NP-MRD: Showing NP-Card for 7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol (NP0180815)

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Record Information

Version

2.0

Created at

2022-09-03 19:13:48 UTC

Updated at

2022-09-03 19:13:49 UTC

NP-MRD ID

NP0180815

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol

Description

Neorautenanol belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, neorautenanol is considered to be a flavonoid lipid molecule. 7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol is found in Maackia floribunda and Neorautanenia amboensis. Neorautenanol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1533004231519212D          

 27 32  0  0  0  0            999 V2000
    1.4797   -4.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -4.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -3.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403   -4.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6941   -5.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218   -5.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0349   -5.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3202   -4.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925   -4.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2326   -3.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0323   -3.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7181   -3.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4581   -3.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2243   -3.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7520   -4.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3119   -4.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5123   -4.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8264   -4.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -4.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -4.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -3.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7371   -3.0078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -3.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1110   -3.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980   -3.4275    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
  7 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  2 27  1  0  0  0  0
M  END

     RDKit          3D

 45 50  0  0  0  0  0  0  0  0999 V2000
   -6.1600   -0.9435   -0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1803    0.2079   -0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9677    1.4916   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272    0.1321    0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4861   -0.0349    1.3632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4676   -0.1556    0.3042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8392   -0.0913   -1.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719   -0.2061   -2.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5594   -0.3819   -1.6528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846   -0.4461   -0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298   -0.3347    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -0.3892    2.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2288   -0.6279   -0.0400 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7378    0.0625    1.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1319    0.1178    0.8345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2011    0.1246    1.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4906    0.1828    1.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6953    0.2337   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289    0.2270   -1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3260    0.1691   -0.5361 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9925    0.1542   -1.1264 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8021   -0.5947   -2.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4066   -0.4976   -2.6868 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0635    0.2846   -0.3137 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6796    0.4799    0.9455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6961    0.2006    1.9131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1660    0.0867   -1.3690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7570   -0.6232   -1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7735   -1.1526    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5629   -1.8299   -0.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6549    1.4145   -1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5301    1.7290    0.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2782    2.3476   -0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4749    0.2208    1.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1798   -0.0873    2.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1845   -0.1531   -3.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0187   -0.5161    2.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5833   -1.6616   -0.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0121    0.0852    2.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7836    0.2666   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410    1.1595   -1.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4056   -0.2153   -3.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263   -1.6766   -2.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0355    1.5126    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4993   -0.2719    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 27  1  0
 27  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 10 11  1  0
 11 12  1  0
 11  6  2  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  6  7  1  0
 23  9  1  0
 21 13  1  0
 20 15  1  0
 26 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  8 36  1  0
 13 38  1  1
 16 39  1  0
 25 44  1  0
 25 45  1  0
 19 40  1  0
 21 41  1  6
 22 42  1  0
 22 43  1  0
 12 37  1  0
  5 35  1  0
  4 34  1  0
M  END

  Mrv1533004231519212D          

 27 32  0  0  0  0            999 V2000
    1.4797   -4.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -4.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -3.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403   -4.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -4.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811   -5.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6941   -5.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2218   -5.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0349   -5.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3202   -4.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925   -4.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2326   -3.5783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0323   -3.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7181   -3.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4581   -3.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2243   -3.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7520   -4.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3119   -4.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5123   -4.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8264   -4.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0864   -4.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -4.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -3.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7371   -3.0078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -3.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1110   -3.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980   -3.4275    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  0  0  0  0
 13 21  1  0  0  0  0
 11 22  1  0  0  0  0
  7 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
  2 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0180815

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=CC3=C(C4OC5=CC6=C(OCO6)C=C5C4CO3)C(O)=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H18O6/c1-21(2)4-3-10-14(27-21)7-17-18(19(10)22)20-12(8-23-17)11-5-15-16(25-9-24-15)6-13(11)26-20/h3-7,12,20,22H,8-9H2,1-2H3

> <INCHI_KEY>
NMOUYFFKLRGDSS-UHFFFAOYSA-N

> <FORMULA>
C21H18O6

> <MOLECULAR_WEIGHT>
366.369

> <EXACT_MASS>
366.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.73887532180541

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2(11),3,5,9,15,17(21),22-heptaen-3-ol

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
3.1907515316666664

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.876939981238786

> <JCHEM_PKA_STRONGEST_BASIC>
-4.250930244135362

> <JCHEM_POLAR_SURFACE_AREA>
66.38000000000001

> <JCHEM_REFRACTIVITY>
96.75819999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
neorautenanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       2.762  -9.019   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.757  -7.843   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.426  -7.068   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.742  -9.027   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.260  -8.766   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.245  -9.949   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.762  -9.688   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.747 -10.872   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.265 -10.611   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.798  -9.166   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.813  -7.982   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      11.634  -6.679   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.127  -7.058   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.407  -6.202   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.788  -6.883   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      17.219  -6.312   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      18.204  -7.496   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      17.382  -8.798   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      15.890  -8.420   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.609  -9.276   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.228  -8.595   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.295  -8.243   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.310  -7.059   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.843  -5.615   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.792  -7.321   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.807  -6.137   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.290  -6.398   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   27                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   10   13                                                  
CONECT   22   11    7   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    5   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26    2                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₈O₆

Average Mass

366.3690 Da

Monoisotopic Mass

366.11034 Da

IUPAC Name

7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2(11),3,5,9,15,17(21),22-heptaen-3-ol

Traditional Name

neorautenanol

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=CC3=C(C4OC5=CC6=C(OCO6)C=C5C4CO3)C(O)=C2C=C1

InChI Identifier

InChI=1S/C21H18O6/c1-21(2)4-3-10-14(27-21)7-17-18(19(10)22)20-12(8-23-17)11-5-15-16(25-9-24-15)6-13(11)26-20/h3-7,12,20,22H,8-9H2,1-2H3

InChI Key

NMOUYFFKLRGDSS-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Maackia fauriei	LOTUS Database	35616633
Neorautanenia amboensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
Coumaran
Benzofuran
Benzodioxole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Ether
Acetal
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070093 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.57	ALOGPS
logP	3.19	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.88	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	96.76 m³·mol⁻¹	ChemAxon
Polarizability	38.74 Å³	ChemAxon
Number of Rings	6	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

44257467

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol (NP0180815)

MOL for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

3D MOL for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

3D SDF for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

3D-SDF for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

PDB for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

3D PDB for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

SMILES for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

INCHI for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

Structure for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)

3D Structure for NP0180815 (7,7-dimethyl-8,12,18,20,24-pentaoxahexacyclo[12.10.0.0²,¹¹.0⁴,⁹.0¹⁵,²³.0¹⁷,²¹]tetracosa-2,4(9),5,10,15,17(21),22-heptaen-3-ol)