NP-MRD: Showing NP-Card for methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate (NP0031027)

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Record Information

Version

2.0

Created at

2021-06-19 22:13:37 UTC

Updated at

2021-06-29 23:59:22 UTC

NP-MRD ID

NP0031027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate

Provided By

JEOL Database JEOL Logo

Description

Methyl 5-hydroxy-2,2,7-trimethyl-2H-chromene-6-carboxylate belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate is found in Peperomia serpens and Peperomia villipetiola. methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate was first documented in 2005 (Salazar, K. J. M., et al.). Based on a literature review very few articles have been published on methyl 5-hydroxy-2,2,7-trimethyl-2H-chromene-6-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100133D          

 34 35  0  0  0  0            999 V2000
    0.1809   -3.4610    4.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -2.2834    3.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -2.4901    2.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.5571    1.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -1.2229    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.1592    2.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2121    3.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    1.0198    1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308    1.1387    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    0.0758   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.1084    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -2.1453   -0.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0209    0.2267   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    1.3919   -2.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    2.5622   -1.8462 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0828    3.7486   -1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.9504   -2.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    2.3365   -0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -4.2065    4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293   -3.1843    5.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -3.8704    3.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.1748    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    0.5546    3.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.0369    4.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8651    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -2.9702    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.5996   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    1.5162   -3.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9403    3.5066   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    4.6174   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    4.0446   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    3.8049   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    3.2119   -3.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    2.1291   -2.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
  9 10  2  0  0  0  0
  5  3  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  2  0  0  0  0
  5 11  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  2  0  0  0  0
  2  1  1  0  0  0  0
  6  5  1  0  0  0  0
 15 16  1  0  0  0  0
  9 18  1  0  0  0  0
 15 17  1  0  0  0  0
  8 25  1  0  0  0  0
 13 27  1  0  0  0  0
 14 28  1  0  0  0  0
 12 26  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
M  END

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    0.1809   -3.4610    4.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -2.2834    3.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -2.4901    2.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.5571    1.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -1.2229    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.1592    2.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2121    3.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    1.0198    1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308    1.1387    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    0.0758   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.1084    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -2.1453   -0.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0209    0.2267   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    1.3919   -2.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    2.5622   -1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828    3.7486   -1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.9504   -2.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    2.3365   -0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -4.2065    4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293   -3.1843    5.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -3.8704    3.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.1748    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    0.5546    3.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.0369    4.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8651    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -2.9702    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.5996   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    1.5162   -3.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9403    3.5066   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    4.6174   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    4.0446   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    3.8049   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    3.2119   -3.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    2.1291   -2.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 18  1  0
  9 10  2  0
  5  3  1  0
 11 10  1  0
  3  2  1  0
 11 12  1  0
  9  8  1  0
  3  4  2  0
  5 11  2  0
  6  7  1  0
  8  6  2  0
  2  1  1  0
  6  5  1  0
 15 16  1  0
  9 18  1  0
 15 17  1  0
  8 25  1  0
 13 27  1  0
 14 28  1  0
 12 26  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END


  Mrv1652306202100133D          

 34 35  0  0  0  0            999 V2000
    0.1809   -3.4610    4.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -2.2834    3.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -2.4901    2.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.5571    1.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -1.2229    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.1592    2.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2121    3.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    1.0198    1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308    1.1387    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    0.0758   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.1084    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -2.1453   -0.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0209    0.2267   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    1.3919   -2.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    2.5622   -1.8462 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0828    3.7486   -1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.9504   -2.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    2.3365   -0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -4.2065    4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293   -3.1843    5.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -3.8704    3.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.1748    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    0.5546    3.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.0369    4.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8651    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -2.9702    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.5996   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    1.5162   -3.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9403    3.5066   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    4.6174   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    4.0446   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    3.8049   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    3.2119   -3.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    2.1291   -2.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 18  1  0  0  0  0
  9 10  2  0  0  0  0
  5  3  1  0  0  0  0
 11 10  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  2  0  0  0  0
  5 11  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  2  0  0  0  0
  2  1  1  0  0  0  0
  6  5  1  0  0  0  0
 15 16  1  0  0  0  0
  9 18  1  0  0  0  0
 15 17  1  0  0  0  0
  8 25  1  0  0  0  0
 13 27  1  0  0  0  0
 14 28  1  0  0  0  0
 12 26  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031027

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(=O)OC([H])([H])[H])C(=C([H])C2=C1C([H])=C([H])C(O2)(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O4/c1-8-7-10-9(5-6-14(2,3)18-10)12(15)11(8)13(16)17-4/h5-7,15H,1-4H3

> <INCHI_KEY>
HXBXAZKZXIKRDT-UHFFFAOYSA-N

> <FORMULA>
C14H16O4

> <MOLECULAR_WEIGHT>
248.278

> <EXACT_MASS>
248.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.79716824242023

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 5-hydroxy-2,2,7-trimethyl-2H-chromene-6-carboxylate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.7372022496666664

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.700421483814631

> <JCHEM_PKA_STRONGEST_BASIC>
-4.122684340933065

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
69.49880000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 5-hydroxy-2,2,7-trimethylchromene-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    0.1809   -3.4610    4.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -2.2834    3.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -2.4901    2.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.5571    1.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -1.2229    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.1592    2.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2121    3.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    1.0198    1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308    1.1387    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    0.0758   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.1084    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -2.1453   -0.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0209    0.2267   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    1.3919   -2.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    2.5622   -1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828    3.7486   -1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.9504   -2.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    2.3365   -0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -4.2065    4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293   -3.1843    5.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -3.8704    3.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.1748    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    0.5546    3.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.0369    4.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8651    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -2.9702    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.5996   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    1.5162   -3.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9403    3.5066   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    4.6174   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    4.0446   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    3.8049   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    3.2119   -3.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    2.1291   -2.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 18  1  0
  9 10  2  0
  5  3  1  0
 11 10  1  0
  3  2  1  0
 11 12  1  0
  9  8  1  0
  3  4  2  0
  5 11  2  0
  6  7  1  0
  8  6  2  0
  2  1  1  0
  6  5  1  0
 15 16  1  0
  9 18  1  0
 15 17  1  0
  8 25  1  0
 13 27  1  0
 14 28  1  0
 12 26  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       0.181  -3.461   4.314  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.185  -2.283   3.593  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.422  -2.490   2.278  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.317  -3.557   1.687  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.723  -1.223   1.563  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.444  -0.159   2.146  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.031  -0.212   3.530  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.621   1.020   1.402  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.131   1.139   0.099  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.457   0.076  -0.501  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.265  -1.108   0.231  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.388  -2.145  -0.403  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.021   0.227  -1.871  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.182   1.392  -2.491  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.884   2.562  -1.846  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.083   3.749  -1.758  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.102   2.950  -2.694  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.379   2.337  -0.510  0.00  0.00           O+0
HETATM   19  H   UNK     0      -0.619  -4.207   4.262  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.329  -3.184   5.362  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.119  -3.870   3.927  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.520  -1.175   3.711  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.803   0.555   3.661  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.255  -0.037   4.281  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.155   1.865   1.833  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.258  -2.970   0.114  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.531  -0.600  -2.353  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.176   1.516  -3.510  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.940   3.507  -1.118  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.406   4.617  -1.301  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.461   4.045  -2.742  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.628   3.805  -2.252  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.822   3.212  -3.720  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.827   2.129  -2.733  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3   11    6                                                  
CONECT    6    7    8    5                                                  
CONECT    7    6   22   23   24                                             
CONECT    8    9    6   25                                                  
CONECT    9   10    8   18                                                  
CONECT   10   13    9   11                                                  
CONECT   11   10   12    5                                                  
CONECT   12   11   26                                                       
CONECT   13   10   14   27                                                  
CONECT   14   13   15   28                                                  
CONECT   15   14   18   16   17                                             
CONECT   16   15   29   30   31                                             
CONECT   17   15   32   33   34                                             
CONECT   18   15    9                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   16                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

RDKit          3D

34 35  0  0  0  0  0  0  0  0999 V2000
    0.1809   -3.4610    4.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1848   -2.2834    3.5932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215   -2.4901    2.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.5571    1.6869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229   -1.2229    1.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.1592    2.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0313   -0.2121    3.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    1.0198    1.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1308    1.1387    0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    0.0758   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.1084    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3877   -2.1453   -0.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0209    0.2267   -1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    1.3919   -2.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    2.5622   -1.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828    3.7486   -1.7577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1016    2.9504   -2.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    2.3365   -0.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6189   -4.2065    4.2624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3293   -3.1843    5.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -3.8704    3.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.1748    3.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    0.5546    3.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2554   -0.0369    4.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1550    1.8651    1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2577   -2.9702    0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.5996   -2.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    1.5162   -3.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9403    3.5066   -1.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4057    4.6174   -1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4612    4.0446   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    3.8049   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8217    3.2119   -3.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8274    2.1291   -2.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 18  1  0
  9 10  2  0
  5  3  1  0
 11 10  1  0
  3  2  1  0
 11 12  1  0
  9  8  1  0
  3  4  2  0
  5 11  2  0
  6  7  1  0
  8  6  2  0
  2  1  1  0
  6  5  1  0
 15 16  1  0
  9 18  1  0
 15 17  1  0
  8 25  1  0
 13 27  1  0
 14 28  1  0
 12 26  1  0
  7 22  1  0
  7 23  1  0
  7 24  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Methyl 5-hydroxy-2,2,7-trimethyl-2H-chromene-6-carboxylic acid	Generator
2,2,7-Trimethyl-5-hydroxy-2H-1-benzopyran-6-carboxylate methyl ester	Generator

Chemical Formula

C₁₄H₁₆O₄

Average Mass

248.2780 Da

Monoisotopic Mass

248.10486 Da

IUPAC Name

methyl 5-hydroxy-2,2,7-trimethyl-2H-chromene-6-carboxylate

Traditional Name

methyl 5-hydroxy-2,2,7-trimethylchromene-6-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C(=O)OC([H])([H])[H])C(=C([H])C2=C1C([H])=C([H])C(O2)(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C14H16O4/c1-8-7-10-9(5-6-14(2,3)18-10)12(15)11(8)13(16)17-4/h5-7,15H,1-4H3

InChI Key

HXBXAZKZXIKRDT-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Peperomia serpens	LOTUS Database	35616633
Peperomia villipetiola	JEOL database	Salazar, K. J. M., et al, Phytochemistry 66, 573 (2005)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
Salicylic acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Methyl ester
Vinylogous acid
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
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	3.15	ALOGPS
logP	3.74	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.7	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.5 m³·mol⁻¹	ChemAxon
Polarizability	26.8 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9474609

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11299632

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Salazar, K. J. M., et al. (2005). Salazar, K. J. M., et al, Phytochemistry 66, 573 (2005) . Phytochem..

Showing NP-Card for methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate (NP0031027)

MOL for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

3D MOL for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

3D SDF for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

3D-SDF for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

PDB for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

3D PDB for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

SMILES for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

INCHI for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

Structure for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)

3D Structure for NP0031027 (methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate)