NP-MRD: Showing NP-Card for (1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one (NP0164534)

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Record Information

Version

2.0

Created at

2022-09-02 23:25:53 UTC

Updated at

2022-09-02 23:25:54 UTC

NP-MRD ID

NP0164534

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one

Description

Salvifaricin belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. (1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one is found in Salvia farinacea, Salvia leucantha and Salvia polystachya. (1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one was first documented in 2006 (PMID: 29435878). Based on a literature review a small amount of articles have been published on Salvifaricin (PMID: 17638340) (PMID: 34292661).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032201252D          

 25 30  0  0  1  0            999 V2000
    3.5536    0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -0.0823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1482   -0.7831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9323   -0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    0.4369    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7396   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -0.0642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2902    1.2054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983    1.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    1.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759    2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    1.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    0.8448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4328    0.4648    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7974    1.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088    0.7548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3210    1.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519    0.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097    2.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853    2.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0673   -0.0639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.2488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3128   -0.9967    0.0000 O   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  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  6  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  2  0  0  0  0
 17 23  1  0  0  0  0
 24 23  1  6  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  6  0  0  0
M  END

     RDKit          3D

 45 50  0  0  0  0  0  0  0  0999 V2000
   -0.2303    2.3320    1.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483    1.4946    0.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5407    1.4656   -1.0923 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9727    1.2575   -0.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1936    0.0087    0.0881 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2561    0.3964    1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3670    0.7949    0.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3175    0.0239   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1261    0.0985   -1.8184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1274   -0.8603   -0.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9034   -2.0824   -1.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6745   -2.7346   -0.6494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8266   -2.0814    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0012   -0.6595    0.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3204    0.0175    0.4018 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4103   -0.5607    1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074   -1.3215    0.1434 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4151   -0.5459   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1560   -0.6939   -1.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    0.2220   -1.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1085    0.8895   -0.2276 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744    0.4551    0.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419   -1.4206   -0.9856 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8540   -0.1988   -1.0246 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1522    0.2626   -1.7483 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6206    2.9460    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332    3.1126    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6569    1.8394    2.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2784    1.8313   -0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604    2.3351   -1.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5728    1.2433   -1.6898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3325    2.1375   -0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5056   -0.4145    1.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    1.3267    1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6601   -2.5839   -1.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896   -3.7644   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0772   -2.6061    0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -0.7985    1.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -1.3610    1.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9866    0.1091    1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977   -2.3312    0.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9791   -1.3691   -2.2142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673    0.4077   -2.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066    0.8594    1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7353    0.5214   -1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 16 17  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 17 18  1  0
 18 22  2  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 15  2  1  0
 24 15  1  0
 19 18  1  0
 25  3  1  0
 10  5  1  0
 14  5  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  6
  3 30  1  6
  4 31  1  0
  4 32  1  0
  6 33  1  0
  6 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  1
 16 39  1  0
 16 40  1  0
 17 41  1  1
 24 45  1  1
 22 44  1  0
 20 43  1  0
 19 42  1  0
M  END


  Mrv1652309032201252D          

 25 30  0  0  1  0            999 V2000
    3.5536    0.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -0.0823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1482   -0.7831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9323   -0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1502    0.4369    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7396   -0.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5527   -0.0642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2902    1.2054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983    1.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    1.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759    2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3011    1.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    0.8448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4328    0.4648    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7974    1.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0088    0.7548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3210    1.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519    0.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652    1.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097    2.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853    2.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0673   -0.0639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823   -0.2488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3128   -0.9967    0.0000 O   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  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  6  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  2  0  0  0  0
 17 23  1  0  0  0  0
 24 23  1  6  0  0  0
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0164534

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@@H]2C[C@@]34COC(=O)C3=CC=C[C@H]4[C@]11C[C@@H](O[C@H]1O2)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O5/c1-11-14-7-19-10-23-17(21)13(19)3-2-4-16(19)20(11)8-15(25-18(20)24-14)12-5-6-22-9-12/h2-6,9,11,14-16,18H,7-8,10H2,1H3/t11-,14+,15-,16-,18-,19-,20+/m1/s1

> <INCHI_KEY>
HIKUAKUTPBLJKQ-DIJJSJQNSA-N

> <FORMULA>
C20H20O5

> <MOLECULAR_WEIGHT>
340.375

> <EXACT_MASS>
340.131073744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.69839620619891

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,10S,12S,14R,16R,18S)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0^{1,14}.0^{2,10}.0^{6,10}]octadeca-3,5-dien-7-one

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
2.4712609066666653

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.860045971738296

> <JCHEM_POLAR_SURFACE_AREA>
57.900000000000006

> <JCHEM_REFRACTIVITY>
89.36810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,10S,12S,14R,16R,18S)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0^{1,14}.0^{2,10}.0^{6,10}]octadeca-3,5-dien-7-one

> <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       6.633   0.621   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.302  -0.154   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.877  -1.462   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.340  -0.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.747   0.816   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.847  -0.409   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.365  -0.120   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.459   1.397   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.742   2.250   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.957   1.921   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.831   3.473   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.422   4.030   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.162   3.151   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.181   1.577   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.541   0.868   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.355   1.912   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.883   1.409   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.599   2.259   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.844   1.721   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.802   2.926   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.951   4.210   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.532   3.798   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.992  -0.119   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.514  -0.464   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.317  -1.861   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10   14                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    5   15                                                  
CONECT   15   14    2   16   24                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18                                                       
CONECT   23   17   24                                                       
CONECT   24   23   15   25                                                  
CONECT   25   24    3                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₅

Average Mass

340.3750 Da

Monoisotopic Mass

340.13107 Da

IUPAC Name

(1R,2R,10S,12S,14R,16R,18S)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0^{1,14}.0^{2,10}.0^{6,10}]octadeca-3,5-dien-7-one

Traditional Name

(1R,2R,10S,12S,14R,16R,18S)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0^{1,14}.0^{2,10}.0^{6,10}]octadeca-3,5-dien-7-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@@H]2C[C@@]34COC(=O)C3=CC=C[C@H]4[C@]11C[C@@H](O[C@H]1O2)C1=COC=C1

InChI Identifier

InChI=1S/C20H20O5/c1-11-14-7-19-10-23-17(21)13(19)3-2-4-16(19)20(11)8-15(25-18(20)24-14)12-5-6-22-9-12/h2-6,9,11,14-16,18H,7-8,10H2,1H3/t11-,14+,15-,16-,18-,19-,20+/m1/s1

InChI Key

HIKUAKUTPBLJKQ-DIJJSJQNSA-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
Salvia farinacea	LOTUS Database	35616633
Salvia leucantha	LOTUS Database	35616633
Salvia polystachya	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furofurans. These are organic compounds containing a two furan rings fused to each other. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Not Available

Direct Parent

Furofurans

Alternative Parents

Substituents

Furofuran
Oxepane
Gamma butyrolactone
Furan
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Oxolane
Carboxylic acid ester
Lactone
Acetal
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.78	ALOGPS
logP	2.47	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.37 m³·mol⁻¹	ChemAxon
Polarizability	34.7 Å³	ChemAxon
Number of Rings	6	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

C00031279

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

101586388

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li Y, Husbands SM, Mahon MF, Traynor JR, Rowan MG: Isolation and chemical modification of clerodane diterpenoids from Salvia species as potential agonists at the kappa-opioid receptor. Chem Biodivers. 2007 Jul;4(7):1586-93. doi: 10.1002/cbdv.200790138. [PubMed:17638340 ]
Narukawa Y, Hatano K, Takeda T: A novel diterpenoid with a rearranged neoclerodane skeleton from Salvia leucantha CAV. J Nat Med. 2006 Jul;60(3):206-209. doi: 10.1007/s11418-006-0037-3. Epub 2006 Mar 10. [PubMed:29435878 ]
Fan M, Wang T, Peng LY, Huang JS, Wu XD, Wang HY, Zhao QS: Neo-clerodane Diterpenoids with Hypoglycemic Effects in Vivo from the Aerial Parts of Salvia hispanica L. Chem Biodivers. 2021 Sep;18(9):e2100517. doi: 10.1002/cbdv.202100517. Epub 2021 Aug 4. [PubMed:34292661 ]
LOTUS database [Link]

Showing NP-Card for (1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one (NP0164534)

MOL for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

3D MOL for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

3D SDF for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

3D-SDF for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

PDB for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

3D PDB for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

SMILES for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

INCHI for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

Structure for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)

3D Structure for NP0164534 ((1r,2r,10s,12s,14r,16r,18s)-16-(furan-3-yl)-18-methyl-8,13,15-trioxapentacyclo[10.5.1.0¹,¹⁴.0²,¹⁰.0⁶,¹⁰]octadeca-3,5-dien-7-one)