NP-MRD: Showing NP-Card for botryllamide K (NP0039776)

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Record Information

Version

2.0

Created at

2021-06-20 22:06:37 UTC

Updated at

2021-06-30 00:13:18 UTC

NP-MRD ID

NP0039776

Secondary Accession Numbers

None

Natural Product Identification

Common Name

botryllamide K

Provided By

JEOL Database JEOL Logo

Description

Botryllamide K belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. botryllamide K is found in Aplidium altarium. botryllamide K was first documented in 2010 (Yin, S., et al.). Based on a literature review very few articles have been published on Botryllamide K.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100063D          

 40 41  0  0  0  0            999 V2000
    1.7843   -2.3578    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572   -1.9650    1.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.9992    2.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313   -1.1775    3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643   -2.3779    3.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -3.0227    2.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963   -4.1426    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -4.6109    4.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -5.6986    5.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3774   -3.9767    5.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746   -2.8580    4.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651    0.3156    1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.7826    2.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    0.9979    0.6502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    0.7292   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0423    1.5088   -1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    1.2702   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    2.3741   -3.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    2.1948   -4.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5738    0.9104   -4.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127    0.7950   -5.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -0.1973   -4.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.9547   -4.7375 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.0206   -3.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7134   -3.2126    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3130   -1.5553    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -2.6727    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636   -0.3943    3.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -2.6561    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -4.6261    2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -6.0333    4.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -4.3492    6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0285   -2.3705    5.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349    1.8382    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -0.1329   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    2.3879   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978    3.3873   -2.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    3.0555   -4.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -0.1559   -6.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.8905   -2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0  0  0  0
 22 20  1  0  0  0  0
  4  5  1  0  0  0  0
 20 19  2  0  0  0  0
  5  6  2  0  0  0  0
 17 16  1  0  0  0  0
  6  7  1  0  0  0  0
 18 17  2  0  0  0  0
  7  8  2  0  0  0  0
 16 15  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  5  1  0  0  0  0
 15 14  1  0  0  0  0
 12 13  2  0  0  0  0
 17 24  1  0  0  0  0
  3  2  1  0  0  0  0
 14 12  1  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
  8  9  1  0  0  0  0
 12  3  1  0  0  0  0
 22 23  1  0  0  0  0
 24 22  2  0  0  0  0
 20 21  1  0  0  0  0
 19 38  1  0  0  0  0
 18 37  1  0  0  0  0
 24 40  1  0  0  0  0
 16 36  1  0  0  0  0
 15 35  1  0  0  0  0
 14 34  1  0  0  0  0
  4 28  1  0  0  0  0
  6 29  1  0  0  0  0
  7 30  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  9 31  1  0  0  0  0
 21 39  1  0  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.7843   -2.3578    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572   -1.9650    1.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.9992    2.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313   -1.1775    3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643   -2.3779    3.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -3.0227    2.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963   -4.1426    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -4.6109    4.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -5.6986    5.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3774   -3.9767    5.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746   -2.8580    4.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651    0.3156    1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.7826    2.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    0.9979    0.6502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    0.7292   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0423    1.5088   -1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    1.2702   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    2.3741   -3.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    2.1948   -4.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5738    0.9104   -4.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127    0.7950   -5.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -0.1973   -4.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.9547   -4.7375 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.0206   -3.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7134   -3.2126    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3130   -1.5553    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -2.6727    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636   -0.3943    3.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -2.6561    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -4.6261    2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -6.0333    4.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -4.3492    6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0285   -2.3705    5.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349    1.8382    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -0.1329   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    2.3879   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978    3.3873   -2.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    3.0555   -4.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -0.1559   -6.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.8905   -2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 22 20  1  0
  4  5  1  0
 20 19  2  0
  5  6  2  0
 17 16  1  0
  6  7  1  0
 18 17  2  0
  7  8  2  0
 16 15  2  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
 15 14  1  0
 12 13  2  0
 17 24  1  0
  3  2  1  0
 14 12  1  0
  2  1  1  0
 19 18  1  0
  8  9  1  0
 12  3  1  0
 22 23  1  0
 24 22  2  0
 20 21  1  0
 19 38  1  0
 18 37  1  0
 24 40  1  0
 16 36  1  0
 15 35  1  0
 14 34  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 10 32  1  0
 11 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 31  1  0
 21 39  1  0
M  END


  Mrv1652306212100063D          

 40 41  0  0  0  0            999 V2000
    1.7843   -2.3578    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572   -1.9650    1.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.9992    2.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313   -1.1775    3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643   -2.3779    3.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -3.0227    2.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963   -4.1426    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -4.6109    4.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -5.6986    5.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3774   -3.9767    5.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746   -2.8580    4.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651    0.3156    1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.7826    2.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    0.9979    0.6502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    0.7292   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0423    1.5088   -1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    1.2702   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    2.3741   -3.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    2.1948   -4.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5738    0.9104   -4.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127    0.7950   -5.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -0.1973   -4.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.9547   -4.7375 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.0206   -3.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7134   -3.2126    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3130   -1.5553    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -2.6727    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636   -0.3943    3.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -2.6561    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -4.6261    2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -6.0333    4.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -4.3492    6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0285   -2.3705    5.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349    1.8382    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -0.1329   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    2.3879   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978    3.3873   -2.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    3.0555   -4.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -0.1559   -6.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.8905   -2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0  0  0  0
 22 20  1  0  0  0  0
  4  5  1  0  0  0  0
 20 19  2  0  0  0  0
  5  6  2  0  0  0  0
 17 16  1  0  0  0  0
  6  7  1  0  0  0  0
 18 17  2  0  0  0  0
  7  8  2  0  0  0  0
 16 15  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  5  1  0  0  0  0
 15 14  1  0  0  0  0
 12 13  2  0  0  0  0
 17 24  1  0  0  0  0
  3  2  1  0  0  0  0
 14 12  1  0  0  0  0
  2  1  1  0  0  0  0
 19 18  1  0  0  0  0
  8  9  1  0  0  0  0
 12  3  1  0  0  0  0
 22 23  1  0  0  0  0
 24 22  2  0  0  0  0
 20 21  1  0  0  0  0
 19 38  1  0  0  0  0
 18 37  1  0  0  0  0
 24 40  1  0  0  0  0
 16 36  1  0  0  0  0
 15 35  1  0  0  0  0
 14 34  1  0  0  0  0
  4 28  1  0  0  0  0
  6 29  1  0  0  0  0
  7 30  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  9 31  1  0  0  0  0
 21 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039776

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/OC([H])([H])[H])C(=O)N([H])C(\[H])=C(/[H])C2=C([H])C([H])=C(O[H])C(Br)=C2[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16BrNO4/c1-24-17(11-12-2-5-14(21)6-3-12)18(23)20-9-8-13-4-7-16(22)15(19)10-13/h2-11,21-22H,1H3,(H,20,23)/b9-8+,17-11-

> <INCHI_KEY>
QGTKFQGKWUVHEQ-JMAVEDQASA-N

> <FORMULA>
C18H16BrNO4

> <MOLECULAR_WEIGHT>
390.233

> <EXACT_MASS>
389.026271

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.7419260459792

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(4-hydroxyphenyl)-2-methoxyprop-2-enamide

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
3.416424769333333

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.24678992828742

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.0553529299843

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3519031902851495

> <JCHEM_POLAR_SURFACE_AREA>
78.79

> <JCHEM_REFRACTIVITY>
97.54270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(4-hydroxyphenyl)-2-methoxyprop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.7843   -2.3578    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572   -1.9650    1.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.9992    2.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313   -1.1775    3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643   -2.3779    3.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -3.0227    2.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963   -4.1426    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -4.6109    4.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -5.6986    5.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3774   -3.9767    5.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746   -2.8580    4.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651    0.3156    1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.7826    2.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    0.9979    0.6502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    0.7292   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0423    1.5088   -1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    1.2702   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    2.3741   -3.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    2.1948   -4.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5738    0.9104   -4.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127    0.7950   -5.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -0.1973   -4.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.9547   -4.7375 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.0206   -3.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7134   -3.2126    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3130   -1.5553    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -2.6727    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636   -0.3943    3.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -2.6561    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -4.6261    2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -6.0333    4.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -4.3492    6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0285   -2.3705    5.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349    1.8382    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -0.1329   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    2.3879   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978    3.3873   -2.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    3.0555   -4.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -0.1559   -6.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.8905   -2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 22 20  1  0
  4  5  1  0
 20 19  2  0
  5  6  2  0
 17 16  1  0
  6  7  1  0
 18 17  2  0
  7  8  2  0
 16 15  2  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
 15 14  1  0
 12 13  2  0
 17 24  1  0
  3  2  1  0
 14 12  1  0
  2  1  1  0
 19 18  1  0
  8  9  1  0
 12  3  1  0
 22 23  1  0
 24 22  2  0
 20 21  1  0
 19 38  1  0
 18 37  1  0
 24 40  1  0
 16 36  1  0
 15 35  1  0
 14 34  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 10 32  1  0
 11 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 31  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.784  -2.358   0.692  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.457  -1.965   1.039  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.469  -0.999   2.033  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.131  -1.178   3.223  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.864  -2.378   3.648  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.792  -3.023   2.818  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.496  -4.143   3.270  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.280  -4.611   4.561  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.945  -5.699   5.044  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.377  -3.977   5.405  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.675  -2.858   4.951  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.165   0.316   1.826  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.908   0.783   2.689  0.00  0.00           O+0
HETATM   14  N   UNK     0       0.970   0.998   0.650  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.103   0.729  -0.378  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.042   1.509  -1.466  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.873   1.270  -2.592  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.421   2.374  -3.262  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.274   2.195  -4.354  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.574   0.910  -4.790  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.413   0.795  -5.863  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.024  -0.197  -4.146  0.00  0.00           C+0
HETATM   23 Br   UNK     0      -2.413  -1.955  -4.737  0.00  0.00          Br+0
HETATM   24  C   UNK     0      -1.171  -0.021  -3.054  0.00  0.00           C+0
HETATM   25  H   UNK     0       1.713  -3.213   0.013  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.313  -1.555   0.168  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.347  -2.673   1.578  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.064  -0.394   3.977  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.977  -2.656   1.811  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.205  -4.626   2.605  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.535  -6.033   4.349  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.221  -4.349   6.413  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.029  -2.370   5.623  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.535   1.838   0.596  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.548  -0.133  -0.267  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.676   2.388  -1.554  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.198   3.387  -2.933  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.701   3.055  -4.862  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.523  -0.156  -6.045  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.733  -0.891  -2.571  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   12                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   29                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8   31                                                       
CONECT   10    8   11   32                                                  
CONECT   11   10    5   33                                                  
CONECT   12   13   14    3                                                  
CONECT   13   12                                                            
CONECT   14   15   12   34                                                  
CONECT   15   16   14   35                                                  
CONECT   16   17   15   36                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19   37                                                  
CONECT   19   20   18   38                                                  
CONECT   20   22   19   21                                                  
CONECT   21   20   39                                                       
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   17   22   40                                                  
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   21                                                            
CONECT   40   24                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
    1.7843   -2.3578    0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572   -1.9650    1.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.9992    2.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1313   -1.1775    3.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643   -2.3779    3.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7916   -3.0227    2.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4963   -4.1426    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2801   -4.6109    4.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9451   -5.6986    5.0436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3774   -3.9767    5.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746   -2.8580    4.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651    0.3156    1.8256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    0.7826    2.6886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9698    0.9979    0.6502 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    0.7292   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0423    1.5088   -1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8725    1.2702   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    2.3741   -3.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2739    2.1948   -4.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5738    0.9104   -4.7905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4127    0.7950   -5.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -0.1973   -4.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4133   -1.9547   -4.7375 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1712   -0.0206   -3.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7134   -3.2126    0.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3130   -1.5553    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -2.6727    1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0636   -0.3943    3.9769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9773   -2.6561    1.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2046   -4.6261    2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5352   -6.0333    4.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2207   -4.3492    6.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0285   -2.3705    5.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349    1.8382    0.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -0.1329   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761    2.3879   -1.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1978    3.3873   -2.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012    3.0555   -4.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227   -0.1559   -6.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.8905   -2.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 22 20  1  0
  4  5  1  0
 20 19  2  0
  5  6  2  0
 17 16  1  0
  6  7  1  0
 18 17  2  0
  7  8  2  0
 16 15  2  0
  8 10  1  0
 10 11  2  0
 11  5  1  0
 15 14  1  0
 12 13  2  0
 17 24  1  0
  3  2  1  0
 14 12  1  0
  2  1  1  0
 19 18  1  0
  8  9  1  0
 12  3  1  0
 22 23  1  0
 24 22  2  0
 20 21  1  0
 19 38  1  0
 18 37  1  0
 24 40  1  0
 16 36  1  0
 15 35  1  0
 14 34  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
 10 32  1  0
 11 33  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 31  1  0
 21 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆BrNO₄

Average Mass

390.2330 Da

Monoisotopic Mass

389.02627 Da

IUPAC Name

(2Z)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(4-hydroxyphenyl)-2-methoxyprop-2-enamide

Traditional Name

(2Z)-N-[(E)-2-(3-bromo-4-hydroxyphenyl)ethenyl]-3-(4-hydroxyphenyl)-2-methoxyprop-2-enamide

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/OC([H])([H])[H])C(=O)N([H])C(\[H])=C(/[H])C2=C([H])C([H])=C(O[H])C(Br)=C2[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C18H16BrNO4/c1-24-17(11-12-2-5-14(21)6-3-12)18(23)20-9-8-13-4-7-16(22)15(19)10-13/h2-11,21-22H,1H3,(H,20,23)/b9-8+,17-11-

InChI Key

QGTKFQGKWUVHEQ-JMAVEDQASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aplidium altarium	JEOL database	Yin, S., et al, Tetrahedron Lett. 51, 3403 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Cinnamic acid amide
Coumaric acid or derivatives
Styrene
2-halophenol
2-bromophenol
1-hydroxy-2-unsubstituted benzenoid
Bromobenzene
Phenol
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organobromide
Organohalogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.32	ALOGPS
logP	3.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.06	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	78.79 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	97.54 m³·mol⁻¹	ChemAxon
Polarizability	36.74 Å³	ChemAxon
Number of Rings	2	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

27024873

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46849527

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yin, S., et al. (2010). Yin, S., et al, Tetrahedron Lett. 51, 3403 (2010). Tetrahedron Lett.

Showing NP-Card for botryllamide K (NP0039776)

MOL for NP0039776 (botryllamide K)

3D MOL for NP0039776 (botryllamide K)

3D SDF for NP0039776 (botryllamide K)

3D-SDF for NP0039776 (botryllamide K)

PDB for NP0039776 (botryllamide K)

3D PDB for NP0039776 (botryllamide K)

SMILES for NP0039776 (botryllamide K)

INCHI for NP0039776 (botryllamide K)

Structure for NP0039776 (botryllamide K)

3D Structure for NP0039776 (botryllamide K)