Np mrd loader

Showing NP-Card for Cerberalignan B (NP0050530)

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Record Information
Version2.0
Created at2022-04-27 21:55:35 UTC
Updated at2022-04-27 21:55:35 UTC
NP-MRD IDNP0050530
Secondary Accession NumbersNone
Natural Product Identification
Common NameCerberalignan B
Description5-[(2S,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively. Cerberalignan B is found in Cerbera manghas and Cerbera odollam. Based on a literature review very few articles have been published on 5-[(2S,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050530 (Cerberalignan B)


  Mrv1652304272223552D          

 54 59  0  0  1  0            999 V2000
    1.9704   -5.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -5.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -5.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8663   -4.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733   -4.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2253   -4.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -4.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -3.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9282   -3.2620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9085   -6.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4605   -7.0136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1279   -7.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8730   -8.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -8.2831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7931   -7.4985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0084   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -6.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631   -8.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -9.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137  -10.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068  -10.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423   -9.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574   -8.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628   -9.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477  -10.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8682  -10.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -9.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -8.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984   -8.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0544   -7.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -7.7657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6954   -7.8519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0309   -7.0983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4178   -6.5462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -6.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8379   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3899   -7.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1969   -7.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4518   -6.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8998   -5.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0928   -6.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1547   -5.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9617   -5.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2588   -6.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1079   -8.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9329   -8.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -8.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3531  -10.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736  -10.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7122  -10.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917  -10.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493  -11.1254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643  -11.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125   -6.4005    0.0000 O   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  2  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  1  0  0  0  0
  5  9  1  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
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 14 15  1  0  0  0  0
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 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 14 18  1  6  0  0  0
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 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
 22 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 33 36  1  1  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 39 44  1  0  0  0  0
 32 45  1  6  0  0  0
 45 46  1  0  0  0  0
 31 47  1  1  0  0  0
 26 48  1  0  0  0  0
 48 49  1  0  0  0  0
 25 50  1  0  0  0  0
 21 51  1  0  0  0  0
 20 52  1  0  0  0  0
 52 53  1  0  0  0  0
 11 54  1  6  0  0  0
M  END
Download

3D MOL for NP0050530 (Cerberalignan B)

Download
3D SDF for NP0050530 (Cerberalignan B)

  Mrv1652304272223552D          

 54 59  0  0  1  0            999 V2000
    1.9704   -5.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -5.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -5.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8663   -4.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733   -4.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2253   -4.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323   -4.4882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2872   -3.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9282   -3.2620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9085   -6.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4605   -7.0136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1279   -7.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8730   -8.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -8.2831    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7931   -7.4985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0084   -7.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -6.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631   -8.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -9.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137  -10.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4068  -10.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7423   -9.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2574   -8.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5628   -9.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477  -10.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8682  -10.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -9.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7188   -8.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984   -8.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0544   -7.8519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -7.7657    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6954   -7.8519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0309   -7.0983    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4178   -6.5462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034   -6.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8379   -6.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3899   -7.5398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1969   -7.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4518   -6.5837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8998   -5.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0928   -6.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1547   -5.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9617   -5.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2588   -6.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1079   -8.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9329   -8.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8749   -8.5907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3531  -10.6942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1736  -10.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7122  -10.8666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917  -10.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493  -11.1254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2643  -11.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125   -6.4005    0.0000 O   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  2  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  1  0  0  0  0
  5  9  1  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 14 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
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
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 24 29  1  0  0  0  0
 28 30  1  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 33 36  1  1  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 39 44  1  0  0  0  0
 32 45  1  6  0  0  0
 45 46  1  0  0  0  0
 31 47  1  1  0  0  0
 26 48  1  0  0  0  0
 48 49  1  0  0  0  0
 25 50  1  0  0  0  0
 21 51  1  0  0  0  0
 20 52  1  0  0  0  0
 52 53  1  0  0  0  0
 11 54  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0050530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)[C@H]1OC[C@](O)(CC2=CC(=C(O)C(OC)=C2)C2=CC(=CC(OC)=C2O)[C@H]2OC[C@](O)(CC3=CC(OC)=C(O)C=C3)[C@@H]2CO)[C@@H]1CO

> <INCHI_IDENTIFIER>
InChI=1S/C40H46O14/c1-49-31-10-21(5-7-29(31)43)15-39(47)19-54-38(28(39)18-42)24-12-26(36(46)34(14-24)52-4)25-9-22(11-33(51-3)35(25)45)16-40(48)20-53-37(27(40)17-41)23-6-8-30(44)32(13-23)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38-,39-,40-/m1/s1

> <INCHI_KEY>
XPQIEZIKRSRKFO-LPUJSSOASA-N

> <FORMULA>
C40H46O14

> <MOLECULAR_WEIGHT>
750.794

> <EXACT_MASS>
750.288756161

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
79.57001718885802

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(2S,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.644066408000001

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.672388973980084

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.113817701373135

> <JCHEM_PKA_STRONGEST_BASIC>
-2.675333886002427

> <JCHEM_POLAR_SURFACE_AREA>
217.21999999999997

> <JCHEM_REFRACTIVITY>
195.646

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.18e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2S,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050530 (Cerberalignan B)
Download
PDB for NP0050530 (Cerberalignan B)
HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       3.678 -10.163   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.172 -10.483   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.141  -9.339   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.617  -7.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.123  -7.554   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.154  -8.698   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.660  -8.378   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.136  -6.913   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.599  -6.089   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.696 -11.948   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.726 -13.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.972 -13.997   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.496 -15.462   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.956 -15.462   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.480 -13.997   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.016 -13.521   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.304 -12.015   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.051 -16.708   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.677 -18.115   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.772 -19.360   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.759 -19.199   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.386 -17.793   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.480 -16.547   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.917 -17.632   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.822 -18.878   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.354 -18.717   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.980 -17.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.075 -16.064   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.544 -16.225   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.702 -14.657   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.233 -14.496   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.765 -14.657   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.391 -13.250   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -8.247 -12.220   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -6.913 -12.990   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -10.897 -12.930   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -11.928 -14.074   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -13.434 -13.754   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.910 -12.290   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -12.880 -11.145   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -11.373 -11.465   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -13.356  -9.680   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -14.862  -9.360   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -15.416 -11.969   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -9.535 -15.991   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -11.075 -15.991   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -7.233 -16.036   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -6.259 -19.962   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -7.791 -19.801   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -3.196 -20.284   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -1.664 -20.445   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       1.399 -20.767   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       0.493 -22.013   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       3.757 -11.948   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5                                                            
CONECT   10    2   11                                                       
CONECT   11   10   12   15   54                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   11   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   14   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   52                                                  
CONECT   21   20   22   51                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25   29                                                  
CONECT   25   24   26   50                                                  
CONECT   26   25   27   48                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28   24                                                       
CONECT   30   28   31                                                       
CONECT   31   30   32   35   47                                             
CONECT   32   31   33   45                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34   31                                                       
CONECT   36   33   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   44                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40   36                                                       
CONECT   42   40   43                                                       
CONECT   43   42                                                            
CONECT   44   39                                                            
CONECT   45   32   46                                                       
CONECT   46   45                                                            
CONECT   47   31                                                            
CONECT   48   26   49                                                       
CONECT   49   48                                                            
CONECT   50   25                                                            
CONECT   51   21                                                            
CONECT   52   20   53                                                       
CONECT   53   52                                                            
CONECT   54   11                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  118    0
END

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3D PDB for NP0050530 (Cerberalignan B)
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SMILES for NP0050530 (Cerberalignan B)
COC1=CC(=CC=C1O)[C@H]1OC[C@](O)(CC2=CC(=C(O)C(OC)=C2)C2=CC(=CC(OC)=C2O)[C@H]2OC[C@](O)(CC3=CC(OC)=C(O)C=C3)[C@@H]2CO)[C@@H]1CO
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INCHI for NP0050530 (Cerberalignan B)
InChI=1S/C40H46O14/c1-49-31-10-21(5-7-29(31)43)15-39(47)19-54-38(28(39)18-42)24-12-26(36(46)34(14-24)52-4)25-9-22(11-33(51-3)35(25)45)16-40(48)20-53-37(27(40)17-41)23-6-8-30(44)32(13-23)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38-,39-,40-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC40H46O14
Average Mass750.7940 Da
Monoisotopic Mass750.28876 Da
IUPAC Name5-[(2S,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol
Traditional Name5-[(2S,3R,4S)-4-hydroxy-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(hydroxymethyl)oxolan-2-yl]-5'-{[(3S,4R,5S)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-3,3'-dimethoxy-[1,1'-biphenyl]-2,2'-diol
CAS Registry NumberNot Available
SMILES
COC1=CC(=CC=C1O)[C@H]1OC[C@](O)(CC2=CC(=C(O)C(OC)=C2)C2=CC(=CC(OC)=C2O)[C@H]2OC[C@](O)(CC3=CC(OC)=C(O)C=C3)[C@@H]2CO)[C@@H]1CO
InChI Identifier
InChI=1S/C40H46O14/c1-49-31-10-21(5-7-29(31)43)15-39(47)19-54-38(28(39)18-42)24-12-26(36(46)34(14-24)52-4)25-9-22(11-33(51-3)35(25)45)16-40(48)20-53-37(27(40)17-41)23-6-8-30(44)32(13-23)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38-,39-,40-/m1/s1
InChI KeyXPQIEZIKRSRKFO-LPUJSSOASA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cerbera manghasLOTUS Database
Cerbera odollamPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7,9'-epoxylignans. These are lignans that contain the 7,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries a phenyl group, a methyl group, and a benzyl group at the 2-, 3-, 4-position, respectively.
KingdomOrganic compounds  
Super ClassLignans, neolignans and related compounds  
ClassFuranoid lignans  
Sub ClassTetrahydrofuran lignans  
Direct Parent7,9'-epoxylignans  
Alternative Parents
Substituents
  • 7,9p-epoxylignan
    • 

  • Linear 1,7-diphenylheptane skeleton
    • 

  • Biphenyl
    • 

  • Methoxyphenol
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Dialkyl ether
    • 

  • Ether
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.81ALOGPS
logP2.64ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.11ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area217.22 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity195.65 m³·mol⁻¹ChemAxon
Polarizability79.57 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14033809  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available