NP-MRD: Showing NP-Card for Phomoeuphorbin B (NP0007994)

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Record Information

Version

2.0

Created at

2020-12-09 05:36:25 UTC

Updated at

2021-07-15 16:59:08 UTC

NP-MRD ID

NP0007994

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phomoeuphorbin B

Provided By

NPAtlas

Description

Phomoeuphorbin B belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Phomoeuphorbin B is found in Phomopsis euphorbiae. Based on a literature review very few articles have been published on Phomoeuphorbin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106063D          

 37 38  0  0  0  0            999 V2000
    7.1105   -0.2752   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6980    0.1079   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -0.2995    0.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    0.0975    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886   -0.3345    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    0.0350    0.5016 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1427   -0.9862   -0.3224 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3034   -0.6381   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.0035   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6938   -1.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3305   -1.8507   -1.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    0.3820   -0.3866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0419    1.7528   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3633    0.1335   -0.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5022    0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9107    1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    0.1463    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623    0.5603    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    0.2262    1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.0638    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6110    0.6622    0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5918   -0.5319   -1.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155    0.7696   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -0.9633    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0591    0.7606   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -0.9966    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0109   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -2.0211   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.8425   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -1.5944   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105   -0.3535   -2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7773   -1.8676   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7830    1.7963   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.4799   -0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0291    2.0419   -1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.7984    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.1419    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19  6  1  0  0  0  0
 17  8  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  0  0  0  0
  6 27  1  6  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  6  0  0  0
 11 32  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 18 37  1  0  0  0  0
M  END

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    7.1105   -0.2752   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6980    0.1079   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -0.2995    0.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    0.0975    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886   -0.3345    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    0.0350    0.5016 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1427   -0.9862   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034   -0.6381   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.0035   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6938   -1.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3305   -1.8507   -1.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    0.3820   -0.3866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0419    1.7528   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3633    0.1335   -0.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5022    0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9107    1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    0.1463    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623    0.5603    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    0.2262    1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.0638    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6110    0.6622    0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5918   -0.5319   -1.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155    0.7696   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -0.9633    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0591    0.7606   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -0.9966    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0109   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -2.0211   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.8425   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -1.5944   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105   -0.3535   -2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7773   -1.8676   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7830    1.7963   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.4799   -0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0291    2.0419   -1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.7984    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.1419    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19  6  1  0
 17  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  6
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 18 37  1  0
M  END


  Mrv1652306242106063D          

 37 38  0  0  0  0            999 V2000
    7.1105   -0.2752   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6980    0.1079   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -0.2995    0.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    0.0975    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886   -0.3345    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    0.0350    0.5016 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1427   -0.9862   -0.3224 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3034   -0.6381   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.0035   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6938   -1.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3305   -1.8507   -1.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    0.3820   -0.3866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0419    1.7528   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3633    0.1335   -0.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5022    0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9107    1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    0.1463    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623    0.5603    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    0.2262    1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.0638    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6110    0.6622    0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5918   -0.5319   -1.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155    0.7696   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -0.9633    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0591    0.7606   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -0.9966    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0109   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -2.0211   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.8425   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -1.5944   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105   -0.3535   -2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7773   -1.8676   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7830    1.7963   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.4799   -0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0291    2.0419   -1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.7984    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.1419    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19  6  1  0  0  0  0
 17  8  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  0  0  0  0
  6 27  1  6  0  0  0
  7 28  1  0  0  0  0
  7 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  6  0  0  0
 11 32  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 18 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007994

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])=C2C(=C([H])O[C@@]([H])(C(\[H])=C(/[H])\C(\[H])=C(/[H])C([H])([H])[H])C2([H])[H])C(=O)[C@@]1(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-3-4-5-6-11-7-10-8-13(16)15(2,18)14(17)12(10)9-19-11/h3-6,8-9,11,13,16,18H,7H2,1-2H3/b4-3+,6-5+/t11-,13+,15+/m0/s1

> <INCHI_KEY>
MQQXGFIISQUUJF-DEKPDQROSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.77590980539417

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-4,6,7,8-tetrahydro-3H-2-benzopyran-8-one

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
1.217394944000001

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.228529842156348

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.206076355520814

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4926914476678474

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
75.25919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-4,6-dihydro-3H-2-benzopyran-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
    7.1105   -0.2752   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6980    0.1079   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -0.2995    0.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    0.0975    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886   -0.3345    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    0.0350    0.5016 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1427   -0.9862   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034   -0.6381   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.0035   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6938   -1.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3305   -1.8507   -1.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    0.3820   -0.3866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0419    1.7528   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3633    0.1335   -0.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5022    0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9107    1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    0.1463    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623    0.5603    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    0.2262    1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.0638    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6110    0.6622    0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5918   -0.5319   -1.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155    0.7696   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -0.9633    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0591    0.7606   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -0.9966    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0109   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -2.0211   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.8425   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -1.5944   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105   -0.3535   -2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7773   -1.8676   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7830    1.7963   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.4799   -0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0291    2.0419   -1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.7984    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.1419    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19  6  1  0
 17  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  6
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       7.111  -0.275  -0.151  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.698   0.108  -0.411  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.680  -0.300   0.293  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.300   0.098   0.009  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.289  -0.335   0.744  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.877   0.035   0.502  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.143  -0.986  -0.322  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.303  -0.638  -0.311  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.144  -1.004  -1.259  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.577  -0.694  -1.306  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.330  -1.851  -1.116  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.037   0.382  -0.387  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.042   1.753  -1.055  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.363   0.134  -0.013  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.230   0.502   0.838  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.780   0.911   1.882  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.837   0.146   0.795  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.062   0.560   1.799  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.273   0.226   1.769  0.00  0.00           O+0
HETATM   20  H   UNK     0       7.219  -1.064   0.598  0.00  0.00           H+0
HETATM   21  H   UNK     0       7.611   0.662   0.228  0.00  0.00           H+0
HETATM   22  H   UNK     0       7.592  -0.532  -1.121  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.516   0.770  -1.242  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.852  -0.963   1.129  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.059   0.761  -0.814  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.537  -0.997   1.564  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.785   1.011  -0.038  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.349  -2.021  -0.055  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.476  -0.843  -1.391  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.750  -1.594  -2.097  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.811  -0.354  -2.357  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.777  -1.868  -0.234  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.783   1.796  -1.860  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.336   2.480  -0.251  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.029   2.042  -1.404  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.695   0.798   0.648  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.476   1.142   2.611  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   23                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    6   26                                                  
CONECT    6    5    7   19   27                                             
CONECT    7    6    8   28   29                                             
CONECT    8    7    9   17                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11   12   31                                             
CONECT   11   10   32                                                       
CONECT   12   10   13   14   15                                             
CONECT   13   12   33   34   35                                             
CONECT   14   12   36                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18    8                                                  
CONECT   18   17   19   37                                                  
CONECT   19   18    6                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    7                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   13                                                            
CONECT   34   13                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   18                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   76    0
END

RDKit          3D

37 38  0  0  0  0  0  0  0  0999 V2000
    7.1105   -0.2752   -0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6980    0.1079   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -0.2995    0.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3002    0.0975    0.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2886   -0.3345    0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    0.0350    0.5016 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1427   -0.9862   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3034   -0.6381   -0.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1443   -1.0035   -1.2587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5770   -0.6938   -1.3059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3305   -1.8507   -1.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0366    0.3820   -0.3866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0419    1.7528   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3633    0.1335   -0.0132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2302    0.5022    0.8379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9107    1.8815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    0.1463    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0623    0.5603    1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2731    0.2262    1.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2186   -1.0638    0.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6110    0.6622    0.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5918   -0.5319   -1.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5155    0.7696   -1.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8522   -0.9633    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0591    0.7606   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5371   -0.9966    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0109   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3487   -2.0211   -0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756   -0.8425   -1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7503   -1.5944   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105   -0.3535   -2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7773   -1.8676   -0.2337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7830    1.7963   -1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.4799   -0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0291    2.0419   -1.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6953    0.7984    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    1.1419    2.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19  6  1  0
 17  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  6
  7 28  1  0
  7 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 18 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

(3R,6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-4,6,7,8-tetrahydro-3H-2-benzopyran-8-one

Traditional Name

(3R,6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-4,6-dihydro-3H-2-benzopyran-8-one

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\[C@H]1CC2=C[C@@H](O)[C@@](C)(O)C(=O)C2=CO1

InChI Identifier

InChI=1S/C15H18O4/c1-3-4-5-6-11-7-10-8-13(16)15(2,18)14(17)12(10)9-19-11/h3-6,8-9,11,13,16,18H,7H2,1-2H3/b4-3+,6-5+/t11-,13+,15+/m0/s1

InChI Key

MQQXGFIISQUUJF-DEKPDQROSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Phomopsis euphorbiae	NPAtlas	18799173

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Cyclohexenone
Acyloin
Tertiary alcohol
Vinylogous ester
1,2-diol
Ketone
Secondary alcohol
Oxacycle
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.22	ALOGPS
logP	1.22	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.26 m³·mol⁻¹	ChemAxon
Polarizability	27.78 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

NPAtlas ID

NPA009959

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00034135

Chemspider ID

78441102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102025719

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Phomoeuphorbin B (NP0007994)

MOL for NP0007994 (Phomoeuphorbin B)

3D MOL for NP0007994 (Phomoeuphorbin B)

3D SDF for NP0007994 (Phomoeuphorbin B)

3D-SDF for NP0007994 (Phomoeuphorbin B)

PDB for NP0007994 (Phomoeuphorbin B)

3D PDB for NP0007994 (Phomoeuphorbin B)

SMILES for NP0007994 (Phomoeuphorbin B)

INCHI for NP0007994 (Phomoeuphorbin B)

Structure for NP0007994 (Phomoeuphorbin B)

3D Structure for NP0007994 (Phomoeuphorbin B)