NP-MRD: Showing NP-Card for (1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate (NP0184882)

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Record Information

Version

1.0

Created at

2022-09-04 00:07:30 UTC

Updated at

2022-09-04 00:07:30 UTC

NP-MRD ID

NP0184882

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate

Description

NEGUNDOIN C belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. (1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate is found in Vitex negundo. Based on a literature review very few articles have been published on NEGUNDOIN C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042202072D          

 25 27  0  0  1  0            999 V2000
    5.2913    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8937    0.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6831    1.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066    0.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -0.1111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3149    0.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255    0.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3385   -0.5907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9398    0.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408   -1.1544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7538   -1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -2.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620   -1.6340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5727   -1.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491   -0.8304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7390   -0.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3403   -0.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041    0.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    1.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3449    0.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511   -0.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7302   -0.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9974   -1.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5267   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 15 22  1  1  0  0  0
 10 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    5.3902    2.2800   -1.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0942    2.2008   -0.9180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7861    3.0852   -0.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1640    1.1845   -1.1313 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9212    1.1241   -0.4495 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7942    1.2583   -1.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    0.8157   -0.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5278   -0.5677   -0.2769 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2494   -1.5328   -1.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5504   -0.5690    0.7626 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6307   -1.8560    1.5398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7034   -2.3910    1.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -1.3527    1.7746 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7860   -0.3257    2.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561   -0.7501    0.3794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8840   -1.5025   -0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5201   -0.5236   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    0.7369   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9313    1.9021   -0.8593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7855    2.0496   -2.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0349    1.1008   -2.8097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5325    0.5103    0.5495 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031   -0.1225    0.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6274    0.2504    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8028   -1.1723   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1780    2.4466   -0.8332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6578    1.3315   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4659    3.1420   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8286    1.9988    0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6833    2.3664   -1.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545    0.8492   -2.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2381    0.8762   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596    1.5380   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -2.4529   -0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4231   -1.0608   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358   -1.8133   -1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154    0.2108    1.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1683   -1.6149    2.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2098   -2.6426    1.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9710   -3.1986    1.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778   -2.8199    2.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7459   -1.9554    1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8840   -0.4594    3.5300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.7187    2.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6424   -0.4442    3.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7120   -1.7253    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6229   -2.4641   -0.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1113   -0.5009   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6134   -0.7461   -1.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7273    2.7349   -0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2268    3.0088   -2.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857    0.7318    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0638    0.9890    2.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9382   -0.6444    2.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7894   -0.6483   -0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -1.6018   -1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0583   -1.9826    0.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10 23  1  0
 23 24  1  0
 23 25  1  0
 23  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 22  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 15 13  1  0
 15 22  1  1
  8 10  1  0
 14 43  1  0
 14 44  1  0
 14 45  1  0
 13 42  1  1
 12 40  1  0
 12 41  1  0
 11 38  1  0
 11 39  1  0
 10 37  1  1
 24 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
  5 29  1  1
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 19 50  1  0
 20 51  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652309042202072D          

 25 27  0  0  1  0            999 V2000
    5.2913    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8937    0.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6831    1.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7066    0.1287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -0.1111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3149    0.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255    0.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3385   -0.5907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9398    0.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408   -1.1544    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7538   -1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644   -2.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620   -1.6340    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5727   -1.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491   -0.8304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7390   -0.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3403   -0.2641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041    0.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481    1.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9685    1.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3449    0.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6511   -0.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7302   -0.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9974   -1.6952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5267   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 15 22  1  1  0  0  0
 10 23  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184882

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@H]2C(C)(C)[C@H](CC[C@]2(C)[C@@]11CC\C(O1)=C/C=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O4/c1-14-6-7-17-19(3,4)18(24-15(2)23)9-11-20(17,5)21(14)12-8-16(25-21)10-13-22/h10,13-14,17-18H,6-9,11-12H2,1-5H3/b16-10+/t14-,17+,18+,20+,21-/m1/s1

> <INCHI_KEY>
YUIOUOHLEHUTMC-CXDIRSQKSA-N

> <FORMULA>
C21H32O4

> <MOLECULAR_WEIGHT>
348.483

> <EXACT_MASS>
348.23005951

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.55674147412189

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,4aS,5'E,6S,8aS)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-octahydro-2H-spiro[naphthalene-1,2'-oxolane]-6-yl acetate

> <JCHEM_LOGP>
3.3588716786666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.710406963199072

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
97.59059999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4aS,5'E,6S,8aS)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2H-spiro[naphthalene-1,2'-oxolane]-6-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       9.877   2.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.002   1.740   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.475   2.188   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      10.652   0.240   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.179  -0.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.055   0.845   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.581   0.397   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.232  -1.103   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.488   0.246   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.356  -2.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.007  -3.655   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.534  -4.102   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.409  -3.050   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.936  -3.498   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.758  -1.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.246  -1.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.502  -0.493   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.554   0.631   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.263   2.144   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.808   2.648   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.644   1.639   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.949  -0.022   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.830  -1.707   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.328  -3.164   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.317  -2.109   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16   22                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   18   15                                                       
CONECT   23   10    5   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₂O₄

Average Mass

348.4830 Da

Monoisotopic Mass

348.23006 Da

IUPAC Name

(1R,2R,4aS,5'E,6S,8aS)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-octahydro-2H-spiro[naphthalene-1,2'-oxolane]-6-yl acetate

Traditional Name

(1R,2R,4aS,5'E,6S,8aS)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2H-spiro[naphthalene-1,2'-oxolane]-6-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@H]2C(C)(C)[C@H](CC[C@]2(C)[C@@]11CC\C(O1)=C/C=O)OC(C)=O

InChI Identifier

InChI=1S/C21H32O4/c1-14-6-7-17-19(3,4)18(24-15(2)23)9-11-20(17,5)21(14)12-8-16(25-21)10-13-22/h10,13-14,17-18H,6-9,11-12H2,1-5H3/b16-10+/t14-,17+,18+,20+,21-/m1/s1

InChI Key

YUIOUOHLEHUTMC-CXDIRSQKSA-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
Vitex negundo	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Vinylogous ester
Tetrahydrofuran
Enal
Alpha,beta-unsaturated aldehyde
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
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	3.36	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.59 m³·mol⁻¹	ChemAxon
Polarizability	39.56 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

24643812

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46229719

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate (NP0184882)

MOL for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

3D MOL for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

3D SDF for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

3D-SDF for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

PDB for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

3D PDB for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

SMILES for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

INCHI for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

Structure for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)

3D Structure for NP0184882 ((1r,2r,4as,5'e,6s,8as)-2,5,5,8a-tetramethyl-5'-(2-oxoethylidene)-hexahydro-2h-spiro[naphthalene-1,2'-oxolan]-6-yl acetate)