NP-MRD: Showing NP-Card for 1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane (NP0074895)

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Record Information

Version

2.0

Created at

2022-04-28 20:12:31 UTC

Updated at

2022-04-28 20:12:31 UTC

NP-MRD ID

NP0074895

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane

Description

(1R,3R,3aS,6aS)-1,3-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-ol belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. 1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane is found in Saussurea medusa and Saussurea medusa Maxim. Based on a literature review very few articles have been published on (1R,3R,3aS,6aS)-1,3-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-ol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282222122D          

 27 30  0  0  1  0            999 V2000
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -3.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9480   -4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 27  1  6  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    4.0943    1.9484    2.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5380    0.6445    2.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9876   -0.1995    1.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9533    0.2255    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -0.6130   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -0.0565   -1.0660 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4042    0.5915   -0.2317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8243    0.6727   -0.8395 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8721    0.3397    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7247   -0.7336    1.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6800   -1.0583    1.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344   -0.2951    2.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8007   -0.6291    3.0459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9914    0.7854    1.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1503    1.5430    1.3753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3178    2.6476    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0168    1.0923    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8479   -0.2936   -1.9886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9618   -1.0903   -2.0254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    0.3410   -3.3141 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -0.3918   -3.9759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041   -1.3339   -3.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4361   -1.0848   -1.7489 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9025   -1.8776   -0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -2.3004    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5230   -1.4731    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5821   -1.8699    2.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4524    2.3049    3.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9934    1.9947    2.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403    2.6649    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687    1.2387    0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.6155   -1.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9555    1.6955   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8406   -1.3540    0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5695   -1.9129    2.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6213   -0.0433    3.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4666    3.3450    0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4917    2.2444   -0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2188    3.2281    0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1384    1.9411   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -0.9771   -2.9084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506    1.3925   -3.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4957    0.3696   -3.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -1.3461   -3.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5347   -2.3377   -3.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -1.9921   -1.1616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4601   -2.5147   -1.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3447   -3.2942    0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9429   -2.7937    2.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 26  2  0
 26 27  1  0
 26 25  1  0
 25 24  2  0
 24  5  1  0
  5  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 17  2  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
  8 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  4  3  1  0
 23  6  1  0
 10  9  1  0
 23 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 49  1  0
 25 48  1  0
 24 47  1  0
  4 31  1  0
  6 32  1  6
  8 33  1  6
 17 40  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 13 36  1  0
 11 35  1  0
 10 34  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  1
M  END


  Mrv1652304282222122D          

 27 30  0  0  1  0            999 V2000
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -3.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9480   -4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9751    2.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2300    3.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0074895

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(=C1)[C@@H]1O[C@H](C2=CC(OC)=C(O)C=C2)[C@@]2(O)COC[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O7/c1-24-16-7-11(3-5-14(16)21)18-13-9-26-10-20(13,23)19(27-18)12-4-6-15(22)17(8-12)25-2/h3-8,13,18-19,21-23H,9-10H2,1-2H3/t13-,18-,19+,20+/m0/s1

> <INCHI_KEY>
BQVYHVVERMVPBC-YGHPHNMRSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.389

> <EXACT_MASS>
374.136553048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
38.05675354612292

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,3aS,6aS)-1,3-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-ol

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.7277508563333335

> <ALOGPS_LOGS>
-3.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.20928365875411

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.608028464856682

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8166433806406945

> <JCHEM_POLAR_SURFACE_AREA>
97.61000000000001

> <JCHEM_REFRACTIVITY>
95.98130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,3aS,6aS)-1,3-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-ol

> <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      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.911  -4.277   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.387  -5.741   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.357  -6.886   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.851  -6.565   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.375  -5.101   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.833  -8.350   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       6.894  -6.061   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.370  -7.526   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.405   1.465   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.375   2.609   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.851   4.074   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.357   4.394   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.387   3.249   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.911   1.785   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.833   5.859   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.820   5.218   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.296   6.683   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.465  -3.556   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8   27                                             
CONECT    5    4    1    6                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12                                                            
CONECT   16   11   17                                                       
CONECT   17   16                                                            
CONECT   18    6   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21                                                            
CONECT   25   20   26                                                       
CONECT   26   25                                                            
CONECT   27    4                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₇

Average Mass

374.3890 Da

Monoisotopic Mass

374.13655 Da

IUPAC Name

(1R,3R,3aS,6aS)-1,3-bis(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-3a-ol

Traditional Name

(1R,3R,3aS,6aS)-1,3-bis(4-hydroxy-3-methoxyphenyl)-tetrahydro-1H-furo[3,4-c]furan-3a-ol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(=C1)[C@@H]1O[C@H](C2=CC(OC)=C(O)C=C2)[C@@]2(O)COC[C@@H]12

InChI Identifier

InChI=1S/C20H22O7/c1-24-16-7-11(3-5-14(16)21)18-13-9-26-10-20(13,23)19(27-18)12-4-6-15(22)17(8-12)25-2/h3-8,13,18-19,21-23H,9-10H2,1-2H3/t13-,18-,19+,20+/m0/s1

InChI Key

BQVYHVVERMVPBC-YGHPHNMRSA-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
Saussurea medusa	LOTUS Database	35616633
Saussurea medusa Maxim	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Tetrahydrofuran lignan
7,7p-epoxylignan
Furanoid lignan
Glycosyl compound
C-glycosyl compound
Methoxyphenol
Phenoxy compound
Furofuran
Phenol ether
Anisole
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Tetrahydrofuran
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Alcohol
Organic oxygen compound
Hydrocarbon derivative
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	1.88	ALOGPS
logP	1.73	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.61	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	97.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	95.98 m³·mol⁻¹	ChemAxon
Polarizability	38.06 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

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

163029284

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane (NP0074895)

MOL for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

3D MOL for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

3D SDF for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

3D-SDF for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

PDB for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

3D PDB for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

SMILES for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

INCHI for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

Structure for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)

3D Structure for NP0074895 (1alpha-Hydroxy-2alpha,4alpha-guaicyl-3,7-dioxabicyclo[3.3.0]octane)