NP-MRD: Showing NP-Card for 3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one (NP0331047)

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Record Information

Version

2.0

Created at

2022-09-12 17:00:10 UTC

Updated at

2022-09-12 17:00:10 UTC

NP-MRD ID

NP0331047

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

Description

7-Methylrosmanol belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 7-Methylrosmanol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 7-methylrosmanol is found, on average, in the highest concentration in rosemaries. 7-Methylrosmanol has also been detected, but not quantified in, common sages and herbs and spices. 3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one is found in Salvia aurea, Salvia canariensis, Salvia dorrii and Salvia officinalis. This could make 7-methylrosmanol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208082D          

 26 29  0  0  0  0            999 V2000
   -0.3534    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -1.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -1.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    0.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -0.6737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -1.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970   -2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3721   -2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    1.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    2.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5023    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    0.8075   -3.8443    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865   -2.8758   -0.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572   -1.7640    0.2057 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7662   -0.5920    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1219   -0.7652   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707    0.2861    0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4054    0.0986    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7434   -0.0698   -1.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7169   -1.3656    0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4578    1.4776    0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3019    2.5080    0.9477 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036    1.6286    0.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5947    2.8037    1.4270 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2548    0.5918    0.6923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2157    0.7123    0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7349    2.1169    0.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2141    2.2174    0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8822    1.0034    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0272    0.3681   -1.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174   -0.8794   -1.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9550    1.2333   -2.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6783    0.0217   -0.5505 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5597   -1.4324   -0.1157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3310   -1.3225    1.1157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7629   -0.1996    1.7530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7546   -0.0532    2.9798 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6038   -3.3679    1.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2096   -4.7488    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0269   -4.1124    1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -2.0672    1.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4287   -1.7241   -0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182    0.8390    0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058   -0.4121   -2.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1600    0.9489   -1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5818   -0.7627   -1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7974   -1.4295    0.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4257   -2.0817   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1156   -1.5252    1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1180    3.4178    1.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1980    3.5753    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    2.4608    1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2100    2.7438    0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544    2.5613    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137    3.0772   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2265    0.2691    0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8320    1.3535   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2749   -1.4152   -2.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0150   -1.4420   -0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7914   -0.4750   -1.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0206    1.8020   -2.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8712    1.8784   -2.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9673    0.6163   -3.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454    0.2539   -1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0515   -2.1377   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 15 25  1  1
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 10  1  0
 10 11  1  0
 10  6  2  0
  6  5  1  0
  5  4  2  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  4  3  1  0
 22 23  1  0
  4 14  1  0
 22 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  1
 23 54  1  6
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  6
 13 40  1  0
 11 39  1  0
  5 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
M  END


  Mrv0541 02241208082D          

 26 29  0  0  0  0            999 V2000
   -0.3534    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -1.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602   -1.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -0.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -1.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846   -1.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    0.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3534   -0.6737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0724   -1.4987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1970   -2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3721   -2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    1.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3602    2.2149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    1.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5023    0.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    2.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331047

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C(O)C(O)=C(C=C12)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O5/c1-10(2)11-9-12-13(15(23)14(11)22)21-8-6-7-20(3,4)18(21)17(16(12)25-5)26-19(21)24/h9-10,16-18,22-23H,6-8H2,1-5H3

> <INCHI_KEY>
XNPVHIQPSAZTLC-UHFFFAOYSA-N

> <FORMULA>
C21H28O5

> <MOLECULAR_WEIGHT>
360.444

> <EXACT_MASS>
360.193674006

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.86845327988492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dihydroxy-8-methoxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.221470768999999

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.849976639893882

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.178559332771945

> <JCHEM_PKA_STRONGEST_BASIC>
-4.172452713471289

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
97.4648

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.660   1.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.660   0.287   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.672  -0.482   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.002   0.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.002   1.827   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.672   2.595   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.994  -0.482   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.994  -2.025   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.660  -2.798   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.672  -2.025   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.331   0.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.671  -0.482   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.671  -2.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.331  -2.798   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.994   1.057   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.331   1.827   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.660  -1.258   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.002  -2.798   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.101  -4.134   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.561  -4.134   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.994   2.595   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.672   4.134   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.336   2.595   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.671   1.827   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.336   4.134   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.336  -2.030   0.000  0.00  0.00           C+0
CONECT    1    2    6   21                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    1    5   22                                                  
CONECT    7    2    8   11   15                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10   17                                                  
CONECT   10    3    9   18                                                  
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    8   13   19   20                                             
CONECT   15    7   16   17                                                  
CONECT   16   15                                                            
CONECT   17    9   15                                                       
CONECT   18   10   26                                                       
CONECT   19   14                                                            
CONECT   20   14                                                            
CONECT   21    1                                                            
CONECT   22    6                                                            
CONECT   23    5   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   18                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
7-Methoxyrosmanol	HMDB
7alpha-Methoxyrosmanol	MeSH
7-beta-Methoxyrosmanol	MeSH

Chemical Formula

C₂₁H₂₈O₅

Average Mass

360.4440 Da

Monoisotopic Mass

360.19367 Da

IUPAC Name

3,4-dihydroxy-8-methoxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

Traditional Name

3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

CAS Registry Number

Not Available

SMILES

COC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C(O)C(O)=C(C=C12)C(C)C

InChI Identifier

InChI=1S/C21H28O5/c1-10(2)11-9-12-13(15(23)14(11)22)21-8-6-7-20(3,4)18(21)17(16(12)25-5)26-19(21)24/h9-10,16-18,22-23H,6-8H2,1-5H3

InChI Key

XNPVHIQPSAZTLC-UHFFFAOYSA-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 africana-lutea	LOTUS Database	35616633
Salvia canariensis	LOTUS Database	35616633
Salvia dorrii	LOTUS Database	35616633
Salvia officinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Not Available

Substituents

Not Available

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	3.84	ALOGPS
logP	4.22	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	-4.2	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	2	ChemAxon
Refractivity	97.46 m³·mol⁻¹	ChemAxon
Polarizability	38.87 Å³	ChemAxon
Number of Rings	4	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

HMDB0035813

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014572

KNApSAcK ID

Not Available

Chemspider ID

8126384

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9950773

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one (NP0331047)

MOL for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

3D MOL for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

3D SDF for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

3D-SDF for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

PDB for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

3D PDB for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

SMILES for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

INCHI for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

Structure for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)

3D Structure for NP0331047 (3,4-dihydroxy-5-isopropyl-8-methoxy-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one)