NP-MRD: Showing NP-Card for Teferin (NP0064418)

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Record Information

Version

2.0

Created at

2022-04-28 08:39:14 UTC

Updated at

2022-04-28 08:39:14 UTC

NP-MRD ID

NP0064418

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Teferin

Description

Teferin belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Teferin is found in Ferula communis, Ferula elaeochytris, Ferula hermonis, Ferula kuhistanica, Ferula nuratavica, Ferula rubroarenosa and Ferula tenuisecta. Teferin was first documented in 2004 (PMID: 15294450). Based on a literature review a small amount of articles have been published on Teferin (PMID: 16970966) (PMID: 15920458) (PMID: 23960812) (PMID: 21520471).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282210392D          

 28 30  0  0  1  0            999 V2000
    0.5363   -1.1136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5363   -0.2886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1813    0.2258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9856    0.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    1.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908    1.3481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189    2.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305    2.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470    3.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517    4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401    3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    2.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414    3.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5250    4.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -0.0336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7333   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -1.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    0.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757    1.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.7751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890   -1.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  5  8  1  0  0  0  0
  3  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 23  1  0  0  0  0
 21 24  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 21 27  1  6  0  0  0
  1 28  1  6  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    4.7715   -0.4770    2.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280    0.0451    1.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543    0.2816    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5133    0.0148    0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9493    0.2550   -1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -0.0022   -1.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0951    0.2363   -2.5513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6543   -0.5266   -0.4803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6996   -0.7700   -0.8176 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9392   -2.2461   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1407   -2.7342   -1.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9705   -3.9766   -2.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3596   -2.2167   -1.3368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8153   -1.0243   -0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9302    0.1737   -0.7672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7001    0.4834   -2.2046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4995    1.4027   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2326    2.2355    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559    1.2235    0.6287 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0421    1.5860    0.3687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4232    1.2329    2.1544 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4818    0.2463    2.8022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1962    2.5910    2.7269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6821   -0.0636    0.0312 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7650    0.7735   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0966    1.0457   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.8009   -0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0114    1.0761   -0.3742 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2627    0.3364    3.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4784   -0.9744    3.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0219   -1.2245    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8819   -0.3900    0.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431   -0.4752   -1.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628   -2.5815    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480   -2.7455   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074   -3.7590   -3.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8552   -4.6379   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769   -4.5433   -1.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1281   -2.7405   -1.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8503   -1.2751    0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8532   -0.7201   -0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6285    1.0118   -2.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6316   -0.4261   -2.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8777    1.2021   -2.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1419    1.9521   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9848    1.1786    0.8635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3845    3.1003    0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8966    2.5873   -0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167    1.2369    1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4708    0.9365    2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3968    0.7565    3.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107   -0.5875    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0197   -0.2441    3.6635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8997    2.4583    3.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    3.1119    2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1247    3.2104    2.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9625   -0.7509    0.8839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    0.9825   -3.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7169    1.4498   -2.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4105    0.8975    0.5202 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 27  2  0
 27 28  1  0
 27 26  1  0
 26 25  2  0
 25  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 21 23  1  0
 19 24  1  0
  4  3  1  0
 24  9  1  0
 24 15  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 28 60  1  0
 26 59  1  0
 25 58  1  0
  4 32  1  0
  9 33  1  6
 10 34  1  0
 10 35  1  0
 12 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 20 49  1  0
 21 50  1  6
 22 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  1
M  END


  Mrv1652304282210392D          

 28 30  0  0  1  0            999 V2000
    0.5363   -1.1136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5363   -0.2886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1813    0.2258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9856    0.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3436   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9856   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813   -1.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9977    1.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908    1.3481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4189    2.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6305    2.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4470    3.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517    4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8401    3.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0237    2.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682    4.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414    3.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5250    4.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -0.0336    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7333   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2483   -1.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8556    0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    0.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6757    1.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    0.7751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890   -1.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  1  7  1  0  0  0  0
  5  8  1  0  0  0  0
  3  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 23  1  0  0  0  0
 21 24  1  1  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 21 27  1  6  0  0  0
  1 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0064418

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)C(=O)O[C@H]1CC(C)=CC[C@@]2(C)CC[C@@](O)(C(C)C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O5/c1-14(2)23(26)11-10-22(4)9-8-15(3)12-19(20(22)23)28-21(25)16-6-7-17(24)18(13-16)27-5/h6-8,13-14,19-20,24,26H,9-12H2,1-5H3/t19-,20+,22-,23+/m0/s1

> <INCHI_KEY>
YEQVRBJRNFLOQJ-PABCKOPISA-N

> <FORMULA>
C23H32O5

> <MOLECULAR_WEIGHT>
388.504

> <EXACT_MASS>
388.22497413

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.16733596911554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
4.33

> <JCHEM_LOGP>
4.396556899

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.269331158172715

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.990326274530025

> <JCHEM_PKA_STRONGEST_BASIC>
-3.118395550636518

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
109.03980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,3aS,4S,8aR)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.001  -2.079   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.001  -0.539   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.205   0.421   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.706   0.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.375  -1.309   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.706  -2.696   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.205  -3.039   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.915  -1.309   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.862   1.923   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.991   2.970   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.463   2.516   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.649   4.472   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.177   4.926   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.834   6.427   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.963   7.475   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.435   7.021   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.777   5.519   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.621   8.976   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.637   6.881   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.980   8.382   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.464  -0.063   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.369  -1.309   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.464  -2.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.597   0.980   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.067   0.519   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.261   2.483   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.159   1.447   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.726  -3.594   0.000  0.00  0.00           C+0
CONECT    1    2    7   23   28                                             
CONECT    2    1    3   21                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1                                                       
CONECT    8    5                                                            
CONECT    9    3   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19   14   20                                                       
CONECT   20   19                                                            
CONECT   21    2   22   24   27                                             
CONECT   22   21   23                                                       
CONECT   23   22    1                                                       
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   21                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
Ferutinol vanillate	MeSH

Chemical Formula

C₂₃H₃₂O₅

Average Mass

388.5040 Da

Monoisotopic Mass

388.22497 Da

IUPAC Name

(3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-3-(propan-2-yl)-1,2,3,3a,4,5,8,8a-octahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

Traditional Name

(3R,3aS,4S,8aR)-3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3a,4,5,8-hexahydroazulen-4-yl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)C(=O)O[C@H]1CC(C)=CC[C@@]2(C)CC[C@@](O)(C(C)C)[C@H]12

InChI Identifier

InChI=1S/C23H32O5/c1-14(2)23(26)11-10-22(4)9-8-15(3)12-19(20(22)23)28-21(25)16-6-7-17(24)18(13-16)27-5/h6-8,13-14,19-20,24,26H,9-12H2,1-5H3/t19-,20+,22-,23+/m0/s1

InChI Key

YEQVRBJRNFLOQJ-PABCKOPISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Ferula communis	LOTUS Database	35616633
Ferula elaeochytris	LOTUS Database	35616633
Ferula hermonis	LOTUS Database	35616633
Ferula kuhistanica	LOTUS Database	35616633
Ferula nuratavica	LOTUS Database	35616633
Ferula rubroarenosa	LOTUS Database	35616633
Ferula tenuisecta	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Daucane sesquiterpenoid
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Benzoate ester
Methoxyphenol
Benzoic acid or derivatives
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	4.33	ALOGPS
logP	4.4	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.04 m³·mol⁻¹	ChemAxon
Polarizability	43.17 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

C00021388

Chemspider ID

8447086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10271607

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zavatti M, Montanari C, Zanoli P: Role of ferutinin in the impairment of female sexual function induced by Ferula hermonis. Physiol Behav. 2006 Dec 30;89(5):656-61. doi: 10.1016/j.physbeh.2006.08.002. Epub 2006 Sep 12. [PubMed:16970966 ]
Zanoli P, Rivasi M, Zavatti M, Brusiani F, Vezzalini F, Baraldi M: Activity of single components of Ferula hermonis on male rat sexual behavior. Int J Impot Res. 2005 Nov-Dec;17(6):513-8. doi: 10.1038/sj.ijir.3901346. [PubMed:15920458 ]
Al-Oqail M, Hassan WH, Ahmad MS, Al-Rehaily AJ: Phytochemical and biological studies of Solanum schimperianum Hochst. Saudi Pharm J. 2012 Oct;20(4):371-9. doi: 10.1016/j.jsps.2012.05.010. Epub 2012 Jun 5. [PubMed:23960812 ]
Geroushi A, Auzi AA, Elhwuegi AS, Elzawam F, Elsherif A, Nahar L, Sarker SD: Antiinflammatory sesquiterpenes from the root oil of Ferula hermonis. Phytother Res. 2011 May;25(5):774-7. doi: 10.1002/ptr.3324. Epub 2010 Oct 29. [PubMed:21520471 ]
Macho A, Blanco-Molina M, Spagliardi P, Appendino G, Bremner P, Heinrich M, Fiebich BL, Munoz E: Calcium ionophoretic and apoptotic effects of ferutinin in the human Jurkat T-cell line. Biochem Pharmacol. 2004 Sep 1;68(5):875-83. doi: 10.1016/j.bcp.2004.05.016. [PubMed:15294450 ]

Showing NP-Card for Teferin (NP0064418)

MOL for NP0064418 (Teferin)

3D MOL for NP0064418 (Teferin)

3D SDF for NP0064418 (Teferin)

3D-SDF for NP0064418 (Teferin)

PDB for NP0064418 (Teferin)

3D PDB for NP0064418 (Teferin)

SMILES for NP0064418 (Teferin)

INCHI for NP0064418 (Teferin)

Structure for NP0064418 (Teferin)

3D Structure for NP0064418 (Teferin)