NP-MRD: Showing NP-Card for Stilbostemin A (NP0024571)

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Record Information

Version

2.0

Created at

2021-06-19 16:55:08 UTC

Updated at

2021-06-29 23:48:59 UTC

NP-MRD ID

NP0024571

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stilbostemin A

Provided By

JEOL Database JEOL Logo

Description

Stilbostemin A is found in Stemona collinsae. Stilbostemin A was first documented in 2002 (Pacher, T., et al.). Based on a literature review very few articles have been published on 5-[2-(2-methoxyphenyl)ethyl]benzene-1,3-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118553D          

 34 35  0  0  0  0            999 V2000
    3.8794   -1.8139   -3.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160   -1.0254   -2.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -1.6579   -1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113   -3.0318   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4987   -3.5873    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.7762    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -1.4067    0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419   -0.8336   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    0.6572   -0.4797 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5363    1.0195   -1.0312 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4180    0.7848   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0940    1.7627    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.5304    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.5161    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.3321    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.6398    0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978   -1.8125    0.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -0.4260   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -2.2641   -3.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1209   -2.5754   -3.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -1.1509   -4.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -3.7021   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -4.6559    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -3.2076    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7907   -0.7837    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928    1.0528   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    1.1622    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.4738   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.0818   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    2.7075    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    2.2173    3.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    0.1372    2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -2.4018    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -1.1942   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0  0  0  0
  8  7  1  0  0  0  0
 16 15  2  0  0  0  0
 11 18  2  0  0  0  0
 15 13  1  0  0  0  0
 10 11  1  0  0  0  0
  4  5  2  0  0  0  0
 13 12  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
 12 11  1  0  0  0  0
  8  3  2  0  0  0  0
  3  4  1  0  0  0  0
 18 16  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 13 14  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 18 34  1  0  0  0  0
 15 32  1  0  0  0  0
 12 30  1  0  0  0  0
 14 31  1  0  0  0  0
 17 33  1  0  0  0  0
  7 25  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  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
M  END

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    3.8794   -1.8139   -3.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160   -1.0254   -2.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -1.6579   -1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113   -3.0318   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4987   -3.5873    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.7762    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -1.4067    0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419   -0.8336   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    0.6572   -0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    1.0195   -1.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4180    0.7848   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0940    1.7627    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.5304    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.5161    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.3321    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.6398    0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978   -1.8125    0.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -0.4260   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -2.2641   -3.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1209   -2.5754   -3.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -1.1509   -4.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -3.7021   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -4.6559    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -3.2076    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7907   -0.7837    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928    1.0528   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    1.1622    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.4738   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.0818   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    2.7075    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    2.2173    3.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    0.1372    2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -2.4018    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -1.1942   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
  8  7  1  0
 16 15  2  0
 11 18  2  0
 15 13  1  0
 10 11  1  0
  4  5  2  0
 13 12  2  0
  5  6  1  0
  6  7  2  0
 12 11  1  0
  8  3  2  0
  3  4  1  0
 18 16  1  0
  8  9  1  0
  9 10  1  0
 13 14  1  0
  3  2  1  0
  2  1  1  0
 10 28  1  0
 10 29  1  0
 18 34  1  0
 15 32  1  0
 12 30  1  0
 14 31  1  0
 17 33  1  0
  7 25  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  9 26  1  0
  9 27  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
M  END


  Mrv1652306192118553D          

 34 35  0  0  0  0            999 V2000
    3.8794   -1.8139   -3.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160   -1.0254   -2.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -1.6579   -1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113   -3.0318   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4987   -3.5873    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.7762    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -1.4067    0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419   -0.8336   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    0.6572   -0.4797 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5363    1.0195   -1.0312 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4180    0.7848   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0940    1.7627    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.5304    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.5161    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.3321    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.6398    0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978   -1.8125    0.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -0.4260   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -2.2641   -3.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1209   -2.5754   -3.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -1.1509   -4.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -3.7021   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -4.6559    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -3.2076    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7907   -0.7837    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928    1.0528   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    1.1622    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.4738   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.0818   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    2.7075    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    2.2173    3.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    0.1372    2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -2.4018    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -1.1942   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0  0  0  0
  8  7  1  0  0  0  0
 16 15  2  0  0  0  0
 11 18  2  0  0  0  0
 15 13  1  0  0  0  0
 10 11  1  0  0  0  0
  4  5  2  0  0  0  0
 13 12  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
 12 11  1  0  0  0  0
  8  3  2  0  0  0  0
  3  4  1  0  0  0  0
 18 16  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 13 14  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 18 34  1  0  0  0  0
 15 32  1  0  0  0  0
 12 30  1  0  0  0  0
 14 31  1  0  0  0  0
 17 33  1  0  0  0  0
  7 25  1  0  0  0  0
  4 22  1  0  0  0  0
  5 23  1  0  0  0  0
  6 24  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  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
M  END
> <DATABASE_ID>
NP0024571

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C(O[H])=C1[H])C([H])([H])C([H])([H])C1=C(OC([H])([H])[H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O3/c1-18-15-5-3-2-4-12(15)7-6-11-8-13(16)10-14(17)9-11/h2-5,8-10,16-17H,6-7H2,1H3

> <INCHI_KEY>
ZXGSOIIHJOKSSX-UHFFFAOYSA-N

> <FORMULA>
C15H16O3

> <MOLECULAR_WEIGHT>
244.29

> <EXACT_MASS>
244.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
26.235070008057804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-(2-methoxyphenyl)ethyl]benzene-1,3-diol

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
3.7448065989999995

> <ALOGPS_LOGS>
-3.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.802666699622588

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.350299860913157

> <JCHEM_PKA_STRONGEST_BASIC>
-4.823948776366462

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
70.8212

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[2-(2-methoxyphenyl)ethyl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    3.8794   -1.8139   -3.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160   -1.0254   -2.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -1.6579   -1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113   -3.0318   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4987   -3.5873    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.7762    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -1.4067    0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419   -0.8336   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    0.6572   -0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    1.0195   -1.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4180    0.7848   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0940    1.7627    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.5304    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.5161    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.3321    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.6398    0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978   -1.8125    0.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -0.4260   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -2.2641   -3.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1209   -2.5754   -3.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -1.1509   -4.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -3.7021   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -4.6559    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -3.2076    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7907   -0.7837    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928    1.0528   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    1.1622    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.4738   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.0818   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    2.7075    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    2.2173    3.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    0.1372    2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -2.4018    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -1.1942   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
  8  7  1  0
 16 15  2  0
 11 18  2  0
 15 13  1  0
 10 11  1  0
  4  5  2  0
 13 12  2  0
  5  6  1  0
  6  7  2  0
 12 11  1  0
  8  3  2  0
  3  4  1  0
 18 16  1  0
  8  9  1  0
  9 10  1  0
 13 14  1  0
  3  2  1  0
  2  1  1  0
 10 28  1  0
 10 29  1  0
 18 34  1  0
 15 32  1  0
 12 30  1  0
 14 31  1  0
 17 33  1  0
  7 25  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  9 26  1  0
  9 27  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.879  -1.814  -3.761  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.516  -1.025  -2.636  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.434  -1.658  -1.423  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.611  -3.032  -1.227  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.499  -3.587   0.050  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.207  -2.776   1.142  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.029  -1.407   0.959  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.142  -0.834  -0.319  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.922   0.657  -0.480  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.536   1.020  -1.031  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.418   0.785  -0.042  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.094   1.763   0.909  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.923   1.530   1.831  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.199   2.516   2.733  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.628   0.332   1.831  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.300  -0.640   0.893  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.998  -1.813   0.924  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.290  -0.426  -0.042  0.00  0.00           C+0
HETATM   19  H   UNK     0       4.869  -2.264  -3.628  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.121  -2.575  -3.970  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.931  -1.151  -4.630  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.837  -3.702  -2.050  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.639  -4.656   0.191  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.116  -3.208   2.135  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.791  -0.784   1.819  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.693   1.053  -1.153  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.092   1.162   0.480  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.325   0.474  -1.959  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.533   2.082  -1.308  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.631   2.708   0.937  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.933   2.217   3.296  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.419   0.137   2.546  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.629  -2.402   0.245  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.034  -1.194  -0.767  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    3    1                                                       
CONECT    3    8    4    2                                                  
CONECT    4    5    3   22                                                  
CONECT    5    4    6   23                                                  
CONECT    6    5    7   24                                                  
CONECT    7    8    6   25                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   26   27                                             
CONECT   10   11    9   28   29                                             
CONECT   11   18   10   12                                                  
CONECT   12   13   11   30                                                  
CONECT   13   15   12   14                                                  
CONECT   14   13   31                                                       
CONECT   15   16   13   32                                                  
CONECT   16   17   15   18                                                  
CONECT   17   16   33                                                       
CONECT   18   11   16   34                                                  
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   12                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
CONECT   33   17                                                            
CONECT   34   18                                                            
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
    3.8794   -1.8139   -3.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5160   -1.0254   -2.6359 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -1.6579   -1.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113   -3.0318   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4987   -3.5873    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -2.7762    1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0294   -1.4067    0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1419   -0.8336   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    0.6572   -0.4797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    1.0195   -1.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4180    0.7848   -0.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0940    1.7627    0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9229    1.5304    1.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    2.5161    2.7332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.3321    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3003   -0.6398    0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978   -1.8125    0.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -0.4260   -0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8685   -2.2641   -3.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1209   -2.5754   -3.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9313   -1.1509   -4.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8375   -3.7021   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -4.6559    0.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -3.2076    2.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7907   -0.7837    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928    1.0528   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    1.1622    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.4738   -1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5331    2.0818   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309    2.7075    0.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    2.2173    3.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    0.1372    2.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294   -2.4018    0.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -1.1942   -0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
  8  7  1  0
 16 15  2  0
 11 18  2  0
 15 13  1  0
 10 11  1  0
  4  5  2  0
 13 12  2  0
  5  6  1  0
  6  7  2  0
 12 11  1  0
  8  3  2  0
  3  4  1  0
 18 16  1  0
  8  9  1  0
  9 10  1  0
 13 14  1  0
  3  2  1  0
  2  1  1  0
 10 28  1  0
 10 29  1  0
 18 34  1  0
 15 32  1  0
 12 30  1  0
 14 31  1  0
 17 33  1  0
  7 25  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  9 26  1  0
  9 27  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₅H₁₆O₃

Average Mass

244.2900 Da

Monoisotopic Mass

244.10994 Da

IUPAC Name

5-[2-(2-methoxyphenyl)ethyl]benzene-1,3-diol

Traditional Name

5-[2-(2-methoxyphenyl)ethyl]benzene-1,3-diol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C(O[H])=C1[H])C([H])([H])C([H])([H])C1=C(OC([H])([H])[H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C15H16O3/c1-18-15-5-3-2-4-12(15)7-6-11-8-13(16)10-14(17)9-11/h2-5,8-10,16-17H,6-7H2,1H3

InChI Key

ZXGSOIIHJOKSSX-UHFFFAOYSA-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

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
Stemona burkillii	KNApSAcK Database	22123792
Stemona collinsae	KNApSAcK Database	22123792
Stemona collinsiae	JEOL database	Pacher, T., et al, J. Nat. Prod. 65, 820 (2002)
Stemona japonica	KNApSAcK Database	22123792
Stemona kerrii	KNApSAcK Database	22123792
Stemona phyllantha	KNApSAcK Database	22123792
Stemona sessilifolia	KNApSAcK Database	22123792
Stemona tuberosa	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenoxy compound
Anisole
Methoxybenzene
Resorcinol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.03	ALOGPS
logP	3.74	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9.35	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	70.82 m³·mol⁻¹	ChemAxon
Polarizability	26.24 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

C00046428

Chemspider ID

9981533

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11806868

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pacher, T., et al. (2002). Pacher, T., et al, J. Nat. Prod. 65, 820 (2002). J. Nat. Prod..

Showing NP-Card for Stilbostemin A (NP0024571)

MOL for NP0024571 (Stilbostemin A)

3D MOL for NP0024571 (Stilbostemin A)

3D SDF for NP0024571 (Stilbostemin A)

3D-SDF for NP0024571 (Stilbostemin A)

PDB for NP0024571 (Stilbostemin A)

3D PDB for NP0024571 (Stilbostemin A)

SMILES for NP0024571 (Stilbostemin A)

INCHI for NP0024571 (Stilbostemin A)

Structure for NP0024571 (Stilbostemin A)

3D Structure for NP0024571 (Stilbostemin A)