NP-MRD: Showing NP-Card for (1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol (NP0330887)

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Record Information

Version

1.0

Created at

2022-09-12 16:40:27 UTC

Updated at

2022-09-12 16:40:28 UTC

NP-MRD ID

NP0330887

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol

Description

(1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol is found in Tripterygium wilfordii. It was first documented in 2003 (PMID: 12913248). Based on a literature review a small amount of articles have been published on 14-Methoxyabieta-8,11,13-triene-3beta,11,19-triol (PMID: 24336129) (PMID: 19813758) (PMID: 27032202) (PMID: 25865436).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122218402D          

 25 27  0  0  1  0            999 V2000
    3.6020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    2.3887    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  6  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    3.0036   -3.0607   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7923   -1.9058   -0.9064 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2996   -0.7289   -0.3588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126    0.1966    0.0859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324    0.1305   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5363   -0.7127    0.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0070    0.3508   -1.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6631    1.3441    0.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794    1.5399    0.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8296    2.7346    1.2998 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3868    0.6016    0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9384   -0.5343   -0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0665   -1.6476   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3020   -1.5548   -0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8450   -0.2155   -0.3507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0500    0.8801    0.3716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3590    0.9905    1.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    2.1085   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8415    2.4670   -0.0891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946    1.3433    0.0408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4456    1.4372    1.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2909   -0.0158   -0.3114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7836   -0.2507   -1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1014   -1.0406    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0147   -2.3376   -0.1303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7175   -2.8535    0.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0606   -3.3554   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4540   -3.9360   -0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9932    1.2196    0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1826   -0.7535    1.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5577   -0.2477    0.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475   -1.7174    0.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2976   -0.1480   -2.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8611    1.4753   -1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0862    0.1681   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2693    2.1421    1.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5009    3.4045    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730   -1.5731   -1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4818   -2.5848   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0351   -1.6926    1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8423   -2.3999   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4982   -0.0618   -1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5867    2.0510    2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556    0.3316    2.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4642    0.7067    2.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7817    2.9529   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4284    1.8164   -1.5167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023    3.0594    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591    3.2437   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6402    1.6033   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361    0.6592    1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739    0.4795   -2.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8561   -0.0196   -1.7350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6433   -1.3049   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1996   -0.8240    0.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776   -1.1178    1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7300   -2.8431    0.3775 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
  4  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  1  1
  4  5  1  0
  5  6  1  0
  5  7  1  0
 12  3  1  0
 16 15  1  0
 16 11  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  8 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  6
 23 52  1  0
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 20 50  1  6
 21 51  1  0
 19 48  1  0
 19 49  1  0
 18 46  1  0
 18 47  1  0
 17 43  1  0
 17 44  1  0
 17 45  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  7 35  1  0
M  END


  Mrv1652309122218402D          

 25 27  0  0  1  0            999 V2000
    3.6020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9728    2.3887    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  6  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330887

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C=C(O)C2=C1CC[C@H]1[C@@](C)(CO)[C@@H](O)CC[C@]21C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O4/c1-12(2)14-10-15(23)18-13(19(14)25-5)6-7-16-20(18,3)9-8-17(24)21(16,4)11-22/h10,12,16-17,22-24H,6-9,11H2,1-5H3/t16-,17+,20+,21-/m1/s1

> <INCHI_KEY>
UZFMQGZVASNYID-SQBLYHGDSA-N

> <FORMULA>
C21H32O4

> <MOLECULAR_WEIGHT>
348.483

> <EXACT_MASS>
348.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.12774005139599

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4aS,10aR)-1-(hydroxymethyl)-8-methoxy-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2,5-diol

> <JCHEM_LOGP>
3.584253318

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.485050266496948

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.692633550005207

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7856907493317635

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
99.46109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4aS,10aR)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       6.724   4.771   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.414  -1.897   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.742   2.920   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.510   3.643   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.816   4.459   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   11   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
14-Methoxyabieta-8,11,13-triene-3b,11,19-triol	Generator
14-Methoxyabieta-8,11,13-triene-3β,11,19-triol	Generator

Chemical Formula

C₂₁H₃₂O₄

Average Mass

348.4830 Da

Monoisotopic Mass

348.23006 Da

IUPAC Name

(1S,2S,4aS,10aR)-1-(hydroxymethyl)-8-methoxy-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2,5-diol

Traditional Name

(1S,2S,4aS,10aR)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol

CAS Registry Number

Not Available

SMILES

COC1=C(C=C(O)C2=C1CC[C@H]1[C@@](C)(CO)[C@@H](O)CC[C@]21C)C(C)C

InChI Identifier

InChI=1S/C21H32O4/c1-12(2)14-10-15(23)18-13(19(14)25-5)6-7-16-20(18,3)9-8-17(24)21(16,4)11-22/h10,12,16-17,22-24H,6-9,11H2,1-5H3/t16-,17+,20+,21-/m1/s1

InChI Key

UZFMQGZVASNYID-SQBLYHGDSA-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
Tripterygium wilfordii	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	3.58	ChemAxon
pKa (Strongest Acidic)	10.69	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.46 m³·mol⁻¹	ChemAxon
Polarizability	40.13 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

10215802

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21593279

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ellithey MS, Lall N, Hussein AA, Meyer D: Cytotoxic, cytostatic and HIV-1 PR inhibitory activities of the soft coral Litophyton arboreum. Mar Drugs. 2013 Dec 10;11(12):4917-36. doi: 10.3390/md11124917. [PubMed:24336129 ]
Wang F, Cheng XL, Li YJ, Shi S, Liu JK: ent-Pimarane diterpenoids from Siegesbeckia orientalis and structure revision of a related compound. J Nat Prod. 2009 Nov;72(11):2005-8. doi: 10.1021/np900449r. [PubMed:19813758 ]
Tazawa S, Arai Y, Hotta S, Mitsui T, Nozaki H, Ichihara K: Discovery of a Novel Diterpene in Brown Propolis from the State of Parana, Brazil. Nat Prod Commun. 2016 Feb;11(2):201-5. [PubMed:27032202 ]
Horie K, Inoue Y, Sakai M, Yao Q, Tanimoto Y, Koga J, Toshima H, Hasegawa M: Identification of UV-Induced Diterpenes Including a New Diterpene Phytoalexin, Phytocassane F, from Rice Leaves by Complementary GC/MS and LC/MS Approaches. J Agric Food Chem. 2015 Apr 29;63(16):4050-9. doi: 10.1021/acs.jafc.5b00785. Epub 2015 Apr 20. [PubMed:25865436 ]
Zhang W, Liu WK, Che CT: Polyhydroxylated steroids and other constituents of the soft coral Nephthea chabroli. Chem Pharm Bull (Tokyo). 2003 Aug;51(8):1009-11. doi: 10.1248/cpb.51.1009. [PubMed:12913248 ]
LOTUS database [Link]

Showing NP-Card for (1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol (NP0330887)

MOL for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

3D MOL for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

3D SDF for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

3D-SDF for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

PDB for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

3D PDB for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

SMILES for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

INCHI for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

Structure for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)

3D Structure for NP0330887 ((1s,2s,4as,10ar)-1-(hydroxymethyl)-7-isopropyl-8-methoxy-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-2,5-diol)