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615   -1.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160   -2.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -2.8446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -3.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396   -1.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3568   -1.7676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7478    1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587    0.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2541    1.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    1.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432    2.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4496    3.1302    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
  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 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
 22 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 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
 29 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 22 42  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  0  0  0  0
  9 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
  7 48  1  0  0  0  0
 48 49  1  0  0  0  0
  4 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
  2 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END


  Mrv1533004161513122D          

 55 60  0  0  0  0            999 V2000
   -2.8151    3.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1260    2.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    1.9404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305    1.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4242    0.5249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7351   -0.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4115   -0.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879   -1.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2328   -2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1200   -3.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7713   -3.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6585   -4.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3098   -5.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1057   -4.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009   -1.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0615   -1.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2160   -2.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -2.8446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -3.0703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396   -1.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3568   -1.7676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7478    1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0587    0.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2541    1.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0714    1.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432    2.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4496    3.1302    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
  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 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
 22 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 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
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 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
 29 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 22 42  1  0  0  0  0
 28 42  1  0  0  0  0
 42 43  1  0  0  0  0
  9 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
  7 48  1  0  0  0  0
 48 49  1  0  0  0  0
  4 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
  2 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182925

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OCC2OC(OC(C)(CCC=C(C)C)C3CCC4(C)C3C(O)CC3C5(C)CC(O)C(O)C(C)(C)C5CCC43C)C(O)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H72O13/c1-20(2)11-10-14-42(9,55-37-34(50)32(48)30(46)25(54-37)19-52-36-33(49)31(47)29(45)21(3)53-36)22-12-15-41(8)28(22)23(43)17-27-39(6)18-24(44)35(51)38(4,5)26(39)13-16-40(27,41)7/h11,21-37,43-51H,10,12-19H2,1-9H3

> <INCHI_KEY>
UWUZNWOONZAPGM-UHFFFAOYSA-N

> <FORMULA>
C42H72O13

> <MOLECULAR_WEIGHT>
785.025

> <EXACT_MASS>
784.497292378

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
87.94596108616241

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methyl-6-({3,4,5-trihydroxy-6-[(6-methyl-2-{4,5,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}hept-5-en-2-yl)oxy]oxan-2-yl}methoxy)oxane-3,4,5-triol

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
1.9622728733333328

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.424917457400355

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.908827433052284

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1598105047997125

> <JCHEM_POLAR_SURFACE_AREA>
218.98999999999998

> <JCHEM_REFRACTIVITY>
201.8803000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-6-({3,4,5-trihydroxy-6-[(6-methyl-2-{4,5,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}hept-5-en-2-yl)oxy]oxan-2-yl}methoxy)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -5.255   6.264   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.835   4.838   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.890   3.622   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.470   2.196   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.525   0.980   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.105  -0.447   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.160  -1.662   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.635  -1.452   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.690  -2.668   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.164  -2.457   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.997  -2.728   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.435  -4.618   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.224  -6.143   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.440  -7.089   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.229  -8.614   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.445  -9.559   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.197  -9.195   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.735  -2.213   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.315  -3.568   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -2.270  -4.094   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -1.325  -5.310   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -3.795  -4.305   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -4.376  -5.731   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -4.741  -3.089   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -6.266  -3.300   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      -6.996   1.985   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -7.576   0.559   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -7.941   3.201   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -9.467   2.990   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -7.361   4.627   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -8.306   5.843   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   54                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   50                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   48                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   44                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   19                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   11   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   42                                             
CONECT   23   22                                                            
CONECT   24   22   19   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   42                                                  
CONECT   29   28   30   31   39                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   29   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   22   28   43                                             
CONECT   43   42                                                            
CONECT   44    9   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46    7   49                                                  
CONECT   49   48                                                            
CONECT   50    4   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52    2   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₇₂O₁₃

Average Mass

785.0250 Da

Monoisotopic Mass

784.49729 Da

IUPAC Name

2-methyl-6-({3,4,5-trihydroxy-6-[(6-methyl-2-{4,5,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}hept-5-en-2-yl)oxy]oxan-2-yl}methoxy)oxane-3,4,5-triol

Traditional Name

2-methyl-6-({3,4,5-trihydroxy-6-[(6-methyl-2-{4,5,16-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}hept-5-en-2-yl)oxy]oxan-2-yl}methoxy)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC1OC(OCC2OC(OC(C)(CCC=C(C)C)C3CCC4(C)C3C(O)CC3C5(C)CC(O)C(O)C(C)(C)C5CCC43C)C(O)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C42H72O13/c1-20(2)11-10-14-42(9,55-37-34(50)32(48)30(46)25(54-37)19-52-36-33(49)31(47)29(45)21(3)53-36)22-12-15-41(8)28(22)23(43)17-27-39(6)18-24(44)35(51)38(4,5)26(39)13-16-40(27,41)7/h11,21-37,43-51H,10,12-19H2,1-9H3

InChI Key

UWUZNWOONZAPGM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gynostemma pentaphyllum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
3-hydroxysteroid
12-hydroxysteroid
2-hydroxysteroid
Hydroxysteroid
Steroid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty acyl
Oxane
Cyclic alcohol
Secondary alcohol
Oxacycle
Acetal
Polyol
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.98	ALOGPS
logP	1.96	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	218.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	201.88 m³·mol⁻¹	ChemAxon
Polarizability	87.95 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

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-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol (NP0182925)

MOL for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D MOL for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D SDF for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D-SDF for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

PDB for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D PDB for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

SMILES for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

INCHI for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

Structure for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)

3D Structure for NP0182925 (2-[(6-methyl-2-{7,8,11-trihydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-1-yl}hept-5-en-2-yl)oxy]-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxane-3,4,5-triol)