NP-MRD: Showing NP-Card for methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate (NP0170200)

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Record Information

Version

2.0

Created at

2022-09-03 06:18:41 UTC

Updated at

2022-09-03 06:18:42 UTC

NP-MRD ID

NP0170200

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate

Description

Chamaegreggane belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. Based on a literature review very few articles have been published on Chamaegreggane.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032208182D          

 26 28  0  0  1  0            999 V2000
    2.0329    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2704    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5206    0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22  6  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
    6.0423    0.0271    0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8259   -0.7093    0.0544 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5805   -0.0298    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847    1.1991    0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4059   -0.8502   -0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1385   -0.4309   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7774    0.9465   -0.0755 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4648    1.9341   -0.7548 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5195    3.2202   -0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2228    4.3378   -0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9436    3.3914    0.9131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6776    0.9410   -0.7509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5016    0.1873    0.2486 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9289    0.6149    0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6046    0.6556   -1.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906    2.0691    0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6507   -0.1761    1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029   -0.9706    2.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7909   -1.8889    1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2475   -1.2861    0.1418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0841   -1.9699   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1641   -1.5741   -0.0912 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4676   -2.4019   -1.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9230   -2.8283   -1.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -3.4875   -2.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6480   -2.3641   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8680    1.0066    0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6943   -0.5479    0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5729    0.0394   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4672    1.2943    0.9545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    4.1303   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0989    4.6029   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567    5.2452   -0.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224    0.3179   -1.6343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9641    1.9754   -0.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1256    0.4729    1.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5683    0.1179   -1.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8599    1.7087   -1.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847    0.3271   -1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0763    2.2051    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7607    2.7811   -0.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663    2.3069    1.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4968   -0.7947    0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1922    0.5049    2.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3460   -1.6005    2.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1862   -0.2640    2.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1834   -2.9057    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704   -2.0243    2.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9853   -3.0724   -0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1683   -1.7912   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7150   -1.7663   -1.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4991   -2.2540    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863   -1.8170   -2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869   -3.3615   -1.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3796   -2.8402    0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7402   -2.5532   -0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  6
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 26  5  1  0
 22  6  1  0
 20 13  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  7 30  1  1
 12 34  1  0
 12 35  1  0
 13 36  1  1
 15 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  1
 23 53  1  0
 23 54  1  0
 26 55  1  0
 26 56  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
M  END


  Mrv1652309032208182D          

 26 28  0  0  1  0            999 V2000
    2.0329    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2704    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5206    0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    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
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22  6  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0170200

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2[C@H](C[C@H]3C(C)(C)CCC[C@]3(C)[C@H]2CC(=O)C1)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O5/c1-12(22)26-16-11-17-20(2,3)7-6-8-21(17,4)15-10-13(23)9-14(18(15)16)19(24)25-5/h15-17H,6-11H2,1-5H3/t15-,16-,17-,21+/m0/s1

> <INCHI_KEY>
JHCOOMLHVRTLHK-NWZZKEMCSA-N

> <FORMULA>
C21H30O5

> <MOLECULAR_WEIGHT>
362.466

> <EXACT_MASS>
362.209324066

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.82430242134491

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (4aR,4bS,8aS,10S)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydrophenanthrene-1-carboxylate

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
2.9932229630000005

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.0847559546835

> <JCHEM_PKA_STRONGEST_BASIC>
-6.582002721109732

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
97.02549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4aR,4bS,8aS,10S)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2H-phenanthrene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       3.795   3.795   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.565   2.461   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.795   1.127   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.255   1.127   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.105   2.461   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.875   3.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.105   5.128   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.415   3.795   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.457   1.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.172   0.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.645  -2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.795  -4.207   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   13   21   22                                             
CONECT   21   20                                                            
CONECT   22   20    6   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    5                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₅

Average Mass

362.4660 Da

Monoisotopic Mass

362.20932 Da

IUPAC Name

methyl (4aR,4bS,8aS,10S)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-2,3,4,4a,4b,5,6,7,8,8a,9,10-dodecahydrophenanthrene-1-carboxylate

Traditional Name

methyl (4aR,4bS,8aS,10S)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2H-phenanthrene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2[C@H](C[C@H]3C(C)(C)CCC[C@]3(C)[C@H]2CC(=O)C1)OC(C)=O

InChI Identifier

InChI=1S/C21H30O5/c1-12(22)26-16-11-17-20(2,3)7-6-8-21(17,4)15-10-13(23)9-14(18(15)16)19(24)25-5/h15-17H,6-11H2,1-5H3/t15-,16-,17-,21+/m0/s1

InChI Key

JHCOOMLHVRTLHK-NWZZKEMCSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
Cyclohexenone
Dicarboxylic acid or derivatives
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Cyclic ketone
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	2.41	ALOGPS
logP	2.99	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	12.08	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	97.03 m³·mol⁻¹	ChemAxon
Polarizability	39.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

101676660

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate (NP0170200)

MOL for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

3D MOL for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

3D SDF for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

3D-SDF for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

PDB for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

3D PDB for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

SMILES for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

INCHI for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

Structure for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)

3D Structure for NP0170200 (methyl (4ar,4bs,8as,10s)-10-(acetyloxy)-4b,8,8-trimethyl-3-oxo-4,4a,5,6,7,8a,9,10-octahydro-2h-phenanthrene-1-carboxylate)