NP-MRD: Showing NP-Card for 18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol (NP0234425)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 16:27:22 UTC

Updated at

2022-09-06 16:27:22 UTC

NP-MRD ID

NP0234425

Secondary Accession Numbers

None

Natural Product Identification

Common Name

18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol

Description

18-(Hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]Octadeca-2,4,6,12,14,16-hexaene-4,15-diol belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton. 18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol is found in Bambusa emeiensis and Lyonia ovalifolia. 18-(Hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]Octadeca-2,4,6,12,14,16-hexaene-4,15-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161501492D          

 30 33  0  0  0  0            999 V2000
   -3.0919   -0.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409    0.4275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495    0.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347   -0.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0845   -0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -1.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -0.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8907   -0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    0.4156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330   -0.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    1.8280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1182    2.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    2.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8748    0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -0.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619   -0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539   -1.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    0.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143    1.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    2.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393    1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732    1.8195    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 56 59  0  0  0  0  0  0  0  0999 V2000
   -5.9459   -1.7072    0.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1063   -1.0335    1.2054 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8731   -0.5693    0.7746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -0.7195   -0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1812   -0.2525   -0.9191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245    0.4123   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7773    0.5677    1.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0640    1.1934    2.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193    0.4276    3.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    0.0818    1.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4518    0.2651    2.9456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281    0.9981   -0.4965 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1247    0.2782    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688   -1.0322   -0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589   -1.6314    0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235   -0.9595    1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -1.6158    1.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7848   -2.9195    1.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597    0.3175    1.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896    1.0179    2.4733 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8576    0.9784    0.9818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5539    2.2612    1.3559 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0579    3.4458    0.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -1.8098   -1.2339 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4222   -1.4525   -2.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -0.2416   -2.6736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8846   -0.5203   -2.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348    0.9995   -1.9990 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3362    1.4248   -2.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6208    2.7234   -2.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4697   -2.6457   -0.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0397   -1.0417   -0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9340   -1.9188    0.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0886   -1.2475   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0083    0.1743    4.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967    1.0661    3.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0499   -0.4846    2.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3219   -0.0473    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0193    2.0766   -0.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8318   -2.6359    0.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4815   -3.3609    2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1541   -2.9784    0.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8538   -3.5549    1.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4889    1.9541    2.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3339    4.0029    0.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9399    3.2346    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.1670    1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751   -2.3186   -2.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2714   -1.3366   -3.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419    0.0146   -3.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469   -1.5634   -2.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5690    0.1360   -2.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7150    1.8050   -2.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336    1.4637   -3.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1880    0.7581   -2.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    3.3531   -2.7460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 12  1  0
 12 28  1  0
 28 29  1  0
 29 30  1  0
 28 26  1  0
 26 27  1  0
 26 25  1  0
 25 24  1  0
 24 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 21 13  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 10  3  1  0
 27  5  1  0
 13 14  1  0
 13 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
 12 39  1  1
 28 53  1  6
 29 54  1  0
 29 55  1  0
 30 56  1  0
 26 50  1  6
 27 51  1  0
 27 52  1  0
 25 48  1  0
 25 49  1  0
 15 40  1  0
 18 41  1  0
 18 42  1  0
 18 43  1  0
 20 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
  9 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
M  END


  Mrv1533004161501492D          

 30 33  0  0  0  0            999 V2000
   -3.0919   -0.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4409    0.4275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5495    0.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347   -0.2860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0845   -0.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1639   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4698   -1.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948   -1.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251   -1.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -0.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8907   -0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727    0.4156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7330   -0.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862    1.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4228    1.8280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    1.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1182    2.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    2.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6510    0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8748    0.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3797   -0.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619   -0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539   -1.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    0.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3143    1.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    2.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    2.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1393    1.1430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6732    1.8195    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
  5 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234425

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C3C(CO)C(C2)COC2=CC(OC)=C(O)C(OC)=C32)C(OC)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H26O8/c1-26-14-6-10-5-11-9-30-13-7-15(27-2)20(25)22(29-4)18(13)17(12(11)8-23)16(10)21(28-3)19(14)24/h6-7,11-12,17,23-25H,5,8-9H2,1-4H3

> <INCHI_KEY>
VCZWWJGHKZTTAS-UHFFFAOYSA-N

> <FORMULA>
C22H26O8

> <MOLECULAR_WEIGHT>
418.442

> <EXACT_MASS>
418.162767797

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.78143736900802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2,4,6,12(17),13,15-hexaene-4,15-diol

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.8260016073333332

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.046880978285927

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.435460097695007

> <JCHEM_PKA_STRONGEST_BASIC>
-2.612203319782531

> <JCHEM_POLAR_SURFACE_AREA>
106.84000000000002

> <JCHEM_REFRACTIVITY>
109.00089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2,4,6,12(17),13,15-hexaene-4,15-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -5.772  -0.272   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.556   0.798   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.892   0.797   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.118  -0.534   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.158  -0.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.306  -2.045   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.877  -3.031   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.417  -3.026   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.593  -2.032   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.856  -0.515   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.396  -0.510   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.162   0.826   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       7.789   0.776   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.835  -0.427   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.388   2.157   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.389   3.412   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.848   2.153   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.954   3.801   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.073   5.400   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.082   0.816   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.633   1.339   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.709  -0.752   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.049  -1.220   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.154  -2.597   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.188   0.807   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.587   2.138   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.666   3.795   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.827   5.391   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.127   2.134   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.123   3.396   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    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   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   10   21                                                  
CONECT   21   20   22   25                                                  
CONECT   22   21    7   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   21    5   26                                                  
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26    3   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆O₈

Average Mass

418.4420 Da

Monoisotopic Mass

418.16277 Da

IUPAC Name

18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2,4,6,12(17),13,15-hexaene-4,15-diol

Traditional Name

18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2,4,6,12(17),13,15-hexaene-4,15-diol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C3C(CO)C(C2)COC2=CC(OC)=C(O)C(OC)=C32)C(OC)=C1O

InChI Identifier

InChI=1S/C22H26O8/c1-26-14-6-10-5-11-9-30-13-7-15(27-2)20(25)22(29-4)18(13)17(12(11)8-23)16(10)21(28-3)19(14)24/h6-7,11-12,17,23-25H,5,8-9H2,1-4H3

InChI Key

VCZWWJGHKZTTAS-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
Bambusa emeiensis	LOTUS Database	35616633
Lyonia ovalifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryltetralin lignans. These are lignans with a structure based on the 1-phenyltetralin skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Aryltetralin lignans

Sub Class

Not Available

Direct Parent

Aryltetralin lignans

Alternative Parents

Substituents

1-aryltetralin lignan
Benzoxepine
Tetralin
Anisole
Phenol ether
Alkyl aryl ether
Phenol
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen 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	1.83	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.44	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	106.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109 m³·mol⁻¹	ChemAxon
Polarizability	42.78 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

75163494

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol (NP0234425)

MOL for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

3D MOL for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

3D SDF for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

3D-SDF for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

PDB for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

3D PDB for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

SMILES for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

INCHI for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

Structure for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)

3D Structure for NP0234425 (18-(hydroxymethyl)-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.0²,⁷.0¹²,¹⁷]octadeca-2(7),3,5,12(17),13,15-hexaene-4,15-diol)