NP-MRD: Showing NP-Card for botryosphaerihydrofuran (NP0038630)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 21:16:10 UTC

Updated at

2021-06-30 00:11:31 UTC

NP-MRD ID

NP0038630

Secondary Accession Numbers

None

Natural Product Identification

Common Name

botryosphaerihydrofuran

Provided By

JEOL Database JEOL Logo

Description

(1R,3R,4R,9R,12R)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0¹,⁹.0³,⁷]Trideca-5,7-diene belongs to the class of organic compounds known as 1,3-dioxanes. These are organic compounds containing 1,3-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 3. botryosphaerihydrofuran is found in Botryosphaeria rhodina PSU-M114, Botryosphaeria rhodina PSU-M35, Garcinia mangostana and Lasiodiplodia theobromae. botryosphaerihydrofuran was first documented in 2009 (Rukachaisirikul, V., et al.). Based on a literature review very few articles have been published on (1R,3R,4R,9R,12R)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0¹,⁹.0³,⁷]Trideca-5,7-diene.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123163D          

 34 37  0  0  0  0            999 V2000
    2.4776    0.0134   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326   -1.1961   -0.5901 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0020   -1.6365   -1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.4088   -2.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.8434   -2.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -0.2066   -2.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.4680   -1.9502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8961    1.6311   -2.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    2.4392   -1.3460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2679    2.1651   -0.2358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8513    2.3343    1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.7731   -0.5221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5012    0.2559    0.0477 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0842   -0.9737   -0.6993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6102   -2.2702   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188   -0.1793   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435    0.3384    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.2373   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.8597   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.0090    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9720   -2.0397   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831   -1.5828   -3.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.1161   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115    2.1405   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3079    3.4928   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    2.8541   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    2.1340    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    1.6419    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207    3.3545    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.0299    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    1.0935   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -3.1635   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596   -2.3962    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -2.2730   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0  0  0  0
  5 14  1  0  0  0  0
 12  7  1  0  0  0  0
 14 13  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
 14  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
 10 11  1  0  0  0  0
  7  8  1  6  0  0  0
 12 16  1  1  0  0  0
  7 16  1  0  0  0  0
  8  9  1  0  0  0  0
 14 15  1  1  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
  6 23  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 26  1  6  0  0  0
  2 20  1  1  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END

     RDKit          3D

 34 37  0  0  0  0  0  0  0  0999 V2000
    2.4776    0.0134   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326   -1.1961   -0.5901 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0020   -1.6365   -1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.4088   -2.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.8434   -2.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -0.2066   -2.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.4680   -1.9502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8961    1.6311   -2.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    2.4392   -1.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679    2.1651   -0.2358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8513    2.3343    1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.7731   -0.5221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5012    0.2559    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -0.9737   -0.6993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6102   -2.2702   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188   -0.1793   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435    0.3384    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.2373   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.8597   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.0090    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9720   -2.0397   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831   -1.5828   -3.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.1161   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115    2.1405   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3079    3.4928   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    2.8541   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    2.1340    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    1.6419    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207    3.3545    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.0299    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    1.0935   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -3.1635   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596   -2.3962    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -2.2730   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0
  5 14  1  0
 12  7  1  0
 14 13  1  0
  5  6  2  0
  6  7  1  0
 14  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
 12 13  1  0
 10 11  1  0
  7  8  1  6
 12 16  1  1
  7 16  1  0
  8  9  1  0
 14 15  1  1
  9 10  1  0
  2  1  1  0
  6 23  1  0
 13 30  1  0
 13 31  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  6
  2 20  1  1
  3 21  1  0
  4 22  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
M  END


  Mrv1652306202123163D          

 34 37  0  0  0  0            999 V2000
    2.4776    0.0134   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326   -1.1961   -0.5901 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0020   -1.6365   -1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.4088   -2.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.8434   -2.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -0.2066   -2.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.4680   -1.9502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8961    1.6311   -2.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    2.4392   -1.3460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2679    2.1651   -0.2358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8513    2.3343    1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.7731   -0.5221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5012    0.2559    0.0477 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0842   -0.9737   -0.6993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6102   -2.2702   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188   -0.1793   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435    0.3384    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.2373   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.8597   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.0090    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9720   -2.0397   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831   -1.5828   -3.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.1161   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115    2.1405   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3079    3.4928   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    2.8541   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    2.1340    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    1.6419    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207    3.3545    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.0299    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    1.0935   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -3.1635   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596   -2.3962    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -2.2730   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0  0  0  0
  5 14  1  0  0  0  0
 12  7  1  0  0  0  0
 14 13  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
 14  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
 10 11  1  0  0  0  0
  7  8  1  6  0  0  0
 12 16  1  1  0  0  0
  7 16  1  0  0  0  0
  8  9  1  0  0  0  0
 14 15  1  1  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
  6 23  1  0  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 26  1  6  0  0  0
  2 20  1  1  0  0  0
  3 21  1  0  0  0  0
  4 22  1  0  0  0  0
 11 27  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 15 32  1  0  0  0  0
 15 33  1  0  0  0  0
 15 34  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038630

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])[C@@]([H])(C([H])([H])[H])[C@@]2(C1=C([H])[C@@]13O[C@]1(C2([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])O3)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O2/c1-9-4-5-11-6-14-13(16-14,8-12(9,11)3)10(2)7-15-14/h4-6,9-10H,7-8H2,1-3H3/t9-,10-,12-,13-,14-/m1/s1

> <INCHI_KEY>
KQKUUJCVSOPQBP-OMRXRXQOSA-N

> <FORMULA>
C14H18O2

> <MOLECULAR_WEIGHT>
218.296

> <EXACT_MASS>
218.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.29938393677358

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3R,4R,9R,12R)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0^{1,9}.0^{3,7}]trideca-5,7-diene

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.6428164523333324

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.11775594450213

> <JCHEM_POLAR_SURFACE_AREA>
21.759999999999998

> <JCHEM_REFRACTIVITY>
63.28010000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4R,9R,12R)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0^{1,9}.0^{3,7}]trideca-5,7-diene

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 34 37  0  0  0  0  0  0  0  0999 V2000
    2.4776    0.0134   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326   -1.1961   -0.5901 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0020   -1.6365   -1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.4088   -2.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.8434   -2.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -0.2066   -2.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.4680   -1.9502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8961    1.6311   -2.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    2.4392   -1.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679    2.1651   -0.2358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8513    2.3343    1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.7731   -0.5221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5012    0.2559    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -0.9737   -0.6993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6102   -2.2702   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188   -0.1793   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435    0.3384    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.2373   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.8597   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.0090    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9720   -2.0397   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831   -1.5828   -3.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.1161   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115    2.1405   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3079    3.4928   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    2.8541   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    2.1340    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    1.6419    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207    3.3545    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.0299    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    1.0935   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -3.1635   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596   -2.3962    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -2.2730   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0
  5 14  1  0
 12  7  1  0
 14 13  1  0
  5  6  2  0
  6  7  1  0
 14  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
 12 13  1  0
 10 11  1  0
  7  8  1  6
 12 16  1  1
  7 16  1  0
  8  9  1  0
 14 15  1  1
  9 10  1  0
  2  1  1  0
  6 23  1  0
 13 30  1  0
 13 31  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  6
  2 20  1  1
  3 21  1  0
  4 22  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       2.478   0.013  -0.199  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.633  -1.196  -0.590  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.002  -1.637  -1.990  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.022  -1.409  -2.872  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.115  -0.843  -2.205  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.157  -0.207  -2.757  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.186   0.468  -1.950  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.896   1.631  -2.470  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.297   2.439  -1.346  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.268   2.165  -0.236  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.851   2.334   1.155  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.800   0.773  -0.522  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.501   0.256   0.048  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.084  -0.974  -0.699  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.610  -2.270  -0.202  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.819  -0.179  -0.822  0.00  0.00           O+0
HETATM   17  H   UNK     0       2.244   0.338   0.820  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.545  -0.237  -0.222  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.326   0.860  -0.878  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.856  -2.009   0.112  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.972  -2.040  -2.249  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.083  -1.583  -3.936  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.244  -0.116  -3.834  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.311   2.140  -1.060  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.308   3.493  -1.640  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.424   2.854  -0.365  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.094   2.134   1.920  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.682   1.642   1.328  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.221   3.354   1.300  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.630   0.030   1.113  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.202   1.093  -0.004  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.206  -3.163  -0.694  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.460  -2.396   0.876  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.688  -2.273  -0.387  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2   14    3    1   20                                             
CONECT    3    2    4   21                                                  
CONECT    4    3    5   22                                                  
CONECT    5   14    6    4                                                  
CONECT    6    5    7   23                                                  
CONECT    7   12    6    8   16                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   24   25                                             
CONECT   10   12   11    9   26                                             
CONECT   11   10   27   28   29                                             
CONECT   12   10    7   13   16                                             
CONECT   13   14   12   30   31                                             
CONECT   14    5   13    2   15                                             
CONECT   15   14   32   33   34                                             
CONECT   16   12    7                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    2                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    6                                                            
CONECT   24    9                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   11                                                            
CONECT   28   11                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   15                                                            
CONECT   34   15                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

RDKit          3D

34 37  0  0  0  0  0  0  0  0999 V2000
    2.4776    0.0134   -0.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6326   -1.1961   -0.5901 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0020   -1.6365   -1.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0223   -1.4088   -2.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152   -0.8434   -2.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -0.2066   -2.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.4680   -1.9502 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8961    1.6311   -2.4702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2966    2.4392   -1.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2679    2.1651   -0.2358 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8513    2.3343    1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8001    0.7731   -0.5221 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5012    0.2559    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -0.9737   -0.6993 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6102   -2.2702   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8188   -0.1793   -0.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435    0.3384    0.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.2373   -0.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    0.8597   -0.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.0090    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9720   -2.0397   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0831   -1.5828   -3.9362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2445   -0.1161   -3.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3115    2.1405   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3079    3.4928   -1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    2.8541   -0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0939    2.1340    1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6824    1.6419    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207    3.3545    1.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    0.0299    1.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    1.0935   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063   -3.1635   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596   -2.3962    0.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6876   -2.2730   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 12  1  0
  5 14  1  0
 12  7  1  0
 14 13  1  0
  5  6  2  0
  6  7  1  0
 14  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
 12 13  1  0
 10 11  1  0
  7  8  1  6
 12 16  1  1
  7 16  1  0
  8  9  1  0
 14 15  1  1
  9 10  1  0
  2  1  1  0
  6 23  1  0
 13 30  1  0
 13 31  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  6
  2 20  1  1
  3 21  1  0
  4 22  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈O₂

Average Mass

218.2960 Da

Monoisotopic Mass

218.13068 Da

IUPAC Name

(1R,3R,4R,9R,12R)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0^{1,9}.0^{3,7}]trideca-5,7-diene

Traditional Name

(1R,3R,4R,9R,12R)-3,4,12-trimethyl-10,13-dioxatetracyclo[7.3.1.0^{1,9}.0^{3,7}]trideca-5,7-diene

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])[C@@]([H])(C([H])([H])[H])[C@@]2(C1=C([H])[C@@]13O[C@]1(C2([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])O3)C([H])([H])[H]

InChI Identifier

InChI=1S/C14H18O2/c1-9-4-5-11-6-14-13(16-14,8-12(9,11)3)10(2)7-15-14/h4-6,9-10H,7-8H2,1-3H3/t9-,10-,12-,13-,14-/m1/s1

InChI Key

KQKUUJCVSOPQBP-OMRXRXQOSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Botryosphaeria rhodina PSU-M114	JEOL database	Rukachaisirikul, V., et al, Tetrahedron 65, 10590 (2009)
Botryosphaeria rhodina PSU-M35	JEOL database	Rukachaisirikul, V., et al, Tetrahedron 65, 10590 (2009)
Garcinia mangostana	LOTUS Database	35616633
Lasiodiplodia theobromae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-dioxanes. These are organic compounds containing 1,3-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 3.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxanes

Sub Class

1,3-dioxanes

Direct Parent

1,3-dioxanes

Alternative Parents

Substituents

Meta-dioxane
Oxolane
Oxacycle
Oxirane
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	2.75	ALOGPS
logP	2.64	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	21.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	63.28 m³·mol⁻¹	ChemAxon
Polarizability	24.3 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

78438620

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44605288

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rukachaisirikul, V., et al. (2009). Rukachaisirikul, V., et al, Tetrahedron 65, 10590 (2009). Tetrahedron.

Showing NP-Card for botryosphaerihydrofuran (NP0038630)

MOL for NP0038630 (botryosphaerihydrofuran)

3D MOL for NP0038630 (botryosphaerihydrofuran)

3D SDF for NP0038630 (botryosphaerihydrofuran)

3D-SDF for NP0038630 (botryosphaerihydrofuran)

PDB for NP0038630 (botryosphaerihydrofuran)

3D PDB for NP0038630 (botryosphaerihydrofuran)

SMILES for NP0038630 (botryosphaerihydrofuran)

INCHI for NP0038630 (botryosphaerihydrofuran)

Structure for NP0038630 (botryosphaerihydrofuran)

3D Structure for NP0038630 (botryosphaerihydrofuran)