NP-MRD: Showing NP-Card for methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate (NP0188736)

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Record Information

Version

2.0

Created at

2022-09-04 05:07:03 UTC

Updated at

2022-09-04 05:07:03 UTC

NP-MRD ID

NP0188736

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate

Description

Santene hydrate belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Santene hydrate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Santene hydrate has been detected, but not quantified in, cereals and cereal products. methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate is found in Suillus granulatus. This could make santene hydrate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241218302D          

 27 30  0  0  0  0            999 V2000
   -2.8045    0.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8045   -0.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892   -1.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -0.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753    0.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5199    0.6099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899   -0.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1061   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    0.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    0.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1061    1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438   -0.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833   -1.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7660   -0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962   -0.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611    1.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    1.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782   -1.6008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9054   -1.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762   -1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -0.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.8998    0.0000 O   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  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 20  2  0  0  0  0
 14 15  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 27  1  0  0  0  0
 18 19  2  0  0  0  0
 18 26  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 41 44  0  0  0  0  0  0  0  0999 V2000
   -0.4028    4.1240    0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007    2.7897    0.8965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782    2.0143   -0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6558    2.4467   -1.2633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4254    0.5974   -0.3320 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0439    0.2365    0.8756 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3362   -0.2116    0.6202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2665   -0.7445    1.5054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4938   -1.1300    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8226   -0.9931   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0926   -1.3996   -0.6963 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205   -0.4686   -1.1812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833   -0.0861   -0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.5109   -1.3744 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9809   -0.4569   -2.3505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -0.8831   -3.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3254   -0.8807   -1.8888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1674   -1.7946   -2.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636   -0.3067   -0.7573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9313   -0.5360   -0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9036   -0.6811    1.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0823   -0.8971    2.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2975   -0.9693    1.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4597   -1.1851    2.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3281   -0.8238    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5746   -0.9039   -0.5603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1592   -0.6118   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3221    4.7269    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914    4.1308    0.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070    4.4778    1.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0200   -0.8546    2.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572   -1.5532    1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7451   -1.7807   -0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1833   -0.3606   -2.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7376    1.4978   -1.8270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1618   -2.7808   -2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671   -0.6319    1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672   -1.0129    3.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4303   -1.3053    3.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7115   -0.8084   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1930   -0.5003   -1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 14  5  1  0
 27 20  1  0
 19  5  1  0
 13  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  8 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 14 35  1  6
 18 36  1  0
 21 37  1  0
 22 38  1  0
 24 39  1  0
 26 40  1  0
 27 41  1  0
M  END


  Mrv0541 02241218302D          

 27 30  0  0  0  0            999 V2000
   -2.8045    0.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8045   -0.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892   -1.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -0.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753    0.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5199    0.6099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899   -0.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1061   -0.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5899    0.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    0.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    0.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1061    1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438   -0.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6833   -1.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7660   -0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962   -0.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3611    1.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3450    1.3431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4782   -1.6008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9054   -1.2314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762   -1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -0.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -1.8998    0.0000 O   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  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 20  2  0  0  0  0
 14 15  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 27  1  0  0  0  0
 18 19  2  0  0  0  0
 18 26  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0188736

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12OC3=CC=C(O)C=C3C1C(=O)C(O)=C2C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O8/c1-26-18(25)19-14(8-2-4-11(21)12(22)6-8)16(23)17(24)15(19)10-7-9(20)3-5-13(10)27-19/h2-7,15,20-23H,1H3

> <INCHI_KEY>
MWJUVQKVZFIANK-UHFFFAOYSA-N

> <FORMULA>
C19H14O8

> <MOLECULAR_WEIGHT>
370.3097

> <EXACT_MASS>
370.068867424

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
35.37169495488177

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.9428109809999992

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.238740693454112

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.454348730789237

> <JCHEM_PKA_STRONGEST_BASIC>
-4.428430706850592

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
92.1532

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate

> <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      -5.235   0.367   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.235  -1.177   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.900  -1.949   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.567  -1.177   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.567   0.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.900   1.136   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.570   1.138   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.101  -1.653   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.198  -0.405   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.101   0.837   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.261   0.068   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.261   1.601   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.198   2.077   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.508  -0.840   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.354  -2.373   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.604  -3.274   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.009  -2.643   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.163  -1.113   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.913  -0.215   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.674   3.546   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.511   2.507   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.201  -1.897   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.893  -2.988   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.690  -2.299   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.382  -2.587   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.570  -0.477   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.262  -3.546   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6   10                                                  
CONECT    6    1    5                                                       
CONECT    7    1                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10   11   22                                             
CONECT   10    5    9   13                                                  
CONECT   11    9   12   14                                                  
CONECT   12   11   13   21                                                  
CONECT   13   10   12   20                                                  
CONECT   14   11   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   26                                                  
CONECT   19   14   18                                                       
CONECT   20   13                                                            
CONECT   21   12                                                            
CONECT   22    9   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23                                                            
CONECT   26   18                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
Santene hydric acid	Generator
(2-exo,3-endo)-2,3-Dimethyl-bicyclo[2.2.1]heptan-2-ol	HMDB
Methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(8),4,9,11-tetraene-6-carboxylic acid	Generator
Suillusin	MeSH

Chemical Formula

C₁₉H₁₄O₈

Average Mass

370.3097 Da

Monoisotopic Mass

370.06887 Da

IUPAC Name

methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate

Traditional Name

methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C12OC3=CC=C(O)C=C3C1C(=O)C(O)=C2C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C19H14O8/c1-26-18(25)19-14(8-2-4-11(21)12(22)6-8)16(23)17(24)15(19)10-7-9(20)3-5-13(10)27-19/h2-7,15,20-23H,1H3

InChI Key

MWJUVQKVZFIANK-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
Suillus granulatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

Bicyclic monoterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	2.22	ALOGPS
logP	1.94	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	7.45	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.15 m³·mol⁻¹	ChemAxon
Polarizability	35.37 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

HMDB0037001

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015976

KNApSAcK ID

C00011055

Chemspider ID

24224328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12315274

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate (NP0188736)

MOL for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

3D MOL for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

3D SDF for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

3D-SDF for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

PDB for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

3D PDB for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

SMILES for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

INCHI for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

Structure for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)

3D Structure for NP0188736 (methyl 5-(3,4-dihydroxyphenyl)-4,11-dihydroxy-3-oxo-7-oxatricyclo[6.4.0.0²,⁶]dodeca-1(12),4,8,10-tetraene-6-carboxylate)