NP-MRD: Showing NP-Card for Effuside I (NP0073453)

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Record Information

Version

2.0

Created at

2022-04-28 18:42:17 UTC

Updated at

2022-04-28 18:42:17 UTC

NP-MRD ID

NP0073453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Effuside I

Description

Effuside I belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation. Effuside I is found in Juncus effusus . Based on a literature review very few articles have been published on Effuside I.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220422D          

 32 35  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
 14 30  1  0  0  0  0
 30 31  1  0  0  0  0
 13 32  1  0  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
    0.9659    3.5286   -1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3197    3.5378   -1.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8358    2.3350   -0.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1379    1.1501   -1.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6197   -0.0813   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161   -1.1938   -0.8199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5043   -0.9302   -1.3515 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4243   -0.3080   -0.6012 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1062    0.5455   -1.3928 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2074    1.1586   -0.9406 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3268    0.9984   -1.9793 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6340   -0.3154   -2.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6642    0.8023    0.4272 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0761    1.6819    1.3665 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4588   -0.6225    0.8033 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7117   -1.2848    0.7717 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -1.3658   -0.0153 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7279   -2.1356    0.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8789   -0.0489   -0.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6238    1.1029    0.1233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    2.2981   -0.3314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759    3.5547   -0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9626    1.2053    0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6520   -0.0453    0.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8417   -1.2771    0.9113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5447   -1.3047    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8479   -2.4638    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4771   -3.6491    0.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7370   -3.6505    1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321   -4.8548    1.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4222   -2.4717    1.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8160   -2.3888    1.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    3.0843   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    2.8770   -2.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2737    4.5482   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8249    1.2570   -1.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821   -1.8591   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -1.8139   -0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1335    0.1463    0.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0116    2.2741   -0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2646    1.4948   -1.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047    1.4670   -2.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0663   -0.7443   -2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7643    1.0534    0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009    2.6001    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -0.6154    1.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2942   -0.7477    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8532   -1.9641   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3094   -2.5228    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400    3.6040   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2043    4.4332   -0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320    3.5474    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7780    1.7367    1.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5829    1.9539    0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0808   -0.0419    2.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5526   -0.1062    0.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9012   -2.5854    0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9125   -4.5591    0.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2694   -4.7952    2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8452   -2.4652    2.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3719   -1.5039    1.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4251   -3.2606    1.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 21  2  0
 21 22  1  0
 21 20  1  0
 20 19  2  0
 19  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  5  4  2  0
 19 26  1  0
 26 25  2  0
 25 24  1  0
 24 23  1  0
 25 31  1  0
 31 32  1  0
 31 29  2  0
 29 30  1  0
 29 28  1  0
 28 27  2  0
  4  3  1  0
 27 26  1  0
 23 20  1  0
 17  8  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  1
 10 40  1  1
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  6
 14 45  1  0
 15 46  1  1
 16 47  1  0
 17 48  1  6
 18 49  1  0
  4 36  1  0
 24 55  1  0
 24 56  1  0
 23 53  1  0
 23 54  1  0
 32 60  1  0
 32 61  1  0
 32 62  1  0
 30 59  1  0
 28 58  1  0
 27 57  1  0
M  END


  Mrv1652304282220422D          

 32 35  0  0  1  0            999 V2000
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -3.1599    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.8743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
 14 30  1  0  0  0  0
 30 31  1  0  0  0  0
 13 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0073453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C2=C(C(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1)C1=C(CC2)C(C)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O8/c1-11-14-4-5-15-12(2)18(30-3)8-13(20(15)16(14)6-7-17(11)26)10-31-24-23(29)22(28)21(27)19(9-25)32-24/h6-8,19,21-29H,4-5,9-10H2,1-3H3/t19-,21-,22+,23-,24-/m1/s1

> <INCHI_KEY>
WTQDTXUORVBHFF-PFKOEMKTSA-N

> <FORMULA>
C24H30O8

> <MOLECULAR_WEIGHT>
446.496

> <EXACT_MASS>
446.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
48.23087720283096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-[(7-hydroxy-2-methoxy-1,8-dimethyl-9,10-dihydrophenanthren-4-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
2.211008832333334

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.2156070025948

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.325649851408969

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083553641633

> <JCHEM_POLAR_SURFACE_AREA>
128.84

> <JCHEM_REFRACTIVITY>
117.23009999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-[(7-hydroxy-2-methoxy-1,8-dimethyl-9,10-dihydrophenanthren-4-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.206   3.437   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.874  -1.897   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.104  -3.231   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.104  -5.898   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.564  -3.231   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.746  -4.565   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.516  -5.898   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.206  -7.232   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.874  -7.232   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.414  -4.565   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
CONECT    1    2    6   16                                                  
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    2   14   32                                                  
CONECT   14   13   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15    1   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20                                                            
CONECT   30   14   31                                                       
CONECT   31   30                                                            
CONECT   32   13                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀O₈

Average Mass

446.4960 Da

Monoisotopic Mass

446.19407 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-[(7-hydroxy-2-methoxy-1,8-dimethyl-9,10-dihydrophenanthren-4-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5S,6R)-2-[(7-hydroxy-2-methoxy-1,8-dimethyl-9,10-dihydrophenanthren-4-yl)methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

COC1=C(C)C2=C(C(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C1)C1=C(CC2)C(C)=C(O)C=C1

InChI Identifier

InChI=1S/C24H30O8/c1-11-14-4-5-15-12(2)18(30-3)8-13(20(15)16(14)6-7-17(11)26)10-31-24-23(29)22(28)21(27)19(9-25)32-24/h6-8,19,21-29H,4-5,9-10H2,1-3H3/t19-,21-,22+,23-,24-/m1/s1

InChI Key

WTQDTXUORVBHFF-PFKOEMKTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Juncus effusus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Hydrophenanthrenes

Direct Parent

Hydrophenanthrenes

Alternative Parents

Substituents

Hydrophenanthrene
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Naphthalene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monosaccharide
Oxane
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
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	1.18	ALOGPS
logP	2.21	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.33	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.23 m³·mol⁻¹	ChemAxon
Polarizability	48.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00033798

Chemspider ID

57487518

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92024077

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Effuside I (NP0073453)

MOL for NP0073453 (Effuside I)

3D MOL for NP0073453 (Effuside I)

3D SDF for NP0073453 (Effuside I)

3D-SDF for NP0073453 (Effuside I)

PDB for NP0073453 (Effuside I)

3D PDB for NP0073453 (Effuside I)

SMILES for NP0073453 (Effuside I)

INCHI for NP0073453 (Effuside I)

Structure for NP0073453 (Effuside I)

3D Structure for NP0073453 (Effuside I)