NP-MRD: Showing NP-Card for Daldinin B (NP0007770)

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Record Information

Version

2.0

Created at

2020-12-09 04:33:40 UTC

Updated at

2021-07-15 16:58:30 UTC

NP-MRD ID

NP0007770

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Daldinin B

Provided By

NPAtlas

Description

Daldinin B belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone. Daldinin B is found in Aspergillus ustus and Daldinia concentrica. Daldinin B was first documented in 2009 (PMID: 19769341). Based on a literature review very few articles have been published on Daldinin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119033D          

 37 39  0  0  0  0            999 V2000
    3.9518   -0.6784   -1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138   -0.0843    0.1648 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5945    0.8923    0.7597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2604    1.9062   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    1.8436   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    2.5981   -1.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    0.7177    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3270    0.1491    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385   -0.9503    1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.4491    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -0.8841    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0286    0.2197    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    0.6230   -0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    0.1478    0.2559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5087    0.1471   -0.4528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8835    1.5988   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -0.6358   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -0.3383    0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -1.1858    0.6944 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2035   -1.4087   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -1.1622   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112    0.1510   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5434    0.4818   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -0.8557    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586    1.3029    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -1.4450    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -2.3239    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    0.8072    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.2351    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081    1.9039   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    1.7520   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -0.1325   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912   -1.6702   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -0.7195   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -0.0455    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7206   -1.9537   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -1.5542    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 15 17  1  0  0  0  0
 15 18  1  1  0  0  0
 14 19  1  0  0  0  0
  8  3  1  0  0  0  0
 19 11  1  0  0  0  0
 12  7  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 25  1  1  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 14 28  1  1  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    3.9518   -0.6784   -1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138   -0.0843    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    0.8923    0.7597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2604    1.9062   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    1.8436   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    2.5981   -1.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    0.7177    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3270    0.1491    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385   -0.9503    1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.4491    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -0.8841    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0286    0.2197    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    0.6230   -0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    0.1478    0.2559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5087    0.1471   -0.4528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8835    1.5988   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -0.6358   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -0.3383    0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -1.1858    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035   -1.4087   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -1.1622   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112    0.1510   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5434    0.4818   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -0.8557    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586    1.3029    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -1.4450    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -2.3239    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    0.8072    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.2351    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081    1.9039   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    1.7520   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -0.1325   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912   -1.6702   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -0.7195   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -0.0455    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7206   -1.9537   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -1.5542    1.6401 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  1
 14 19  1  0
  8  3  1  0
 19 11  1  0
 12  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  1
  9 26  1  0
 10 27  1  0
 14 28  1  1
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
M  END


  Mrv1652306242119033D          

 37 39  0  0  0  0            999 V2000
    3.9518   -0.6784   -1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138   -0.0843    0.1648 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5945    0.8923    0.7597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2604    1.9062   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    1.8436   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    2.5981   -1.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    0.7177    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3270    0.1491    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385   -0.9503    1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.4491    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -0.8841    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0286    0.2197    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    0.6230   -0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    0.1478    0.2559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5087    0.1471   -0.4528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8835    1.5988   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -0.6358   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -0.3383    0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -1.1858    0.6944 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2035   -1.4087   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -1.1622   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112    0.1510   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5434    0.4818   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -0.8557    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586    1.3029    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -1.4450    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -2.3239    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    0.8072    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.2351    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081    1.9039   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    1.7520   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -0.1325   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912   -1.6702   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -0.7195   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -0.0455    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7206   -1.9537   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -1.5542    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 15 17  1  0  0  0  0
 15 18  1  1  0  0  0
 14 19  1  0  0  0  0
  8  3  1  0  0  0  0
 19 11  1  0  0  0  0
 12  7  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 25  1  1  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 14 28  1  1  0  0  0
 16 29  1  0  0  0  0
 16 30  1  0  0  0  0
 16 31  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])OC2=C(C([H])=C([H])C3=C2C(=O)O[C@]3([H])C([H])([H])C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-4-10-9-6-5-8-7-11(15(2,3)17)19-13(8)12(9)14(16)18-10/h5-6,10-11,17H,4,7H2,1-3H3/t10-,11-/m1/s1

> <INCHI_KEY>
JQSYFSJXMAPSHH-GHMZBOCLSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.109157699727508

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,10R)-10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-12-one

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.4160814926666667

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.499485681303014

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.868452482832353

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1063965643984135

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
70.37300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,10R)-10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    3.9518   -0.6784   -1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138   -0.0843    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    0.8923    0.7597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2604    1.9062   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    1.8436   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    2.5981   -1.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    0.7177    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3270    0.1491    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385   -0.9503    1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.4491    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -0.8841    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0286    0.2197    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    0.6230   -0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    0.1478    0.2559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5087    0.1471   -0.4528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8835    1.5988   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -0.6358   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -0.3383    0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -1.1858    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035   -1.4087   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -1.1622   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112    0.1510   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5434    0.4818   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -0.8557    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586    1.3029    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -1.4450    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -2.3239    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    0.8072    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.2351    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081    1.9039   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    1.7520   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -0.1325   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912   -1.6702   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -0.7195   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -0.0455    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7206   -1.9537   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -1.5542    1.6401 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  1
 14 19  1  0
  8  3  1  0
 19 11  1  0
 12  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  1
  9 26  1  0
 10 27  1  0
 14 28  1  1
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.952  -0.678  -1.073  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.614  -0.084   0.165  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.595   0.892   0.760  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.260   1.906  -0.139  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.935   1.844  -0.513  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.297   2.598  -1.306  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.336   0.718   0.176  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.327   0.149   0.937  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.038  -0.950   1.704  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.737  -1.449   1.679  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.254  -0.884   0.921  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.029   0.220   0.149  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.130   0.623  -0.536  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.204   0.148   0.256  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.509   0.147  -0.453  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.884   1.599  -0.736  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.571  -0.636  -1.705  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.479  -0.338   0.424  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.706  -1.186   0.694  0.00  0.00           C+0
HETATM   20  H   UNK     0       3.204  -1.409  -0.739  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.690  -1.162  -1.744  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.411   0.151  -1.570  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.543   0.482  -0.106  0.00  0.00           H+0
HETATM   24  H   UNK     0       4.820  -0.856   0.922  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.959   1.303   1.725  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.784  -1.445   2.328  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.476  -2.324   2.279  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.248   0.807   1.147  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.433   2.235   0.078  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.508   1.904  -1.736  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.979   1.752  -0.661  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.307  -0.133  -2.396  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.991  -1.670  -1.569  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.634  -0.720  -2.266  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.300  -0.046   1.367  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.721  -1.954  -0.102  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.149  -1.554   1.640  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   23   24                                             
CONECT    3    2    4    8   25                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9    3                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   27                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19   28                                             
CONECT   15   14   16   17   18                                             
CONECT   16   15   29   30   31                                             
CONECT   17   15   32   33   34                                             
CONECT   18   15   35                                                       
CONECT   19   14   11   36   37                                             
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   14                                                            
CONECT   29   16                                                            
CONECT   30   16                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   19                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
    3.9518   -0.6784   -1.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138   -0.0843    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5945    0.8923    0.7597 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2604    1.9062   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9354    1.8436   -0.5127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    2.5981   -1.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    0.7177    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3270    0.1491    0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0385   -0.9503    1.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.4491    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -0.8841    0.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0286    0.2197    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1298    0.6230   -0.5357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042    0.1478    0.2559 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5087    0.1471   -0.4528 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8835    1.5988   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714   -0.6358   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -0.3383    0.4242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7060   -1.1858    0.6944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2035   -1.4087   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6900   -1.1622   -1.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112    0.1510   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5434    0.4818   -0.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -0.8557    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9586    1.3029    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7842   -1.4450    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -2.3239    2.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    0.8072    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4325    2.2351    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5081    1.9039   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788    1.7520   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3069   -0.1325   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912   -1.6702   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6343   -0.7195   -2.2661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998   -0.0455    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7206   -1.9537   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1490   -1.5542    1.6401 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  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  1
 14 19  1  0
  8  3  1  0
 19 11  1  0
 12  7  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  1
  9 26  1  0
 10 27  1  0
 14 28  1  1
 16 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

(4R,10R)-10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-12-one

Traditional Name

(4R,10R)-10-ethyl-4-(2-hydroxypropan-2-yl)-3,11-dioxatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),7-trien-12-one

CAS Registry Number

Not Available

SMILES

CC[C@H]1OC(=O)C2=C1C=CC1=C2O[C@H](C1)C(C)(C)O

InChI Identifier

InChI=1S/C15H18O4/c1-4-10-9-6-5-8-7-11(15(2,3)17)19-13(8)12(9)14(16)18-10/h5-6,10-11,17H,4,7H2,1-3H3/t10-,11-/m1/s1

InChI Key

JQSYFSJXMAPSHH-GHMZBOCLSA-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
Aspergillus ustus	LOTUS Database	35616633
Daldinia concentrica	NPAtlas	18503188

Species Where Detected

Species Name	Source	Reference
Aspergillus ustus 094102	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofuranones. These are organic compounds containing a benzene ring fused to a furanone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Benzofuranones

Direct Parent

Benzofuranones

Alternative Parents

Substituents

Benzofuranone
Isobenzofuranone
Phthalide
Isocoumaran
Coumaran
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Ether
Oxacycle
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
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	2.49	ALOGPS
logP	2.42	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	13.87	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.37 m³·mol⁻¹	ChemAxon
Polarizability	28.11 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

NPAtlas ID

NPA005215

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047831

Chemspider ID

28285090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24854347

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lu Z, Wang Y, Miao C, Liu P, Hong K, Zhu W: Sesquiterpenoids and benzofuranoids from the marine-derived fungus Aspergillus ustus 094102. J Nat Prod. 2009 Oct;72(10):1761-7. doi: 10.1021/np900268z. [PubMed:19769341 ]

Showing NP-Card for Daldinin B (NP0007770)

MOL for NP0007770 (Daldinin B)

3D MOL for NP0007770 (Daldinin B)

3D SDF for NP0007770 (Daldinin B)

3D-SDF for NP0007770 (Daldinin B)

PDB for NP0007770 (Daldinin B)

3D PDB for NP0007770 (Daldinin B)

SMILES for NP0007770 (Daldinin B)

INCHI for NP0007770 (Daldinin B)

Structure for NP0007770 (Daldinin B)

3D Structure for NP0007770 (Daldinin B)