NP-MRD: Showing NP-Card for sinularioperoxide A (NP0029591)

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Record Information

Version

2.0

Created at

2021-06-19 21:11:00 UTC

Updated at

2021-06-29 23:57:03 UTC

NP-MRD ID

NP0029591

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sinularioperoxide A

Provided By

JEOL Database JEOL Logo

Description

sinularioperoxide A is found in Sinularia sp. sinularioperoxide A was first documented in 2006 (Chao, C.-H, et al.). Based on a literature review very few articles have been published on 3-Methyl-5-[(Z)-[(3R)-3-methyl-6beta-[(E)-1-methyl-3-hydroxy-1-propenyl]-1,2-dioxane-3beta-yl]methylene]-2,5-dihydrofuran-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123113D          

 40 41  0  0  0  0            999 V2000
    1.2270   -0.1167   -5.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    0.0562   -4.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    1.0287   -3.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3511    0.7168   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    1.4775   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    1.2267    0.2212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7330    2.0976    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.2236    0.5331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7409   -1.0820    1.0223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0487   -0.3305    2.1009 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3044   -1.0708    2.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.2431    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -1.5130    3.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.2684    4.4402 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1306   -1.4399    5.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    0.9462    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199    1.7144    1.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.4887   -2.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4692   -0.9165   -3.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -1.9556   -4.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.7240   -5.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8270   -1.0318   -5.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241   -0.1817   -6.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    1.9152   -3.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    2.4187   -0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    3.1541   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    1.7832   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3715    2.0530    0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6991   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -0.2037    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -1.3096    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -2.0377    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6018   -0.1511    2.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679   -1.9923    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340   -1.5576    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3003    0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946   -1.3241    4.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -2.5834    3.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -3.1676    4.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -0.5981    4.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 18  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8  6  1  0  0  0  0
  6 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 16 10  1  0  0  0  0
 19 20  2  0  0  0  0
  6  5  1  6  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  6  7  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 15  1  0  0  0  0
 17 16  1  0  0  0  0
 10 11  1  0  0  0  0
  5 25  1  0  0  0  0
 10 33  1  1  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  3 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
M  END

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.2270   -0.1167   -5.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    0.0562   -4.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    1.0287   -3.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3511    0.7168   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    1.4775   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    1.2267    0.2212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7330    2.0976    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.2236    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409   -1.0820    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487   -0.3305    2.1009 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3044   -1.0708    2.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.2431    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -1.5130    3.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.2684    4.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -1.4399    5.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    0.9462    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199    1.7144    1.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.4887   -2.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4692   -0.9165   -3.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -1.9556   -4.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.7240   -5.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8270   -1.0318   -5.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241   -0.1817   -6.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    1.9152   -3.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    2.4187   -0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    3.1541   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    1.7832   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3715    2.0530    0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6991   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -0.2037    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -1.3096    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -2.0377    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6018   -0.1511    2.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679   -1.9923    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340   -1.5576    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3003    0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946   -1.3241    4.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -2.5834    3.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -3.1676    4.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -0.5981    4.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 18  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6 17  1  0
 18 19  1  0
 19  2  1  0
  2  3  2  0
  3  4  1  0
 16 10  1  0
 19 20  2  0
  6  5  1  6
  2  1  1  0
 11 12  1  0
  6  7  1  0
 11 13  2  0
 13 14  1  0
  5  4  2  0
 14 15  1  0
 17 16  1  0
 10 11  1  0
  5 25  1  0
 10 33  1  1
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  3 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
M  END


  Mrv1652306192123113D          

 40 41  0  0  0  0            999 V2000
    1.2270   -0.1167   -5.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    0.0562   -4.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    1.0287   -3.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3511    0.7168   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    1.4775   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    1.2267    0.2212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7330    2.0976    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.2236    0.5331 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7409   -1.0820    1.0223 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0487   -0.3305    2.1009 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3044   -1.0708    2.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.2431    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -1.5130    3.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.2684    4.4402 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1306   -1.4399    5.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    0.9462    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199    1.7144    1.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.4887   -2.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4692   -0.9165   -3.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -1.9556   -4.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.7240   -5.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8270   -1.0318   -5.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241   -0.1817   -6.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    1.9152   -3.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    2.4187   -0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    3.1541   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    1.7832   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3715    2.0530    0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6991   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -0.2037    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -1.3096    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -2.0377    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6018   -0.1511    2.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679   -1.9923    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340   -1.5576    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3003    0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946   -1.3241    4.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -2.5834    3.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -3.1676    4.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -0.5981    4.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 18  1  0  0  0  0
 10  9  1  0  0  0  0
  9  8  1  0  0  0  0
  8  6  1  0  0  0  0
  6 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 16 10  1  0  0  0  0
 19 20  2  0  0  0  0
  6  5  1  6  0  0  0
  2  1  1  0  0  0  0
 11 12  1  0  0  0  0
  6  7  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
  5  4  2  0  0  0  0
 14 15  1  0  0  0  0
 17 16  1  0  0  0  0
 10 11  1  0  0  0  0
  5 25  1  0  0  0  0
 10 33  1  1  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  3 24  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029591

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C(\[H])=C(/C([H])([H])[H])[C@@]1([H])OO[C@](\C([H])=C2/OC(=O)C(=C2[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-10(5-7-16)13-4-6-15(3,20-19-13)9-12-8-11(2)14(17)18-12/h5,8-9,13,16H,4,6-7H2,1-3H3/b10-5+,12-9-/t13-,15+/m0/s1

> <INCHI_KEY>
YGYHRCDXYXLQEH-FBENHXDTSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.32

> <EXACT_MASS>
280.131073744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.814061988034258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z)-5-{[(3R,6S)-6-[(2E)-4-hydroxybut-2-en-2-yl]-3-methyl-1,2-dioxan-3-yl]methylidene}-3-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
1.971915046

> <ALOGPS_LOGS>
-3.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.618794238564291

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5281394000519795

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
76.0604

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z)-5-{[(3R,6S)-6-[(2E)-4-hydroxybut-2-en-2-yl]-3-methyl-1,2-dioxan-3-yl]methylidene}-3-methylfuran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 41  0  0  0  0  0  0  0  0999 V2000
    1.2270   -0.1167   -5.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    0.0562   -4.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    1.0287   -3.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3511    0.7168   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    1.4775   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    1.2267    0.2212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7330    2.0976    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.2236    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409   -1.0820    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487   -0.3305    2.1009 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3044   -1.0708    2.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.2431    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -1.5130    3.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.2684    4.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -1.4399    5.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    0.9462    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9822   -0.4887   -2.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7734   -1.9556   -4.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3715    2.0530    0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6991   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -0.2037    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -1.3096    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5946   -1.3241    4.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3487   -0.5981    4.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 18  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6 17  1  0
 18 19  1  0
 19  2  1  0
  2  3  2  0
  3  4  1  0
 16 10  1  0
 19 20  2  0
  6  5  1  6
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 11 12  1  0
  6  7  1  0
 11 13  2  0
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 14 15  1  0
 17 16  1  0
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  1 21  1  0
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 15 40  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.227  -0.117  -5.283  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.503   0.056  -4.008  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.544   1.029  -3.105  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.351   0.717  -2.045  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.569   1.478  -0.964  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.482   1.227   0.221  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.733   2.098   0.044  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.913  -0.224   0.533  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.741  -1.082   1.022  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.049  -0.331   2.101  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.304  -1.071   2.540  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.373  -1.243   1.491  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.416  -1.513   3.812  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.542  -2.268   4.440  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.131  -1.440   5.429  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.425   0.946   1.567  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.820   1.714   1.414  0.00  0.00           O+0
HETATM   18  O   UNK     0      -0.982  -0.489  -2.297  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.469  -0.917  -3.494  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.773  -1.956  -4.057  0.00  0.00           O+0
HETATM   21  H   UNK     0       1.902   0.724  -5.475  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.827  -1.032  -5.263  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.524  -0.182  -6.119  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.158   1.915  -3.156  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.023   2.419  -0.891  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.467   3.154  -0.084  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.325   1.783  -0.822  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.372   2.053   0.934  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.415  -0.699  -0.315  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.650  -0.204   1.349  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.098  -1.310   0.165  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.112  -2.038   1.410  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.602  -0.151   2.967  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.068  -1.992   0.754  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.334  -1.558   1.905  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.561  -0.300   0.967  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.595  -1.324   4.503  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.317  -2.583   3.740  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.156  -3.168   4.931  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.349  -0.598   4.992  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2   19    3    1                                                  
CONECT    3    2    4   24                                                  
CONECT    4   18    3    5                                                  
CONECT    5    6    4   25                                                  
CONECT    6    8   17    5    7                                             
CONECT    7    6   26   27   28                                             
CONECT    8    9    6   29   30                                             
CONECT    9   10    8   31   32                                             
CONECT   10    9   16   11   33                                             
CONECT   11   12   13   10                                                  
CONECT   12   11   34   35   36                                             
CONECT   13   11   14   37                                                  
CONECT   14   13   15   38   39                                             
CONECT   15   14   40                                                       
CONECT   16   10   17                                                       
CONECT   17    6   16                                                       
CONECT   18    4   19                                                       
CONECT   19   18    2   20                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

RDKit          3D

40 41  0  0  0  0  0  0  0  0999 V2000
    1.2270   -0.1167   -5.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5026    0.0562   -4.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5442    1.0287   -3.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3511    0.7168   -2.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687    1.4775   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4820    1.2267    0.2212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7330    2.0976    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.2236    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409   -1.0820    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487   -0.3305    2.1009 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3044   -1.0708    2.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733   -1.2431    1.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -1.5130    3.8116 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.2684    4.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -1.4399    5.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    0.9462    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199    1.7144    1.4143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9822   -0.4887   -2.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4692   -0.9165   -3.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7734   -1.9556   -4.0566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015    0.7240   -5.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8270   -1.0318   -5.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241   -0.1817   -6.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1580    1.9152   -3.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0229    2.4187   -0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    3.1541   -0.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254    1.7832   -0.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3715    2.0530    0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4153   -0.6991   -0.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6497   -0.2037    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -1.3096    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6018   -0.1511    2.9675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679   -1.9923    0.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340   -1.5576    1.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5946   -1.3241    4.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -2.5834    3.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559   -3.1676    4.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3487   -0.5981    4.9925 H   0  0  0  0  0  0  0  0  0  0  0  0
  4 18  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6 17  1  0
 18 19  1  0
 19  2  1  0
  2  3  2  0
  3  4  1  0
 16 10  1  0
 19 20  2  0
  6  5  1  6
  2  1  1  0
 11 12  1  0
  6  7  1  0
 11 13  2  0
 13 14  1  0
  5  4  2  0
 14 15  1  0
 17 16  1  0
 10 11  1  0
  5 25  1  0
 10 33  1  1
  7 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
  3 24  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
M  END

View in JSmol

Synonyms

Value	Source
3-Methyl-5-[(Z)-[(3R)-3-methyl-6b-[(e)-1-methyl-3-hydroxy-1-propenyl]-1,2-dioxane-3b-yl]methylene]-2,5-dihydrofuran-2-one	Generator
3-Methyl-5-[(Z)-[(3R)-3-methyl-6β-[(e)-1-methyl-3-hydroxy-1-propenyl]-1,2-dioxane-3β-yl]methylene]-2,5-dihydrofuran-2-one	Generator

Chemical Formula

C₁₅H₂₀O₅

Average Mass

280.3200 Da

Monoisotopic Mass

280.13107 Da

IUPAC Name

(5Z)-5-{[(3R,6S)-6-[(2E)-4-hydroxybut-2-en-2-yl]-3-methyl-1,2-dioxan-3-yl]methylidene}-3-methyl-2,5-dihydrofuran-2-one

Traditional Name

(5Z)-5-{[(3R,6S)-6-[(2E)-4-hydroxybut-2-en-2-yl]-3-methyl-1,2-dioxan-3-yl]methylidene}-3-methylfuran-2-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C(\[H])=C(/C([H])([H])[H])[C@@]1([H])OO[C@](\C([H])=C2/OC(=O)C(=C2[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C15H20O5/c1-10(5-7-16)13-4-6-15(3,20-19-13)9-12-8-11(2)14(17)18-12/h5,8-9,13,16H,4,6-7H2,1-3H3/b10-5+,12-9-/t13-,15+/m0/s1

InChI Key

YGYHRCDXYXLQEH-FBENHXDTSA-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
Sinularia sp.	JEOL database	Chao, C.-H, et al, Tetrahedron Letts. 47, 2175 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-dioxanes. These are organic compounds containing 1,2-dioxane, an aliphatic six-member ring with two oxygen atoms in ring positions 1 and 2.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxanes

Sub Class

1,2-dioxanes

Direct Parent

1,2-dioxanes

Alternative Parents

Substituents

Ortho-dioxane
2-furanone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Carboxylic acid ester
Dialkyl peroxide
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Primary alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	2.39	ALOGPS
logP	1.97	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.06 m³·mol⁻¹	ChemAxon
Polarizability	29.81 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9762000

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11587236

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chao, C.-H, et al. (2006). Chao, C.-H, et al, Tetrahedron Letts. 47, 2175 (2006). Tetrahedron Lett.

Showing NP-Card for sinularioperoxide A (NP0029591)

MOL for NP0029591 (sinularioperoxide A)

3D MOL for NP0029591 (sinularioperoxide A)

3D SDF for NP0029591 (sinularioperoxide A)

3D-SDF for NP0029591 (sinularioperoxide A)

PDB for NP0029591 (sinularioperoxide A)

3D PDB for NP0029591 (sinularioperoxide A)

SMILES for NP0029591 (sinularioperoxide A)

INCHI for NP0029591 (sinularioperoxide A)

Structure for NP0029591 (sinularioperoxide A)

3D Structure for NP0029591 (sinularioperoxide A)