NP-MRD: Showing NP-Card for 5,6-dimethoxymellein (NP0042873)

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Record Information

Version

1.0

Created at

2021-06-21 00:25:48 UTC

Updated at

2021-06-30 00:18:14 UTC

NP-MRD ID

NP0042873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,6-dimethoxymellein

Provided By

JEOL Database JEOL Logo

Description

3Beta-Methyl-5,6-dimethoxy-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. 5,6-dimethoxymellein is found in Astrocystis sp. BCC 22166. It was first documented in 2014 (Kornsakulkarn, J., et al.). Based on a literature review very few articles have been published on 3beta-Methyl-5,6-dimethoxy-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102253D          

 31 32  0  0  0  0            999 V2000
    0.2946    4.5285   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    3.2843   -0.7550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702    2.2635   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    2.4013   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    1.3010    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.5452    0.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    0.0369    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.1206    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364    1.0018   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    0.7647   -0.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    1.6421    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130   -1.4834    0.3908 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0663   -2.5298    0.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5433   -3.9391    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -2.3508    0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -1.1227    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.9508    1.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    4.4145   -1.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739    5.1998   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    4.9884   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    3.3534   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    0.7246    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    2.0094    1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    1.0767    0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433    2.4749   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.6177   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -1.5817    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823   -2.4467   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175   -4.6782    0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -4.0839    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -4.1488   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
  3  9  2  0  0  0  0
 13 14  1  0  0  0  0
  9  8  1  0  0  0  0
 16 17  2  0  0  0  0
  4  3  1  0  0  0  0
 10 11  1  0  0  0  0
  7  5  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  2  1  1  0  0  0  0
  4 21  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  6  0  0  0
  6 22  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 11 23  1  0  0  0  0
 11 24  1  0  0  0  0
 11 25  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    0.2946    4.5285   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    3.2843   -0.7550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702    2.2635   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    2.4013   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    1.3010    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.5452    0.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    0.0369    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.1206    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364    1.0018   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    0.7647   -0.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    1.6421    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130   -1.4834    0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663   -2.5298    0.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5433   -3.9391    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -2.3508    0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -1.1227    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.9508    1.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    4.4145   -1.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739    5.1998   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    4.9884   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    3.3534   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    0.7246    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    2.0094    1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    1.0767    0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433    2.4749   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.6177   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -1.5817    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823   -2.4467   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175   -4.6782    0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -4.0839    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -4.1488   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  0
  8 12  1  0
 12 13  1  0
 13 15  1  0
 15 16  1  0
  7  8  2  0
  9 10  1  0
  5  6  1  0
  3  9  2  0
 13 14  1  0
  9  8  1  0
 16 17  2  0
  4  3  1  0
 10 11  1  0
  7  5  1  0
  3  2  1  0
  5  4  2  0
  2  1  1  0
  4 21  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  6
  6 22  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END


  Mrv1652306212102253D          

 31 32  0  0  0  0            999 V2000
    0.2946    4.5285   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    3.2843   -0.7550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702    2.2635   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    2.4013   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    1.3010    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.5452    0.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    0.0369    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.1206    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364    1.0018   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    0.7647   -0.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    1.6421    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130   -1.4834    0.3908 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0663   -2.5298    0.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5433   -3.9391    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -2.3508    0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -1.1227    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.9508    1.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    4.4145   -1.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739    5.1998   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    4.9884   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    3.3534   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    0.7246    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    2.0094    1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    1.0767    0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433    2.4749   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.6177   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -1.5817    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823   -2.4467   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175   -4.6782    0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -4.0839    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -4.1488   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7  8  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
  3  9  2  0  0  0  0
 13 14  1  0  0  0  0
  9  8  1  0  0  0  0
 16 17  2  0  0  0  0
  4  3  1  0  0  0  0
 10 11  1  0  0  0  0
  7  5  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  2  1  1  0  0  0  0
  4 21  1  0  0  0  0
 12 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  6  0  0  0
  6 22  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
 14 31  1  0  0  0  0
 11 23  1  0  0  0  0
 11 24  1  0  0  0  0
 11 25  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042873

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O5/c1-6-4-7-10(12(14)17-6)8(13)5-9(15-2)11(7)16-3/h5-6,13H,4H2,1-3H3/t6-/m0/s1

> <INCHI_KEY>
GQDAQYCCKGXUJP-LURJTMIESA-N

> <FORMULA>
C12H14O5

> <MOLECULAR_WEIGHT>
238.239

> <EXACT_MASS>
238.084123551

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.109175198136334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-8-hydroxy-5,6-dimethoxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
2.2642784579999993

> <ALOGPS_LOGS>
-1.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.02104852453632

> <JCHEM_PKA_STRONGEST_BASIC>
-3.990223620844998

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
60.71900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-8-hydroxy-5,6-dimethoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
    0.2946    4.5285   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    3.2843   -0.7550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702    2.2635   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    2.4013   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    1.3010    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.5452    0.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    0.0369    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.1206    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364    1.0018   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    0.7647   -0.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    1.6421    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130   -1.4834    0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663   -2.5298    0.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5433   -3.9391    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -2.3508    0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -1.1227    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.9508    1.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    4.4145   -1.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739    5.1998   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    4.9884   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    3.3534   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    0.7246    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    2.0094    1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    1.0767    0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433    2.4749   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.6177   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -1.5817    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823   -2.4467   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175   -4.6782    0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -4.0839    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -4.1488   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  0
  8 12  1  0
 12 13  1  0
 13 15  1  0
 15 16  1  0
  7  8  2  0
  9 10  1  0
  5  6  1  0
  3  9  2  0
 13 14  1  0
  9  8  1  0
 16 17  2  0
  4  3  1  0
 10 11  1  0
  7  5  1  0
  3  2  1  0
  5  4  2  0
  2  1  1  0
  4 21  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  6
  6 22  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       0.295   4.529  -1.051  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.328   3.284  -0.755  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.470   2.264  -0.310  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.833   2.401  -0.029  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.582   1.301   0.387  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.903   1.545   0.662  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.993   0.037   0.504  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.628  -0.121   0.224  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.136   1.002  -0.143  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.468   0.765  -0.390  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.348   1.642   0.311  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.013  -1.483   0.391  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.066  -2.530   0.050  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.543  -3.939   0.292  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.233  -2.351   0.877  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.801  -1.123   0.958  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.932  -0.951   1.402  0.00  0.00           O+0
HETATM   18  H   UNK     0       1.065   4.415  -1.821  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.474   5.200  -1.446  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.703   4.988  -0.145  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.345   3.353  -0.118  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.306   0.725   1.027  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.924   2.009   1.252  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.254   1.077   0.553  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.643   2.475  -0.334  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.854  -1.618  -0.266  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.318  -1.582   1.432  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.382  -2.447  -0.998  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.317  -4.678   0.060  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.278  -4.084   1.345  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.336  -4.149  -0.325  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1                                                       
CONECT    3    9    4    2                                                  
CONECT    4    3    5   21                                                  
CONECT    5    6    7    4                                                  
CONECT    6    5   22                                                       
CONECT    7   16    8    5                                                  
CONECT    8   12    7    9                                                  
CONECT    9   10    3    8                                                  
CONECT   10    9   11                                                       
CONECT   11   10   23   24   25                                             
CONECT   12    8   13   26   27                                             
CONECT   13   12   15   14   28                                             
CONECT   14   13   29   30   31                                             
CONECT   15   13   16                                                       
CONECT   16    7   15   17                                                  
CONECT   17   16                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    4                                                            
CONECT   22    6                                                            
CONECT   23   11                                                            
CONECT   24   11                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   14                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

RDKit          3D

31 32  0  0  0  0  0  0  0  0999 V2000
    0.2946    4.5285   -1.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3278    3.2843   -0.7550 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4702    2.2635   -0.3097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325    2.4013   -0.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    1.3010    0.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    1.5452    0.6622 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    0.0369    0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -0.1206    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364    1.0018   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    0.7647   -0.3902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3484    1.6421    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130   -1.4834    0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0663   -2.5298    0.0501 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5433   -3.9391    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328   -2.3508    0.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8014   -1.1227    0.9584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.9508    1.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0645    4.4145   -1.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4739    5.1998   -1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027    4.9884   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    3.3534   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    0.7246    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240    2.0094    1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    1.0767    0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6433    2.4749   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535   -1.6177   -0.2655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -1.5817    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3823   -2.4467   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3175   -4.6782    0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -4.0839    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3359   -4.1488   -0.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 16  1  0
  8 12  1  0
 12 13  1  0
 13 15  1  0
 15 16  1  0
  7  8  2  0
  9 10  1  0
  5  6  1  0
  3  9  2  0
 13 14  1  0
  9  8  1  0
 16 17  2  0
  4  3  1  0
 10 11  1  0
  7  5  1  0
  3  2  1  0
  5  4  2  0
  2  1  1  0
  4 21  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  6
  6 22  1  0
 14 29  1  0
 14 30  1  0
 14 31  1  0
 11 23  1  0
 11 24  1  0
 11 25  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
3b-Methyl-5,6-dimethoxy-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one	Generator
3Β-methyl-5,6-dimethoxy-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one	Generator

Chemical Formula

C₁₂H₁₄O₅

Average Mass

238.2390 Da

Monoisotopic Mass

238.08412 Da

IUPAC Name

(3S)-8-hydroxy-5,6-dimethoxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

Traditional Name

(3S)-8-hydroxy-5,6-dimethoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H14O5/c1-6-4-7-10(12(14)17-6)8(13)5-9(15-2)11(7)16-3/h5-6,13H,4H2,1-3H3/t6-/m0/s1

InChI Key

GQDAQYCCKGXUJP-LURJTMIESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Astrocystis sp. BCC 22166	JEOL database	Kornsakulkarn, J., et al. J. Tetrahedron 70, 2129 (2014)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
Anisole
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Ether
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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	1.74	ALOGPS
logP	2.26	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.02	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.72 m³·mol⁻¹	ChemAxon
Polarizability	24.11 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

32674850

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102134979

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kornsakulkarn, J., et al. (2014). Kornsakulkarn, J., et al. J. Tetrahedron 70, 2129 (2014). J. Tetrahedron.

Showing NP-Card for 5,6-dimethoxymellein (NP0042873)

MOL for NP0042873 (5,6-dimethoxymellein)

3D MOL for NP0042873 (5,6-dimethoxymellein)

3D SDF for NP0042873 (5,6-dimethoxymellein)

3D-SDF for NP0042873 (5,6-dimethoxymellein)

PDB for NP0042873 (5,6-dimethoxymellein)

3D PDB for NP0042873 (5,6-dimethoxymellein)

SMILES for NP0042873 (5,6-dimethoxymellein)

INCHI for NP0042873 (5,6-dimethoxymellein)

Structure for NP0042873 (5,6-dimethoxymellein)

3D Structure for NP0042873 (5,6-dimethoxymellein)