NP-MRD: Showing NP-Card for Aculeatol D (NP0076105)

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Record Information

Version

2.0

Created at

2022-04-28 21:16:42 UTC

Updated at

2022-04-28 21:16:42 UTC

NP-MRD ID

NP0076105

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aculeatol D

Description

(2S,4R,6S,8R,13S)-4,13-dihydroxy-2-undecyl-1,7-dioxadispiro[5.1.5⁸.2⁶]Pentadec-9-en-11-one belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. Aculeatol D is found in Amomum aculeatum . Based on a literature review very few articles have been published on (2S,4R,6S,8R,13S)-4,13-dihydroxy-2-undecyl-1,7-dioxadispiro[5.1.5⁸.2⁶]Pentadec-9-en-11-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223162D          

 29 31  0  0  1  0            999 V2000
   -0.8426    2.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    2.7147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7031    3.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506    2.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0357    2.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506    3.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    4.2297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4795    3.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    2.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7650    2.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1940    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3374    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0519    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1953    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9097    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6242    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3387    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    5.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7401    2.0473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5606    2.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961    2.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    2.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    3.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907    3.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045    1.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 22  1  6  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
  2 28  1  0  0  0  0
 23 29  1  1  0  0  0
M  END

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
    7.3552   -0.3919    1.8478 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4062    0.4698    0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0257   -0.2621   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3707   -1.5163   -0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119   -1.6118   -1.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439   -1.1521   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6049   -1.5168   -1.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3326   -1.1166   -0.8693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3064    0.3630   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0277    0.8397    0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    0.5448   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    1.0270   -0.0527 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4641    2.5079    0.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    2.7079    1.2770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2471    3.8815    1.0899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068    1.4876    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6933    0.8658    0.0516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7703    1.7119   -0.6152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0080    1.2450    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6406   -0.1720    0.4717 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8942   -0.4795    1.8959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0025   -1.7550    2.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8721   -2.7923    1.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589   -4.0000    1.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9832   -2.4838   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5363   -1.0857   -0.3471 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7128   -0.6575   -1.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3096   -0.3536    0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5881    0.7075   -0.7419 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4002   -0.5739    2.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -1.3161    1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7631    0.1654    2.5916 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1186    1.3403    0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376    0.9265    0.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1533    0.4269   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0873   -0.5131   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5180   -2.2767   -0.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0363   -2.0367   -1.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8208   -2.7077   -1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9834   -1.0524   -2.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -0.0399   -0.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7739   -1.5550    0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6421   -2.5910   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7713   -0.9710   -2.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4336   -1.4293   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -1.6804    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1124    0.5966    0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    0.9590   -1.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542    0.3703    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1315    1.9168    0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262   -0.5467   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1442    1.0348   -1.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4099    0.5349    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5272    2.9605    0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8139    2.9760   -0.7505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    2.8010    2.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6467    4.5562    0.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504    0.7522    2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4056    1.8272    1.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7900    1.4464   -1.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5572    2.7746   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2714    1.8670    0.9699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8445    1.2967   -0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9963    0.2622    2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1880   -2.0621    3.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7542   -3.1667   -0.7075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221   -2.5315   -0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5244   -1.0940    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6832   -0.6598   -1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 28  1  6
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 17 29  1  6
 29 12  1  0
 28 17  1  0
 26 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 11 51  1  0
 11 52  1  0
 12 53  1  1
 13 54  1  0
 13 55  1  0
 14 56  1  1
 15 57  1  0
 16 58  1  0
 16 59  1  0
 18 60  1  0
 18 61  1  0
 19 62  1  0
 19 63  1  0
 21 64  1  0
 22 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  1
 27 69  1  0
M  END


  Mrv1652304282223162D          

 29 31  0  0  1  0            999 V2000
   -0.8426    2.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551    2.7147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7031    3.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506    2.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0357    2.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506    3.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    4.2297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4795    3.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4795    2.9922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7650    2.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1940    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9084    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6229    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3374    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0519    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7663    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1953    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9097    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6242    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3387    2.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7650    5.0547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7401    2.0473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5606    2.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961    2.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7166    2.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    3.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5907    3.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045    1.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 22  1  6  0  0  0
  2 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
  2 28  1  0  0  0  0
 23 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0076105

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCC[C@H]1C[C@@H](O)C[C@@]2(CC[C@@]3(O2)C=CC(=O)C[C@@H]3O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O5/c1-2-3-4-5-6-7-8-9-10-11-21-16-20(26)18-24(28-21)15-14-23(29-24)13-12-19(25)17-22(23)27/h12-13,20-22,26-27H,2-11,14-18H2,1H3/t20-,21+,22+,23+,24+/m1/s1

> <INCHI_KEY>
UCHTYCSZOBNTBG-DFWAIWNTSA-N

> <FORMULA>
C24H40O5

> <MOLECULAR_WEIGHT>
408.579

> <EXACT_MASS>
408.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
48.851885199861165

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4R,6S,8R,13S)-4,13-dihydroxy-2-undecyl-1,7-dioxadispiro[5.1.5^{8}.2^{6}]pentadec-9-en-11-one

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
5.062029669666666

> <ALOGPS_LOGS>
-4.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.01102390571739

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.703229481472167

> <JCHEM_PKA_STRONGEST_BASIC>
-2.797695216664387

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
113.90709999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4R,6S,8R,13S)-4,13-dihydroxy-2-undecyl-1,7-dioxadispiro[5.1.5^{8}.2^{6}]pentadec-9-en-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.573   3.734   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.343   5.067   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.312   6.212   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.094   5.586   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.067   4.054   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.094   7.126   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.428   7.896   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.762   7.126   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.762   5.586   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.428   4.816   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.095   4.816   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.429   5.586   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.763   4.816   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.096   5.586   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.430   4.816   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.764   5.586   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.097   4.816   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.431   5.586   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.765   4.816   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.099   5.586   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.432   4.816   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.428   9.436   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.248   3.822   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.780   3.983   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.406   5.389   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.938   5.550   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.501   6.635   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.969   6.474   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.622   2.415   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   23   28                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6   10                                             
CONECT    5    4    1                                                       
CONECT    6    4    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    7                                                            
CONECT   23    2   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27    2                                                       
CONECT   29   23                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₄₀O₅

Average Mass

408.5790 Da

Monoisotopic Mass

408.28757 Da

IUPAC Name

(2S,4R,6S,8R,13S)-4,13-dihydroxy-2-undecyl-1,7-dioxadispiro[5.1.5^{8}.2^{6}]pentadec-9-en-11-one

Traditional Name

(2S,4R,6S,8R,13S)-4,13-dihydroxy-2-undecyl-1,7-dioxadispiro[5.1.5^{8}.2^{6}]pentadec-9-en-11-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC[C@H]1C[C@@H](O)C[C@@]2(CC[C@@]3(O2)C=CC(=O)C[C@@H]3O)O1

InChI Identifier

InChI=1S/C24H40O5/c1-2-3-4-5-6-7-8-9-10-11-21-16-20(26)18-24(28-21)15-14-23(29-24)13-12-19(25)17-22(23)27/h12-13,20-22,26-27H,2-11,14-18H2,1H3/t20-,21+,22+,23+,24+/m1/s1

InChI Key

UCHTYCSZOBNTBG-DFWAIWNTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Meistera aculeata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Cyclohexenone
Oxane
Tetrahydrofuran
Cyclic ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
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	4.37	ALOGPS
logP	5.06	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	13.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	113.91 m³·mol⁻¹	ChemAxon
Polarizability	48.85 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163067482

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aculeatol D (NP0076105)

MOL for NP0076105 (Aculeatol D)

3D MOL for NP0076105 (Aculeatol D)

3D SDF for NP0076105 (Aculeatol D)

3D-SDF for NP0076105 (Aculeatol D)

PDB for NP0076105 (Aculeatol D)

3D PDB for NP0076105 (Aculeatol D)

SMILES for NP0076105 (Aculeatol D)

INCHI for NP0076105 (Aculeatol D)

Structure for NP0076105 (Aculeatol D)

3D Structure for NP0076105 (Aculeatol D)