NP-MRD: Showing NP-Card for (+)-melilotocarpan A (NP0031882)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 22:50:07 UTC

Updated at

2021-06-30 00:00:44 UTC

NP-MRD ID

NP0031882

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-melilotocarpan A

Provided By

JEOL Database JEOL Logo

Description

(+)-Melilotocarpan A 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. (+)-melilotocarpan A is found in Dalbergia odorifera , Melilotus alba, Dalea spinosa, Trifolium hybridum and Trifolium pallescens. (+)-melilotocarpan A was first documented in 2006 (Belofsky, G., et al.). Based on a literature review very few articles have been published on (+)-Melilotocarpan A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100503D          

 38 41  0  0  0  0            999 V2000
   -4.5481    4.6052    4.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896    4.6231    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    3.6089    3.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.5812    4.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.5945    4.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019    1.6487    3.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209    2.6621    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    3.6504    2.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    2.5840    1.3006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.2608    1.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4840    0.3286    0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.6290   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -0.2179   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -1.3767   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586   -2.0740   -2.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6558   -3.2346   -2.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6752   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -2.7869    0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170   -0.8376    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.2203    2.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.7062    2.9912 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5961    0.7977    2.9238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1653    4.7197    5.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514    3.6966    3.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985    5.4601    3.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    2.5277    4.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572    0.8160    4.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    4.4340    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    1.3420    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    1.5353   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4412    0.0359   -2.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065   -2.9937   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -3.6310   -3.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045   -4.0141   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -2.7214    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.9978    3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706   -1.2196    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692    1.1149    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 11 10  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  2  0  0  0  0
  6  7  2  0  0  0  0
 22 10  1  0  0  0  0
  7  8  1  0  0  0  0
 19 17  2  0  0  0  0
  8  3  2  0  0  0  0
 17 14  1  0  0  0  0
  3  4  1  0  0  0  0
  9  7  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
 14 15  1  0  0  0  0
  3  2  1  0  0  0  0
 19 11  1  0  0  0  0
  2  1  1  0  0  0  0
 10  9  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 14 13  2  0  0  0  0
 22 38  1  1  0  0  0
  6 22  1  0  0  0  0
 10 29  1  1  0  0  0
 13 31  1  0  0  0  0
 12 30  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
  8 28  1  0  0  0  0
  4 26  1  0  0  0  0
  5 27  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 18 35  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.5481    4.6052    4.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896    4.6231    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    3.6089    3.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.5812    4.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.5945    4.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019    1.6487    3.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209    2.6621    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    3.6504    2.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    2.5840    1.3006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.2608    1.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4840    0.3286    0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.6290   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -0.2179   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -1.3767   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586   -2.0740   -2.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6558   -3.2346   -2.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6752   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -2.7869    0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170   -0.8376    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.2203    2.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.7062    2.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961    0.7977    2.9238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1653    4.7197    5.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514    3.6966    3.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985    5.4601    3.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    2.5277    4.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572    0.8160    4.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    4.4340    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    1.3420    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    1.5353   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4412    0.0359   -2.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065   -2.9937   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -3.6310   -3.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045   -4.0141   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -2.7214    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.9978    3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706   -1.2196    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692    1.1149    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 11 10  1  0
 22 21  1  0
 21 20  1  0
 13 12  1  0
 12 11  2  0
  6  7  2  0
 22 10  1  0
  7  8  1  0
 19 17  2  0
  8  3  2  0
 17 14  1  0
  3  4  1  0
  9  7  1  0
  4  5  2  0
  5  6  1  0
 14 15  1  0
  3  2  1  0
 19 11  1  0
  2  1  1  0
 10  9  1  0
 15 16  1  0
 17 18  1  0
 14 13  2  0
 22 38  1  1
  6 22  1  0
 10 29  1  1
 13 31  1  0
 12 30  1  0
 21 36  1  0
 21 37  1  0
  8 28  1  0
  4 26  1  0
  5 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
M  END


  Mrv1652306202100503D          

 38 41  0  0  0  0            999 V2000
   -4.5481    4.6052    4.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896    4.6231    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    3.6089    3.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.5812    4.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.5945    4.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019    1.6487    3.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209    2.6621    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    3.6504    2.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    2.5840    1.3006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.2608    1.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4840    0.3286    0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.6290   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -0.2179   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -1.3767   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586   -2.0740   -2.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6558   -3.2346   -2.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6752   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -2.7869    0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170   -0.8376    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.2203    2.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.7062    2.9912 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5961    0.7977    2.9238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1653    4.7197    5.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514    3.6966    3.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985    5.4601    3.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    2.5277    4.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572    0.8160    4.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    4.4340    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    1.3420    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    1.5353   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4412    0.0359   -2.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065   -2.9937   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -3.6310   -3.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045   -4.0141   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -2.7214    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.9978    3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706   -1.2196    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692    1.1149    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 11 10  1  0  0  0  0
 22 21  1  0  0  0  0
 21 20  1  0  0  0  0
 13 12  1  0  0  0  0
 12 11  2  0  0  0  0
  6  7  2  0  0  0  0
 22 10  1  0  0  0  0
  7  8  1  0  0  0  0
 19 17  2  0  0  0  0
  8  3  2  0  0  0  0
 17 14  1  0  0  0  0
  3  4  1  0  0  0  0
  9  7  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
 14 15  1  0  0  0  0
  3  2  1  0  0  0  0
 19 11  1  0  0  0  0
  2  1  1  0  0  0  0
 10  9  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  0  0  0  0
 14 13  2  0  0  0  0
 22 38  1  1  0  0  0
  6 22  1  0  0  0  0
 10 29  1  1  0  0  0
 13 31  1  0  0  0  0
 12 30  1  0  0  0  0
 21 36  1  0  0  0  0
 21 37  1  0  0  0  0
  8 28  1  0  0  0  0
  4 26  1  0  0  0  0
  5 27  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 16 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 18 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031882

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2OC([H])([H])[C@]3([H])C4=C(O[C@]3([H])C2=C([H])C([H])=C1OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C4[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-19-9-3-4-10-12-8-21-17-11(16(12)22-14(10)7-9)5-6-13(20-2)15(17)18/h3-7,12,16,18H,8H2,1-2H3/t12-,16-/m1/s1

> <INCHI_KEY>
YHSXPHNOIMTWTH-MLGOLLRUSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.31

> <EXACT_MASS>
300.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.20983369758011

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10S)-5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-6-ol

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.3515521306666667

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.187228323723259

> <JCHEM_PKA_STRONGEST_BASIC>
-4.291168229822734

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
79.52430000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10S)-5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -4.5481    4.6052    4.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896    4.6231    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    3.6089    3.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.5812    4.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.5945    4.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019    1.6487    3.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209    2.6621    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    3.6504    2.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    2.5840    1.3006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.2608    1.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4840    0.3286    0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.6290   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -0.2179   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -1.3767   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586   -2.0740   -2.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6558   -3.2346   -2.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6752   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -2.7869    0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170   -0.8376    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.2203    2.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.7062    2.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961    0.7977    2.9238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1653    4.7197    5.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514    3.6966    3.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985    5.4601    3.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    2.5277    4.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572    0.8160    4.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    4.4340    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    1.3420    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    1.5353   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4412    0.0359   -2.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065   -2.9937   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -3.6310   -3.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045   -4.0141   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -2.7214    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.9978    3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706   -1.2196    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692    1.1149    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 11 10  1  0
 22 21  1  0
 21 20  1  0
 13 12  1  0
 12 11  2  0
  6  7  2  0
 22 10  1  0
  7  8  1  0
 19 17  2  0
  8  3  2  0
 17 14  1  0
  3  4  1  0
  9  7  1  0
  4  5  2  0
  5  6  1  0
 14 15  1  0
  3  2  1  0
 19 11  1  0
  2  1  1  0
 10  9  1  0
 15 16  1  0
 17 18  1  0
 14 13  2  0
 22 38  1  1
  6 22  1  0
 10 29  1  1
 13 31  1  0
 12 30  1  0
 21 36  1  0
 21 37  1  0
  8 28  1  0
  4 26  1  0
  5 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.548   4.605   4.083  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.490   4.623   3.135  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.573   3.609   3.208  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.560   2.581   4.168  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.565   1.595   4.152  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.602   1.649   3.161  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.621   2.662   2.216  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.583   3.650   2.221  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.398   2.584   1.301  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.963   1.261   1.507  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.484   0.329   0.422  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.722   0.629  -0.925  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.252  -0.218  -1.933  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.474  -1.377  -1.630  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.859  -2.074  -2.742  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.656  -3.235  -2.559  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.710  -1.675  -0.287  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.413  -2.787   0.103  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.217  -0.838   0.730  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.505  -1.220   2.018  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.408  -0.706   2.991  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.596   0.798   2.924  0.00  0.00           C+0
HETATM   23  H   UNK     0      -4.165   4.720   5.103  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.151   3.697   3.986  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.199   5.460   3.875  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.313   2.528   4.948  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.557   0.816   4.908  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.576   4.434   1.472  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.055   1.342   1.424  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.258   1.535  -1.199  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.441   0.036  -2.974  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.607  -2.994  -2.072  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.893  -3.631  -3.551  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.105  -4.014  -2.024  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.478  -2.721   1.075  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.023  -0.998   3.975  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.371  -1.220   2.866  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.369   1.115   3.636  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    8    4    2                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6   27                                                  
CONECT    6    7    5   22                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3   28                                                  
CONECT    9    7   10                                                       
CONECT   10   11   22    9   29                                             
CONECT   11   10   12   19                                                  
CONECT   12   13   11   30                                                  
CONECT   13   12   14   31                                                  
CONECT   14   17   15   13                                                  
CONECT   15   14   16                                                       
CONECT   16   15   32   33   34                                             
CONECT   17   19   14   18                                                  
CONECT   18   17   35                                                       
CONECT   19   20   17   11                                                  
CONECT   20   19   21                                                       
CONECT   21   22   20   36   37                                             
CONECT   22   21   10   38    6                                             
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    8                                                            
CONECT   29   10                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   16                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   21                                                            
CONECT   37   21                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

RDKit          3D

38 41  0  0  0  0  0  0  0  0999 V2000
   -4.5481    4.6052    4.0835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896    4.6231    3.1348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    3.6089    3.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    2.5812    4.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.5945    4.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6019    1.6487    3.1609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209    2.6621    2.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831    3.6504    2.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3984    2.5840    1.3006 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9630    1.2608    1.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4840    0.3286    0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7216    0.6290   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -0.2179   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4736   -1.3767   -1.6302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8586   -2.0740   -2.7421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6558   -3.2346   -2.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6752   -0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4126   -2.7869    0.1027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2170   -0.8376    0.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5053   -1.2203    2.0180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -0.7062    2.9912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5961    0.7977    2.9238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1653    4.7197    5.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514    3.6966    3.9863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985    5.4601    3.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3127    2.5277    4.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5572    0.8160    4.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759    4.4340    1.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    1.3420    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585    1.5353   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4412    0.0359   -2.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065   -2.9937   -2.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -3.6310   -3.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1045   -4.0141   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -2.7214    1.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0227   -0.9978    3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3706   -1.2196    2.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3692    1.1149    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 11 10  1  0
 22 21  1  0
 21 20  1  0
 13 12  1  0
 12 11  2  0
  6  7  2  0
 22 10  1  0
  7  8  1  0
 19 17  2  0
  8  3  2  0
 17 14  1  0
  3  4  1  0
  9  7  1  0
  4  5  2  0
  5  6  1  0
 14 15  1  0
  3  2  1  0
 19 11  1  0
  2  1  1  0
 10  9  1  0
 15 16  1  0
 17 18  1  0
 14 13  2  0
 22 38  1  1
  6 22  1  0
 10 29  1  1
 13 31  1  0
 12 30  1  0
 21 36  1  0
 21 37  1  0
  8 28  1  0
  4 26  1  0
  5 27  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 16 32  1  0
 16 33  1  0
 16 34  1  0
 18 35  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₅

Average Mass

300.3100 Da

Monoisotopic Mass

300.09977 Da

IUPAC Name

(1S,10S)-5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-6-ol

Traditional Name

(1S,10S)-5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-6-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C2OC([H])([H])[C@]3([H])C4=C(O[C@]3([H])C2=C([H])C([H])=C1OC([H])([H])[H])C([H])=C(OC([H])([H])[H])C([H])=C4[H]

InChI Identifier

InChI=1S/C17H16O5/c1-19-9-3-4-10-12-8-21-17-11(16(12)22-14(10)7-9)5-6-13(20-2)15(17)18/h3-7,12,16,18H,8H2,1-2H3/t12-,16-/m1/s1

InChI Key

YHSXPHNOIMTWTH-MLGOLLRUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Dalbergia odorifera	Plant	KNApSAcK
Melilotus alba	Plant	KNApSAcK
Psorothamnus spinosus	JEOL database	Belofsky, G., et al, J. Nat. Prod. 69, 261 (2006)
Trifolium hybridum	Plant	KNApSAcK
Trifolium pallescens	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	2.82	ALOGPS
logP	2.35	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	9.19	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.52 m³·mol⁻¹	ChemAxon
Polarizability	31.21 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

4477660

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319349

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Belofsky, G., et al. (2006). Belofsky, G., et al, J. Nat. Prod. 69, 261 (2006). J. Nat. Prod..

Showing NP-Card for (+)-melilotocarpan A (NP0031882)

MOL for NP0031882 ((+)-melilotocarpan A)

3D MOL for NP0031882 ((+)-melilotocarpan A)

3D SDF for NP0031882 ((+)-melilotocarpan A)

3D-SDF for NP0031882 ((+)-melilotocarpan A)

PDB for NP0031882 ((+)-melilotocarpan A)

3D PDB for NP0031882 ((+)-melilotocarpan A)

SMILES for NP0031882 ((+)-melilotocarpan A)

INCHI for NP0031882 ((+)-melilotocarpan A)

Structure for NP0031882 ((+)-melilotocarpan A)

3D Structure for NP0031882 ((+)-melilotocarpan A)