NP-MRD: Showing NP-Card for threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene (NP0034083)

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Record Information

Version

2.0

Created at

2021-06-20 17:54:54 UTC

Updated at

2021-06-30 00:04:14 UTC

NP-MRD ID

NP0034083

Secondary Accession Numbers

None

Natural Product Identification

Common Name

threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene

Provided By

JEOL Database JEOL Logo

Description

5-[(1S,2S)-1-Methoxy-2-hydroxypropyl]-6-methoxy-1,3-benzodioxole belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene is found in Chloranthus serratus. threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene was first documented in 2008 (Yuan, T., et al.). Based on a literature review very few articles have been published on 5-[(1S,2S)-1-Methoxy-2-hydroxypropyl]-6-methoxy-1,3-benzodioxole.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119543D          

 33 34  0  0  0  0            999 V2000
    1.6130    1.1157   -3.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885    0.0486   -2.3679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.1694   -1.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598    1.2448   -1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    1.2444   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    0.2323    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -0.8410    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.8875   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581   -2.0567   -0.5278 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7687   -3.3014   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494   -3.7897   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970   -1.9468    0.5184 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5499   -0.7880    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -3.1590    0.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    0.4282    1.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    1.6834    1.1723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1953    2.2084   -0.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.2221   -3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334    0.8691   -3.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0534   -2.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.0714   -1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096   -1.6329    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1555   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -3.0747   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350   -4.0090   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490   -4.7184   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -1.8677    1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502    0.1799    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.8156    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.8592   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7063   -3.8765    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    2.4165    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972    1.5398    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
 16 15  1  0  0  0  0
 15  6  1  0  0  0  0
  4  5  2  0  0  0  0
  3  2  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  6  7  2  0  0  0  0
  9 12  1  0  0  0  0
  8  3  2  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  1  0  0  0  0
  5 17  1  0  0  0  0
 12 13  1  0  0  0  0
  7 22  1  0  0  0  0
  4 21  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
  9 23  1  0  0  0  0
 12 27  1  0  0  0  0
 11 24  1  0  0  0  0
 11 25  1  0  0  0  0
 11 26  1  0  0  0  0
 14 31  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
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    1.6130    1.1157   -3.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885    0.0486   -2.3679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.1694   -1.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598    1.2448   -1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    1.2444   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    0.2323    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -0.8410    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.8875   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581   -2.0567   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -3.3014   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494   -3.7897   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970   -1.9468    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5499   -0.7880    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -3.1590    0.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    0.4282    1.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    1.6834    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    2.2084   -0.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.2221   -3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334    0.8691   -3.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0534   -2.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.0714   -1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096   -1.6329    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1555   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -3.0747   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350   -4.0090   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490   -4.7184   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -1.8677    1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502    0.1799    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.8156    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.8592   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7063   -3.8765    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    2.4165    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972    1.5398    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15  6  1  0
  4  5  2  0
  3  2  1  0
  6  5  1  0
  8  9  1  0
  7  8  1  0
  9 10  1  0
  6  7  2  0
  9 12  1  0
  8  3  2  0
 10 11  1  0
 12 14  1  0
  3  4  1  0
  2  1  1  0
  5 17  1  0
 12 13  1  0
  7 22  1  0
  4 21  1  0
 16 32  1  0
 16 33  1  0
  9 23  1  0
 12 27  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 31  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
M  END


  Mrv1652306202119543D          

 33 34  0  0  0  0            999 V2000
    1.6130    1.1157   -3.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885    0.0486   -2.3679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.1694   -1.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598    1.2448   -1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    1.2444   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    0.2323    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -0.8410    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.8875   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581   -2.0567   -0.5278 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7687   -3.3014   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494   -3.7897   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970   -1.9468    0.5184 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5499   -0.7880    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -3.1590    0.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    0.4282    1.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    1.6834    1.1723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1953    2.2084   -0.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.2221   -3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334    0.8691   -3.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0534   -2.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.0714   -1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096   -1.6329    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1555   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -3.0747   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350   -4.0090   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490   -4.7184   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -1.8677    1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502    0.1799    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.8156    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.8592   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7063   -3.8765    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    2.4165    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972    1.5398    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
 16 15  1  0  0  0  0
 15  6  1  0  0  0  0
  4  5  2  0  0  0  0
  3  2  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  6  7  2  0  0  0  0
  9 12  1  0  0  0  0
  8  3  2  0  0  0  0
 10 11  1  0  0  0  0
 12 14  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  1  0  0  0  0
  5 17  1  0  0  0  0
 12 13  1  0  0  0  0
  7 22  1  0  0  0  0
  4 21  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
  9 23  1  0  0  0  0
 12 27  1  0  0  0  0
 11 24  1  0  0  0  0
 11 25  1  0  0  0  0
 11 26  1  0  0  0  0
 14 31  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
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034083

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[H])[C@@]([H])(OC([H])([H])[H])C1=C(OC([H])([H])[H])C([H])=C2OC([H])([H])OC2=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O5/c1-7(13)12(15-3)8-4-10-11(17-6-16-10)5-9(8)14-2/h4-5,7,12-13H,6H2,1-3H3/t7-,12+/m0/s1

> <INCHI_KEY>
LBRCZJOEFVTDQU-JVXZTZIISA-N

> <FORMULA>
C12H16O5

> <MOLECULAR_WEIGHT>
240.255

> <EXACT_MASS>
240.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.735418247992705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S)-1-methoxy-1-(6-methoxy-2H-1,3-benzodioxol-5-yl)propan-2-ol

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
1.100824837

> <ALOGPS_LOGS>
-1.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.347313814334434

> <JCHEM_PKA_STRONGEST_BASIC>
-3.084284937610118

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
60.23650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S)-1-methoxy-1-(6-methoxy-2H-1,3-benzodioxol-5-yl)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    1.6130    1.1157   -3.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885    0.0486   -2.3679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.1694   -1.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598    1.2448   -1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    1.2444   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    0.2323    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -0.8410    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.8875   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581   -2.0567   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -3.3014   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494   -3.7897   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970   -1.9468    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5499   -0.7880    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -3.1590    0.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    0.4282    1.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    1.6834    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    2.2084   -0.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.2221   -3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334    0.8691   -3.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0534   -2.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.0714   -1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096   -1.6329    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1555   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -3.0747   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350   -4.0090   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490   -4.7184   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -1.8677    1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502    0.1799    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.8156    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.8592   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7063   -3.8765    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    2.4165    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972    1.5398    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15  6  1  0
  4  5  2  0
  3  2  1  0
  6  5  1  0
  8  9  1  0
  7  8  1  0
  9 10  1  0
  6  7  2  0
  9 12  1  0
  8  3  2  0
 10 11  1  0
 12 14  1  0
  3  4  1  0
  2  1  1  0
  5 17  1  0
 12 13  1  0
  7 22  1  0
  4 21  1  0
 16 32  1  0
 16 33  1  0
  9 23  1  0
 12 27  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 31  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 13 28  1  0
 13 29  1  0
 13 30  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       1.613   1.116  -3.301  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.488   0.049  -2.368  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.533   0.169  -1.392  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.360   1.245  -1.293  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.265   1.244  -0.252  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.311   0.232   0.673  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.453  -0.841   0.608  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.488  -0.888  -0.442  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.458  -2.057  -0.528  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.769  -3.301  -0.243  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.049  -3.790  -1.371  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.597  -1.947   0.518  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.550  -0.788   0.264  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.371  -3.159   0.497  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.273   0.428   1.612  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.831   1.683   1.172  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.195   2.208  -0.012  0.00  0.00           O+0
HETATM   18  H   UNK     0       0.703   1.222  -3.901  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.433   0.869  -3.981  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.869   2.053  -2.797  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.370   2.071  -1.992  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.510  -1.633   1.349  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.906  -2.155  -1.524  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.713  -3.075  -1.694  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.735  -4.009  -2.195  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.449  -4.718  -1.080  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.184  -1.868   1.531  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.050   0.180   0.359  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.381  -0.816   0.977  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.994  -0.859  -0.735  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.706  -3.877   0.490  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.726   2.417   1.980  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.897   1.540   0.964  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1                                                       
CONECT    3    2    8    4                                                  
CONECT    4    5    3   21                                                  
CONECT    5    4    6   17                                                  
CONECT    6   15    5    7                                                  
CONECT    7    8    6   22                                                  
CONECT    8    9    7    3                                                  
CONECT    9    8   10   12   23                                             
CONECT   10    9   11                                                       
CONECT   11   10   24   25   26                                             
CONECT   12    9   14   13   27                                             
CONECT   13   12   28   29   30                                             
CONECT   14   12   31                                                       
CONECT   15   16    6                                                       
CONECT   16   17   15   32   33                                             
CONECT   17   16    5                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    4                                                            
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   11                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   13                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
CONECT   33   16                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    1.6130    1.1157   -3.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4885    0.0486   -2.3679 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5328    0.1694   -1.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3598    1.2448   -1.2930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    1.2444   -0.2524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3112    0.2323    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4527   -0.8410    0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4877   -0.8875   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581   -2.0567   -0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7687   -3.3014   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0494   -3.7897   -1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5970   -1.9468    0.5184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5499   -0.7880    0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -3.1590    0.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    0.4282    1.6122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    1.6834    1.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1953    2.2084   -0.0124 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7034    1.2221   -3.9005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4334    0.8691   -3.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8693    2.0534   -2.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703    2.0714   -1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5096   -1.6329    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063   -2.1555   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128   -3.0747   -1.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7350   -4.0090   -2.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490   -4.7184   -1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -1.8677    1.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502    0.1799    0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3813   -0.8156    0.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -0.8592   -0.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7063   -3.8765    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    2.4165    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972    1.5398    0.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 15  1  0
 15  6  1  0
  4  5  2  0
  3  2  1  0
  6  5  1  0
  8  9  1  0
  7  8  1  0
  9 10  1  0
  6  7  2  0
  9 12  1  0
  8  3  2  0
 10 11  1  0
 12 14  1  0
  3  4  1  0
  2  1  1  0
  5 17  1  0
 12 13  1  0
  7 22  1  0
  4 21  1  0
 16 32  1  0
 16 33  1  0
  9 23  1  0
 12 27  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 14 31  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆O₅

Average Mass

240.2550 Da

Monoisotopic Mass

240.09977 Da

IUPAC Name

(1S,2S)-1-methoxy-1-(6-methoxy-2H-1,3-benzodioxol-5-yl)propan-2-ol

Traditional Name

(1S,2S)-1-methoxy-1-(6-methoxy-2H-1,3-benzodioxol-5-yl)propan-2-ol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]([H])(C([H])([H])[H])[C@@]([H])(OC([H])([H])[H])C1=C(OC([H])([H])[H])C([H])=C2OC([H])([H])OC2=C1[H]

InChI Identifier

InChI=1S/C12H16O5/c1-7(13)12(15-3)8-4-10-11(17-6-16-10)5-9(8)14-2/h4-5,7,12-13H,6H2,1-3H3/t7-,12+/m0/s1

InChI Key

LBRCZJOEFVTDQU-JVXZTZIISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Chloranthus serratus	JEOL database	Yuan, T., et al, J. Nat. Prod. 71, 2021 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Anisole
Alkyl aryl ether
Benzenoid
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	1.49	ALOGPS
logP	1.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	14.35	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.24 m³·mol⁻¹	ChemAxon
Polarizability	24.74 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25180317

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yuan, T., et al. (2008). Yuan, T., et al, J. Nat. Prod. 71, 2021 (2008). J. Nat. Prod..

Showing NP-Card for threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene (NP0034083)

MOL for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

3D MOL for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

3D SDF for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

3D-SDF for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

PDB for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

3D PDB for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

SMILES for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

INCHI for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

Structure for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)

3D Structure for NP0034083 (threo-1-(1-methoxy-2-hydroxypropyl)-2-methoxy-4,5-methylenedioxybenzene)