NP-MRD: Showing NP-Card for (2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate (NP0247714)

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Record Information

Version

2.0

Created at

2022-09-07 09:39:48 UTC

Updated at

2022-09-07 09:39:48 UTC

NP-MRD ID

NP0247714

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate

Description

(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]hept-4-enoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate is found in Fomitopsis pinicola. Based on a literature review very few articles have been published on (2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]hept-4-enoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072211392D          

 43 47  0  0  1  0            999 V2000
    2.2203   -2.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -3.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247   -1.7297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548   -2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220    0.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5628   -0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0692   -0.9928    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8864   -0.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7583   -1.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2647   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6302   -2.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  1  0  0  0
 21  8  1  6  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  1  0  0  0
 24 26  1  0  0  0  0
 26 27  2  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
 21 30  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 27 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 26 43  1  0  0  0  0
M  END


  Mrv1652309072211392D          

 43 47  0  0  1  0            999 V2000
    2.2203   -2.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -3.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247   -1.7297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8548   -2.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4220    0.0841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5628   -0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0692   -0.9928    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8864   -0.8800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7583   -1.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2647   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6302   -2.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  1  0  0  0
 21  8  1  6  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  1  0  0  0
 24 26  1  0  0  0  0
 26 27  2  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
 21 30  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 27 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 32 41  1  0  0  0  0
 41 42  1  6  0  0  0
 42 43  1  0  0  0  0
 26 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0247714

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)\C=C\C[C@H]([C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC3)C(=O)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H54O8/c1-31(2,41)15-8-9-20(29(40)43-30-28(39)27(38)24(36)19-42-30)21-12-17-35(7)23-10-11-25-32(3,4)26(37)14-16-33(25,5)22(23)13-18-34(21,35)6/h8,15,20-21,24-25,27-28,30,36,38-39,41H,9-14,16-19H2,1-7H3/b15-8+/t20-,21-,24-,25+,27+,28-,30+,33-,34-,35+/m1/s1

> <INCHI_KEY>
BGFUPUXPMBXGKR-BICBMMJPSA-N

> <FORMULA>
C35H54O8

> <MOLECULAR_WEIGHT>
602.809

> <EXACT_MASS>
602.381868699

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
67.88646318180818

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-4-enoate

> <JCHEM_LOGP>
4.296643092000001

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.398469649610735

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.230708067189019

> <JCHEM_PKA_STRONGEST_BASIC>
-1.581526442066124

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
163.83110000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-4-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       4.145  -4.965   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.670  -4.754   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.881  -6.280   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.460  -3.229   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.196  -4.544   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.776  -3.117   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.988   0.157   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      12.353  -2.485   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.878  -2.275   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      14.458  -0.848   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      15.984  -0.637   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.929  -1.853   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      18.455  -1.643   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      16.349  -3.280   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.294  -4.496   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.823  -3.490   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      14.243  -4.917   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.505   2.629   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.521   2.992   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.341   3.664   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19                                                            
CONECT   21    8   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   30                                             
CONECT   25   24                                                            
CONECT   26   24   27   43                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   21   24   31                                             
CONECT   31   30                                                            
CONECT   32   27   33   34   41                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38   32   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   26                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5R)-3,4,5-Trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]hept-4-enoic acid	Generator

Chemical Formula

C₃₅H₅₄O₈

Average Mass

602.8090 Da

Monoisotopic Mass

602.38187 Da

IUPAC Name

(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-4-enoate

Traditional Name

(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl (2R,4E)-6-hydroxy-6-methyl-2-[(2S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]hept-4-enoate

CAS Registry Number

Not Available

SMILES

CC(C)(O)\C=C\C[C@H]([C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC3)C(=O)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C35H54O8/c1-31(2,41)15-8-9-20(29(40)43-30-28(39)27(38)24(36)19-42-30)21-12-17-35(7)23-10-11-25-32(3,4)26(37)14-16-33(25,5)22(23)13-18-34(21,35)6/h8,15,20-21,24-25,27-28,30,36,38-39,41H,9-14,16-19H2,1-7H3/b15-8+/t20-,21-,24-,25+,27+,28-,30+,33-,34-,35+/m1/s1

InChI Key

BGFUPUXPMBXGKR-BICBMMJPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fomitopsis pinicola	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
25-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
3-oxosteroid
14-alpha-methylsteroid
Oxosteroid
3-oxo-5-alpha-steroid
Steroid
Monosaccharide
Oxane
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Polyol
Acetal
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
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	4.3	ChemAxon
pKa (Strongest Acidic)	12.23	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	163.83 m³·mol⁻¹	ChemAxon
Polarizability	67.89 Å³	ChemAxon
Number of Rings	5	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

9517385

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11342443

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate (NP0247714)

MOL for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

3D MOL for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

3D SDF for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

3D-SDF for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

PDB for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

3D PDB for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

SMILES for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

INCHI for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

Structure for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)

3D Structure for NP0247714 ((2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl (2r,4e)-2-[(1r,3ar,5ar,9as,11ar)-3a,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,3h,4h,5h,5ah,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-6-methylhept-4-enoate)