NP-MRD: Showing NP-Card for (2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate (NP0226226)

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Record Information

Version

2.0

Created at

2022-09-06 05:11:44 UTC

Updated at

2022-09-06 05:11:44 UTC

NP-MRD ID

NP0226226

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate

Description

(2S,2'S,4'aR,4'bR,8'aR,10'aR)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetate belongs to the class of organic compounds known as isocopalane and spongiane diterpenoids. (2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate is found in Stypopodium flabelliforme. These are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton (2S,2'S,4'aR,4'bR,8'aR,10'aR)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309272006282D          

 39 43  0  0  1  0            999 V2000
 9999.628910001.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3421 9999.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053610001.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4808 9998.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.908110001.1684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.623810000.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.337410001.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.6238 9999.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.055710001.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.203710001.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0638 9999.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9163 9999.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.491110000.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.776510000.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.202410000.3375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9169 9999.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6314 9999.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629610001.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915110001.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915110000.7587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.629610000.3462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.344110000.7587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.344110001.5838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.481410001.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.767010000.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7670 9999.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4814 9999.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1960 9999.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.196010000.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.481410001.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.196010002.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.195910003.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.910510001.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1997 9998.7987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9705 9998.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0127 9998.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2098 9999.5101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.7728 9999.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4873 9999.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  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
 13 15  1  0  0  0  0
 15 10  1  1  0  0  0
 23  9  1  6  0  0  0
 20 15  1  0  0  0  0
 20 12  1  6  0  0  0
 17 21  1  0  0  0  0
 21  1  1  1  0  0  0
 24 25  2  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 24  1  0  0  0  0
 29  5  1  0  0  0  0
 27  4  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26  2  1  0  0  0  0
 22  2  1  6  0  0  0
 22  3  1  1  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 33  1  0  0  0  0
 31 32  2  0  0  0  0
 38 39  1  0  0  0  0
 39 36  1  0  0  0  0
 39 35  1  0  0  0  0
 39 37  1  0  0  0  0
 37 34  1  6  0  0  0
 14 38  1  0  0  0  0
 38 11  2  0  0  0  0
 15 37  1  0  0  0  0
 37 16  1  0  0  0  0
M  END


  Mrv1652309272006282D          

 39 43  0  0  1  0            999 V2000
 9999.628910001.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3421 9999.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053610001.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4808 9998.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.908110001.1684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.623810000.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.337410001.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.6238 9999.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.055710001.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.203710001.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0638 9999.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9163 9999.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.491110000.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.776510000.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.202410000.3375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.9169 9999.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6314 9999.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.629610001.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915110001.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915110000.7587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.629610000.3462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.344110000.7587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.344110001.5838    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.481410001.1665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.767010000.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7670 9999.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4814 9999.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1960 9999.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.196010000.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.481410001.9915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.196010002.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.195910003.2290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.910510001.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1997 9998.7987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9705 9998.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.0127 9998.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2098 9999.5101    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.7728 9999.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4873 9999.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 13 14  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  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
 13 15  1  0  0  0  0
 15 10  1  1  0  0  0
 23  9  1  6  0  0  0
 20 15  1  0  0  0  0
 20 12  1  6  0  0  0
 17 21  1  0  0  0  0
 21  1  1  1  0  0  0
 24 25  2  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 24  1  0  0  0  0
 29  5  1  0  0  0  0
 27  4  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26  2  1  0  0  0  0
 22  2  1  6  0  0  0
 22  3  1  1  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 33  1  0  0  0  0
 31 32  2  0  0  0  0
 38 39  1  0  0  0  0
 39 36  1  0  0  0  0
 39 35  1  0  0  0  0
 39 37  1  0  0  0  0
 37 34  1  6  0  0  0
 14 38  1  0  0  0  0
 38 11  2  0  0  0  0
 15 37  1  0  0  0  0
 37 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226226

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@H](C)[C@@]33CC4=C(OC(C)=O)C(OC(C)=O)=CC(C)=C4O3)[C@@]1(C)CCC(=O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O6/c1-17-15-22(35-19(3)32)27(36-20(4)33)21-16-31(37-26(17)21)18(2)9-10-24-29(7)13-12-25(34)28(5,6)23(29)11-14-30(24,31)8/h15,18,23-24H,9-14,16H2,1-8H3/t18-,23-,24+,29-,30+,31-/m0/s1

> <INCHI_KEY>
ORDLKHPYSBKJCH-NXKDKKSYSA-N

> <FORMULA>
C31H42O6

> <MOLECULAR_WEIGHT>
510.671

> <EXACT_MASS>
510.298139072

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
57.84238032717211

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,2'S,4'aR,4'bR,8'aR,10'aR)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetate

> <ALOGPS_LOGP>
6.28

> <JCHEM_LOGP>
6.346102261333331

> <ALOGPS_LOGS>
-6.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.961097863258892

> <JCHEM_PKA_STRONGEST_BASIC>
-4.874159171527982

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
140.01929999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.48e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,2'S,4'aR,4'bR,8'aR,10'aR)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8665.9748668.844   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8667.3058666.529   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.6338668.855   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8671.2978664.208   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8673.9628668.848   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8675.2988668.081   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8676.6308668.848   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8675.2988666.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8668.6378670.399   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8663.3148668.844   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8659.3198664.981   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0    8664.6448666.540   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0    8661.9838668.067   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.6498667.297   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.3118667.297   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8664.6458664.987   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8665.9798665.756   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.9758670.393   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.6428669.623   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8664.6428668.083   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.9758667.313   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8667.3098668.083   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8667.3098669.623   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.2998668.844   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.9658668.074   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8669.9658666.534   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.2998665.764   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.6338666.534   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8672.6338668.074   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0    8671.2998670.384   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0    8672.6338671.154   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0    8672.6328672.694   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0    8673.9668670.384   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0    8663.3068664.424   0.000  0.00  0.00           H+0
HETATM   35  C   UNK     0    8661.0128663.783   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8662.9578663.802   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8663.3258665.752   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8660.6438665.759   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0    8661.9768664.989   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   26   22                                                       
CONECT    3   25   22                                                       
CONECT    4   27                                                            
CONECT    5    6   29                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9   23                                                            
CONECT   10   15                                                            
CONECT   11   38                                                            
CONECT   12   20                                                            
CONECT   13   14   15                                                       
CONECT   14   13   38                                                       
CONECT   15   13   10   20   37                                             
CONECT   16   17   37                                                       
CONECT   17   16   21                                                       
CONECT   18   19   23                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   15   12                                             
CONECT   21   20   22   17    1                                             
CONECT   22   21   23    2    3                                             
CONECT   23   18   22    9                                                  
CONECT   24   25   29   30                                                  
CONECT   25   24    3   26                                                  
CONECT   26   27   25    2                                                  
CONECT   27   26   28    4                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24    5                                                  
CONECT   30   24   31                                                       
CONECT   31   30   33   32                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   37                                                            
CONECT   35   39                                                            
CONECT   36   39                                                            
CONECT   37   39   34   15   16                                             
CONECT   38   39   14   11                                                  
CONECT   39   38   36   35   37                                             
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Value	Source
(2S,2's,4'AR,4'BR,8'ar,10'ar)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetic acid	Generator
14-Oxostypotriol diacetate	PhytoBank

Chemical Formula

C₃₁H₄₂O₆

Average Mass

510.6710 Da

Monoisotopic Mass

510.29814 Da

IUPAC Name

(2S,2'S,4'aR,4'bR,8'aR,10'aR)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,4'b,5',6',7',8',8'a,9',10',10'a-dodecahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetate

Traditional Name

(2S,2'S,4'aR,4'bR,8'aR,10'aR)-4-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'H,3H-spiro[1-benzofuran-2,1'-phenanthrene]-5-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@]3(C)[C@]([H])(CC[C@H](C)[C@@]33CC4=C(OC(C)=O)C(OC(C)=O)=CC(C)=C4O3)[C@@]1(C)CCC(=O)C2(C)C

InChI Identifier

InChI=1S/C31H42O6/c1-17-15-22(35-19(3)32)27(36-20(4)33)21-16-31(37-26(17)21)18(2)9-10-24-29(7)13-12-25(34)28(5,6)23(29)11-14-30(24,31)8/h15,18,23-24H,9-14,16H2,1-8H3/t18-,23-,24+,29-,30+,31-/m0/s1

InChI Key

ORDLKHPYSBKJCH-NXKDKKSYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stypopodium flabelliforme	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isocopalane and spongiane diterpenoids. These are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Isocopalane and spongiane diterpenoids

Alternative Parents

Substituents

Spongiane diterpenoid
Phenanthrene
Benzofuran
Coumaran
Alkyl aryl ether
Dicarboxylic acid or derivatives
Benzenoid
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	6.28	ALOGPS
logP	6.35	ChemAxon
logS	-6.7	ALOGPS
pKa (Strongest Acidic)	19.96	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	140.02 m³·mol⁻¹	ChemAxon
Polarizability	57.84 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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 (2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate (NP0226226)

MOL for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

3D MOL for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

3D SDF for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

3D-SDF for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

PDB for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

3D PDB for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

SMILES for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

INCHI for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

Structure for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)

3D Structure for NP0226226 ((2s,2's,4'ar,4'br,8'ar,10'ar)-5-(acetyloxy)-2',4'b,7,8',8',10'a-hexamethyl-7'-oxo-3',4',4'a,5',6',8'a,9',10'-octahydro-2'h,3h-spiro[1-benzofuran-2,1'-phenanthren]-4-yl acetate)