Np mrd loader

Showing NP-Card for Cerberalignan A (NP0050529)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-27 21:55:28 UTC
Updated at2022-04-27 21:55:28 UTC
NP-MRD IDNP0050529
Secondary Accession NumbersNone
Natural Product Identification
Common NameCerberalignan A
Description5-{[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-5'-{[(3S,4S,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 A is found in Cerbera odollam. Based on a literature review very few articles have been published on 5-{[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-5'-{[(3S,4S,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 NP0050529 (Cerberalignan A)


  Mrv1652304272223552D          

 54 59  0  0  1  0            999 V2000
   -9.6587   -1.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2107   -0.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9558    0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1488    0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5968   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8517   -1.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2997   -1.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4927   -1.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9407   -2.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1956   -2.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0026   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5546   -2.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3616   -2.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2575   -3.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0645   -4.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1337   -1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5817   -2.5821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9143   -3.0670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1692   -3.8516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9942   -3.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2491   -3.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -4.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638   -4.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3789   -5.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144   -5.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349   -5.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0198   -5.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2295   -6.5214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -5.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735   -5.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1296   -2.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5165   -3.3641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -1.9690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7898   -0.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8939    1.0965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0869    1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0177   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2726   -1.6004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3589   -2.4209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.1659   -2.5924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.5784   -1.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0263   -1.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5014   -3.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0165   -4.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3520   -4.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1725   -4.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6575   -4.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3219   -3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5081   -5.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8671   -5.4347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2027   -6.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7458   -2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9173   -3.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4657   -1.7720    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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 19 22  1  6  0  0  0
 22 23  2  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 18 31  1  1  0  0  0
 31 32  1  0  0  0  0
 17 33  1  1  0  0  0
  5 34  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  0  0  0  0
  2 37  1  0  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 38 42  1  0  0  0  0
 40 43  1  1  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
 46 49  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  0  0  0  0
 39 52  1  1  0  0  0
 52 53  1  0  0  0  0
 38 54  1  1  0  0  0
M  END
Download

3D MOL for NP0050529 (Cerberalignan A)

Download
3D SDF for NP0050529 (Cerberalignan A)

  Mrv1652304272223552D          

 54 59  0  0  1  0            999 V2000
   -9.6587   -1.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2107   -0.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9558    0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1488    0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5968   -0.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8517   -1.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2997   -1.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4927   -1.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9407   -2.1405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1956   -2.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0026   -3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5546   -2.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3616   -2.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2575   -3.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0645   -4.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1337   -1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5817   -2.5821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9143   -3.0670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1692   -3.8516    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9942   -3.8516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2491   -3.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6843   -4.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638   -4.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3789   -5.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7144   -5.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5349   -5.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0198   -5.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2295   -6.5214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584   -5.0140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735   -5.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1296   -2.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5165   -3.3641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0297   -1.9690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7898   -0.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8939    1.0965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0869    1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0177   -0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2726   -1.6004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3589   -2.4209    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.1659   -2.5924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.5784   -1.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0263   -1.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5014   -3.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0165   -4.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3520   -4.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1725   -4.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6575   -4.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3219   -3.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5081   -5.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8671   -5.4347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2027   -6.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7458   -2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9173   -3.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4657   -1.7720    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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 19 22  1  6  0  0  0
 22 23  2  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 18 31  1  1  0  0  0
 31 32  1  0  0  0  0
 17 33  1  1  0  0  0
  5 34  1  0  0  0  0
  4 35  1  0  0  0  0
 35 36  1  0  0  0  0
  2 37  1  0  0  0  0
 38 37  1  6  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 38 42  1  0  0  0  0
 40 43  1  1  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 43 48  1  0  0  0  0
 46 49  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  0  0  0  0
 39 52  1  1  0  0  0
 52 53  1  0  0  0  0
 38 54  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050529

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C[C@@]2(O)CO[C@@H]([C@@H]2CO)C2=CC(OC)=C(O)C=C2)=CC(=C1O)C1=CC(C[C@@]2(O)CO[C@H]([C@@H]2CO)C2=CC(OC)=C(O)C=C2)=CC(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H46O14/c1-49-31-13-23(5-7-29(31)43)37-27(17-41)39(47,19-53-37)15-21-9-25(35(45)33(11-21)51-3)26-10-22(12-34(52-4)36(26)46)16-40(48)20-54-38(28(40)18-42)24-6-8-30(44)32(14-24)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38+,39+,40+/m0/s1

> <INCHI_KEY>
SZBZRBDIQDAGDJ-MWKPLEISSA-N

> <FORMULA>
C40H46O14

> <MOLECULAR_WEIGHT>
750.794

> <EXACT_MASS>
750.288756161

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
79.16422296247495

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-5'-{[(3S,4S,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>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.668382506255202

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.176726450147353

> <JCHEM_PKA_STRONGEST_BASIC>
-2.675333886002427

> <JCHEM_POLAR_SURFACE_AREA>
217.21999999999994

> <JCHEM_REFRACTIVITY>
195.646

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-5'-{[(3S,4S,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 NP0050529 (Cerberalignan A)
Download
PDB for NP0050529 (Cerberalignan A)
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     -18.030  -2.347   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -19.060  -1.203   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -18.584   0.262   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -17.078   0.582   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -16.047  -0.562   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -16.523  -2.027   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -15.493  -3.171   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.986  -2.851   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.956  -3.996   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.432  -5.460   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -14.938  -5.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -15.969  -4.636   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0     -17.475  -4.956   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0     -15.414  -7.245   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -16.920  -7.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.450  -3.675   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.419  -4.820   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.173  -5.725   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.649  -7.190   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -11.189  -7.190   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -11.665  -5.725   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.744  -8.436   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.212  -8.275   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.307  -9.521   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.934 -10.927   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -8.465 -11.088   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.370  -9.842   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.028 -12.173   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -4.776  -9.360   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -3.870 -10.605   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.709  -5.249   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -6.564  -6.280   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -9.389  -3.675   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -14.541  -0.242   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0     -16.602   2.047   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0     -15.096   2.367   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -20.566  -1.523   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -21.042  -2.987   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -21.203  -4.519   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -22.710  -4.839   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -23.480  -3.506   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -22.449  -2.361   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -23.336  -6.246   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -22.431  -7.492   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -23.057  -8.899   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -24.589  -9.060   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -25.494  -7.814   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -24.868  -6.407   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -25.215 -10.467   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -22.152 -10.145   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -22.778 -11.552   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -20.059  -5.550   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -20.379  -7.056   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -19.536  -3.308   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   37                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   35                                                  
CONECT    5    4    6   34                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14                                                            
CONECT   16    9   17                                                       
CONECT   17   16   18   21   33                                             
CONECT   18   17   19   31                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22   19   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   25                                                            
CONECT   29   24   30                                                       
CONECT   30   29                                                            
CONECT   31   18   32                                                       
CONECT   32   31                                                            
CONECT   33   17                                                            
CONECT   34    5                                                            
CONECT   35    4   36                                                       
CONECT   36   35                                                            
CONECT   37    2   38                                                       
CONECT   38   37   39   42   54                                             
CONECT   39   38   40   52                                                  
CONECT   40   39   41   43                                                  
CONECT   41   40   42                                                       
CONECT   42   41   38                                                       
CONECT   43   40   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47   49                                                  
CONECT   47   46   48                                                       
CONECT   48   47   43                                                       
CONECT   49   46                                                            
CONECT   50   45   51                                                       
CONECT   51   50                                                            
CONECT   52   39   53                                                       
CONECT   53   52                                                            
CONECT   54   38                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  118    0
END

Download
3D PDB for NP0050529 (Cerberalignan A)
Download
SMILES for NP0050529 (Cerberalignan A)
COC1=CC(C[C@@]2(O)CO[C@@H]([C@@H]2CO)C2=CC(OC)=C(O)C=C2)=CC(=C1O)C1=CC(C[C@@]2(O)CO[C@H]([C@@H]2CO)C2=CC(OC)=C(O)C=C2)=CC(OC)=C1O
Download
INCHI for NP0050529 (Cerberalignan A)
InChI=1S/C40H46O14/c1-49-31-13-23(5-7-29(31)43)37-27(17-41)39(47,19-53-37)15-21-9-25(35(45)33(11-21)51-3)26-10-22(12-34(52-4)36(26)46)16-40(48)20-54-38(28(40)18-42)24-6-8-30(44)32(14-24)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38+,39+,40+/m0/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC40H46O14
Average Mass750.7940 Da
Monoisotopic Mass750.28876 Da
IUPAC Name5-{[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-5'-{[(3S,4S,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-{[(3S,4S,5R)-3-hydroxy-5-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)oxolan-3-yl]methyl}-5'-{[(3S,4S,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(C[C@@]2(O)CO[C@@H]([C@@H]2CO)C2=CC(OC)=C(O)C=C2)=CC(=C1O)C1=CC(C[C@@]2(O)CO[C@H]([C@@H]2CO)C2=CC(OC)=C(O)C=C2)=CC(OC)=C1O
InChI Identifier
InChI=1S/C40H46O14/c1-49-31-13-23(5-7-29(31)43)37-27(17-41)39(47,19-53-37)15-21-9-25(35(45)33(11-21)51-3)26-10-22(12-34(52-4)36(26)46)16-40(48)20-54-38(28(40)18-42)24-6-8-30(44)32(14-24)50-2/h5-14,27-28,37-38,41-48H,15-20H2,1-4H3/t27-,28-,37-,38+,39+,40+/m0/s1
InChI KeySZBZRBDIQDAGDJ-MWKPLEISSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
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
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Anisole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • 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-4.3ALOGPS
pKa (Strongest Acidic)9.18ChemAxon
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
Polarizability79.16 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 Compound163021484  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available