NP-MRD: Showing NP-Card for cereoanhydride (NP0041868)

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Record Information

Version

2.0

Created at

2021-06-20 23:40:29 UTC

Updated at

2021-06-30 00:16:38 UTC

NP-MRD ID

NP0041868

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cereoanhydride

Provided By

JEOL Database JEOL Logo

Description

Cereoanhydride belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom). cereoanhydride is found in Coniothyrium cereale. cereoanhydride was first documented in 2012 (Elsebai, M. F., et al.). Based on a literature review very few articles have been published on Cereoanhydride.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101403D          

 40 42  0  0  0  0            999 V2000
    2.0282   -1.8900   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -2.2794   -1.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -3.1534   -2.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -3.5812   -3.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033   -4.4305   -4.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -3.1488   -2.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -2.2731   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -1.8469   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -0.9146    0.3553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3254    0.4114   -0.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.1922    1.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385   -1.2383    2.5471 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4998   -0.7138    3.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101   -0.5066    2.6760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8022   -1.0098    3.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332    1.0188    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.9870    1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8380   -0.2505    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065    0.5550    1.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290   -0.5606   -0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -1.8830   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9661   -2.6791   -0.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -2.0823   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.4743   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -0.8210   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750   -3.5117   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.6784   -4.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -3.4794   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    0.3712   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -2.3019    2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6927    4.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775   -1.3548    3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    0.2874    3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414   -2.0962    3.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.7722    4.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -0.5512    3.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.2694    3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    1.5470    2.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070    1.4490    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.0347    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0  0  0  0
 17 18  1  0  0  0  0
 17  9  1  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  5  1  0  0  0  0
  2  8  1  0  0  0  0
  6  4  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 17  1  0  0  0  0
  8  7  2  0  0  0  0
 21 22  2  0  0  0  0
  6  7  1  0  0  0  0
 18 19  2  0  0  0  0
  7 21  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 14 15  1  1  0  0  0
  4  3  1  0  0  0  0
  9 10  1  6  0  0  0
 21 20  1  0  0  0  0
 17 40  1  1  0  0  0
 14 16  1  0  0  0  0
  3 26  1  0  0  0  0
  6 28  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
  5 27  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 10 29  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
M  END

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    2.0282   -1.8900   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -2.2794   -1.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -3.1534   -2.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -3.5812   -3.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033   -4.4305   -4.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -3.1488   -2.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -2.2731   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -1.8469   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -0.9146    0.3553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3254    0.4114   -0.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.1922    1.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385   -1.2383    2.5471 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4998   -0.7138    3.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101   -0.5066    2.6760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8022   -1.0098    3.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332    1.0188    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.9870    1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8380   -0.2505    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065    0.5550    1.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290   -0.5606   -0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -1.8830   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9661   -2.6791   -0.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -2.0823   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.4743   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -0.8210   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750   -3.5117   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.6784   -4.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -3.4794   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    0.3712   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -2.3019    2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6927    4.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775   -1.3548    3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    0.2874    3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414   -2.0962    3.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.7722    4.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -0.5512    3.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.2694    3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    1.5470    2.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070    1.4490    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.0347    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
 17 18  1  0
 17  9  1  0
  2  1  1  0
  3  2  2  0
  4  5  1  0
  2  8  1  0
  6  4  2  0
  9 11  1  0
 11 12  1  0
 12 14  1  0
 14 17  1  0
  8  7  2  0
 21 22  2  0
  6  7  1  0
 18 19  2  0
  7 21  1  0
 12 13  1  0
  8  9  1  0
 14 15  1  1
  4  3  1  0
  9 10  1  6
 21 20  1  0
 17 40  1  1
 14 16  1  0
  3 26  1  0
  6 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 27  1  0
 12 30  1  1
 13 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 10 29  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  END


  Mrv1652306212101403D          

 40 42  0  0  0  0            999 V2000
    2.0282   -1.8900   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -2.2794   -1.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -3.1534   -2.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -3.5812   -3.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033   -4.4305   -4.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -3.1488   -2.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -2.2731   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -1.8469   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -0.9146    0.3553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3254    0.4114   -0.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.1922    1.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385   -1.2383    2.5471 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4998   -0.7138    3.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101   -0.5066    2.6760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8022   -1.0098    3.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332    1.0188    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.9870    1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8380   -0.2505    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065    0.5550    1.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290   -0.5606   -0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -1.8830   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9661   -2.6791   -0.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -2.0823   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.4743   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -0.8210   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750   -3.5117   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.6784   -4.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -3.4794   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    0.3712   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -2.3019    2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6927    4.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775   -1.3548    3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    0.2874    3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414   -2.0962    3.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.7722    4.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -0.5512    3.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.2694    3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    1.5470    2.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070    1.4490    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.0347    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0  0  0  0
 17 18  1  0  0  0  0
 17  9  1  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  5  1  0  0  0  0
  2  8  1  0  0  0  0
  6  4  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 17  1  0  0  0  0
  8  7  2  0  0  0  0
 21 22  2  0  0  0  0
  6  7  1  0  0  0  0
 18 19  2  0  0  0  0
  7 21  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 14 15  1  1  0  0  0
  4  3  1  0  0  0  0
  9 10  1  6  0  0  0
 21 20  1  0  0  0  0
 17 40  1  1  0  0  0
 14 16  1  0  0  0  0
  3 26  1  0  0  0  0
  6 28  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
  5 27  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 10 29  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041868

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(=C1[H])C([H])([H])[H])[C@]1(O[H])O[C@@]([H])(C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C(=O)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O6/c1-7-5-9(17)6-10-11(7)16(20)12(14(19)21-13(10)18)15(3,4)8(2)22-16/h5-6,8,12,17,20H,1-4H3/t8-,12+,16-/m0/s1

> <INCHI_KEY>
HUNVGSRCYZGARZ-XLIXJNEVSA-N

> <FORMULA>
C16H18O6

> <MOLECULAR_WEIGHT>
306.314

> <EXACT_MASS>
306.1103383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.50817837502317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4S,6R)-2,12-dihydroxy-4,5,5,14-tetramethyl-3,8-dioxatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-triene-7,9-dione

> <ALOGPS_LOGP>
2.00

> <JCHEM_LOGP>
2.6647147076666666

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.770613303835551

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.648378210090065

> <JCHEM_PKA_STRONGEST_BASIC>
-4.390119788223858

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
76.75089999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4S,6R)-2,12-dihydroxy-4,5,5,14-tetramethyl-3,8-dioxatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-triene-7,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    2.0282   -1.8900   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -2.2794   -1.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -3.1534   -2.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -3.5812   -3.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033   -4.4305   -4.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -3.1488   -2.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -2.2731   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -1.8469   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -0.9146    0.3553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3254    0.4114   -0.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.1922    1.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385   -1.2383    2.5471 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4998   -0.7138    3.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101   -0.5066    2.6760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8022   -1.0098    3.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332    1.0188    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.9870    1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8380   -0.2505    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065    0.5550    1.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290   -0.5606   -0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -1.8830   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9661   -2.6791   -0.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -2.0823   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.4743   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -0.8210   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750   -3.5117   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.6784   -4.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -3.4794   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    0.3712   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -2.3019    2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6927    4.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775   -1.3548    3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    0.2874    3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414   -2.0962    3.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.7722    4.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -0.5512    3.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.2694    3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    1.5470    2.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070    1.4490    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.0347    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
 17 18  1  0
 17  9  1  0
  2  1  1  0
  3  2  2  0
  4  5  1  0
  2  8  1  0
  6  4  2  0
  9 11  1  0
 11 12  1  0
 12 14  1  0
 14 17  1  0
  8  7  2  0
 21 22  2  0
  6  7  1  0
 18 19  2  0
  7 21  1  0
 12 13  1  0
  8  9  1  0
 14 15  1  1
  4  3  1  0
  9 10  1  6
 21 20  1  0
 17 40  1  1
 14 16  1  0
  3 26  1  0
  6 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 27  1  0
 12 30  1  1
 13 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 10 29  1  0
 16 37  1  0
 16 38  1  0
 16 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       2.028  -1.890  -1.165  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.624  -2.279  -1.557  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.492  -3.153  -2.655  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.755  -3.581  -3.086  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.803  -4.431  -4.149  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.902  -3.149  -2.449  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.793  -2.273  -1.358  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.537  -1.847  -0.856  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.464  -0.915   0.355  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.325   0.411  -0.138  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.696  -1.192   1.155  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.339  -1.238   2.547  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.500  -0.714   3.376  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.010  -0.507   2.676  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.802  -1.010   3.891  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.833   1.019   2.814  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.633  -0.987   1.351  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.838  -0.251   0.812  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.506   0.555   1.446  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.129  -0.561  -0.480  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.071  -1.883  -0.726  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.966  -2.679  -0.499  0.00  0.00           O+0
HETATM   23  H   UNK     0       2.734  -2.082  -1.982  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.356  -2.474  -0.300  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.102  -0.821  -0.948  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.375  -3.512  -3.183  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.727  -4.678  -4.322  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.883  -3.479  -2.782  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.235   0.371  -0.931  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.208  -2.302   2.790  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.256  -0.693   4.441  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.377  -1.355   3.235  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.805   0.287   3.055  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.941  -2.096   3.861  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.285  -0.772   4.827  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.796  -0.551   3.932  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.357   1.269   3.769  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.790   1.547   2.806  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.207   1.449   2.029  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.931  -2.035   1.510  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   26                                                  
CONECT    4    5    6    3                                                  
CONECT    5    4   27                                                       
CONECT    6    4    7   28                                                  
CONECT    7    8    6   21                                                  
CONECT    8    2    7    9                                                  
CONECT    9   17   11    8   10                                             
CONECT   10    9   29                                                       
CONECT   11    9   12                                                       
CONECT   12   11   14   13   30                                             
CONECT   13   12   31   32   33                                             
CONECT   14   12   17   15   16                                             
CONECT   15   14   34   35   36                                             
CONECT   16   14   37   38   39                                             
CONECT   17   18    9   14   40                                             
CONECT   18   20   17   19                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   22    7   20                                                  
CONECT   22   21                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    5                                                            
CONECT   28    6                                                            
CONECT   29   10                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   13                                                            
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
CONECT   39   16                                                            
CONECT   40   17                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

RDKit          3D

40 42  0  0  0  0  0  0  0  0999 V2000
    2.0282   -1.8900   -1.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -2.2794   -1.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4921   -3.1534   -2.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7549   -3.5812   -3.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8033   -4.4305   -4.1492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9023   -3.1488   -2.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7930   -2.2731   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -1.8469   -0.8558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -0.9146    0.3553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3254    0.4114   -0.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6962   -1.1922    1.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385   -1.2383    2.5471 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4998   -0.7138    3.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101   -0.5066    2.6760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8022   -1.0098    3.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332    1.0188    2.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334   -0.9870    1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8380   -0.2505    0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5065    0.5550    1.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290   -0.5606   -0.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0710   -1.8830   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9661   -2.6791   -0.4987 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7338   -2.0823   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3561   -2.4743   -0.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016   -0.8210   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3750   -3.5117   -3.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7273   -4.6784   -4.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -3.4794   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345    0.3712   -0.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -2.3019    2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560   -0.6927    4.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775   -1.3548    3.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8051    0.2874    3.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414   -2.0962    3.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2847   -0.7722    4.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -0.5512    3.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.2694    3.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    1.5470    2.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2070    1.4490    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9310   -2.0347    1.5098 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 18  1  0
 17 18  1  0
 17  9  1  0
  2  1  1  0
  3  2  2  0
  4  5  1  0
  2  8  1  0
  6  4  2  0
  9 11  1  0
 11 12  1  0
 12 14  1  0
 14 17  1  0
  8  7  2  0
 21 22  2  0
  6  7  1  0
 18 19  2  0
  7 21  1  0
 12 13  1  0
  8  9  1  0
 14 15  1  1
  4  3  1  0
  9 10  1  6
 21 20  1  0
 17 40  1  1
 14 16  1  0
  3 26  1  0
  6 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 27  1  0
 12 30  1  1
 13 31  1  0
 13 32  1  0
 13 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 10 29  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈O₆

Average Mass

306.3140 Da

Monoisotopic Mass

306.11034 Da

IUPAC Name

(2R,4S,6R)-2,12-dihydroxy-4,5,5,14-tetramethyl-3,8-dioxatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-triene-7,9-dione

Traditional Name

(2R,4S,6R)-2,12-dihydroxy-4,5,5,14-tetramethyl-3,8-dioxatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-triene-7,9-dione

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(=C1[H])C([H])([H])[H])[C@]1(O[H])O[C@@]([H])(C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C(=O)OC2=O

InChI Identifier

InChI=1S/C16H18O6/c1-7-5-9(17)6-10-11(7)16(20)12(14(19)21-13(10)18)15(3,4)8(2)22-16/h5-6,8,12,17,20H,1-4H3/t8-,12+,16-/m0/s1

InChI Key

HUNVGSRCYZGARZ-XLIXJNEVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Neosetophoma cerealis	JEOL database	Elsebai, M. F., et al, Eur. J. Org. Chem. 2012, 6197

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Not Available

Direct Parent

Benzoxepines

Alternative Parents

Substituents

Benzoxepine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Carboxylic acid anhydride
Oxolane
Hemiacetal
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2	ALOGPS
logP	2.66	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.65	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.75 m³·mol⁻¹	ChemAxon
Polarizability	30.51 Å³	ChemAxon
Number of Rings	3	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

29215259

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71485476

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Elsebai, M. F., et al. (2012). Elsebai, M. F., et al, Eur. J. Org. Chem. 2012, 6197. Eur. J. Org. Chem..

Showing NP-Card for cereoanhydride (NP0041868)

MOL for NP0041868 (cereoanhydride)

3D MOL for NP0041868 (cereoanhydride)

3D SDF for NP0041868 (cereoanhydride)

3D-SDF for NP0041868 (cereoanhydride)

PDB for NP0041868 (cereoanhydride)

3D PDB for NP0041868 (cereoanhydride)

SMILES for NP0041868 (cereoanhydride)

INCHI for NP0041868 (cereoanhydride)

Structure for NP0041868 (cereoanhydride)

3D Structure for NP0041868 (cereoanhydride)