NP-MRD: Showing NP-Card for 4-hydroxydihydronorjavanicin D2 (NP0040988)

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Record Information

Version

2.0

Created at

2021-06-20 23:01:15 UTC

Updated at

2021-06-30 00:15:14 UTC

NP-MRD ID

NP0040988

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-hydroxydihydronorjavanicin D2

Provided By

JEOL Database JEOL Logo

Description

(1S,9S,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0²,⁷]Dodeca-2(7),3,5-trien-8-one belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. 4-hydroxydihydronorjavanicin D2 is found in Fusarium sp. BCC14842. 4-hydroxydihydronorjavanicin D2 was first documented in 2011 (Kornsakulkarn, J., et al.). Based on a literature review very few articles have been published on (1S,9S,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0²,⁷]Dodeca-2(7),3,5-trien-8-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101013D          

 37 39  0  0  0  0            999 V2000
   -1.5610   -5.3076    1.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -4.4021    1.6036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.1180    1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -2.6272    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -1.2940    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.8795    0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -0.4461    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1699   -0.9202    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -2.2570    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -2.7461    1.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3387    0.0286    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5593    0.2110   -0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3133   -1.2763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0047    1.7983   -0.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2818    0.9794    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    1.4351   -0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349    1.4187    1.0940 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1321    2.3750    1.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9889    2.0800    2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2703    2.8616    2.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538    1.2643    3.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -4.9805    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0842   -5.4439    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -6.2782    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -3.2501    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904    0.0689    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -3.6867    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.3526    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    2.0826   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    0.9681   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628    2.8606   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.3707    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.3203    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    3.4054    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    3.9293    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973    2.5655    3.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104    2.6531    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 11  1  0  0  0  0
  8  7  2  0  0  0  0
 15 16  2  0  0  0  0
  9  3  2  0  0  0  0
  9 10  1  0  0  0  0
  8  9  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  2  0  0  0  0
 11 12  1  0  0  0  0
  5  7  1  0  0  0  0
 17 18  1  0  0  0  0
  8 11  1  0  0  0  0
 18 19  1  0  0  0  0
  7 15  1  0  0  0  0
 19 20  1  0  0  0  0
 15 14  1  0  0  0  0
 19 21  2  0  0  0  0
 14 17  1  0  0  0  0
 14 13  1  0  0  0  0
 12 13  1  0  0  0  0
  4 25  1  0  0  0  0
 14 31  1  6  0  0  0
 17 32  1  1  0  0  0
 11 28  1  1  0  0  0
 10 27  1  0  0  0  0
  6 26  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.5610   -5.3076    1.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -4.4021    1.6036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.1180    1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -2.6272    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -1.2940    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.8795    0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -0.4461    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1699   -0.9202    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -2.2570    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -2.7461    1.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3387    0.0286    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5593    0.2110   -0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3133   -1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.7983   -0.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2818    0.9794    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    1.4351   -0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349    1.4187    1.0940 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1321    2.3750    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    2.0800    2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2703    2.8616    2.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538    1.2643    3.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -4.9805    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0842   -5.4439    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -6.2782    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -3.2501    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904    0.0689    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -3.6867    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.3526    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    2.0826   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    0.9681   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628    2.8606   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.3707    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.3203    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    3.4054    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    3.9293    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973    2.5655    3.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104    2.6531    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 11  1  0
  8  7  2  0
 15 16  2  0
  9  3  2  0
  9 10  1  0
  8  9  1  0
  3  2  1  0
  3  4  1  0
  5  6  1  0
  2  1  1  0
  4  5  2  0
 11 12  1  0
  5  7  1  0
 17 18  1  0
  8 11  1  0
 18 19  1  0
  7 15  1  0
 19 20  1  0
 15 14  1  0
 19 21  2  0
 14 17  1  0
 14 13  1  0
 12 13  1  0
  4 25  1  0
 14 31  1  6
 17 32  1  1
 11 28  1  1
 10 27  1  0
  6 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 18 33  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 13 29  1  0
 13 30  1  0
M  END


  Mrv1652306212101013D          

 37 39  0  0  0  0            999 V2000
   -1.5610   -5.3076    1.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -4.4021    1.6036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.1180    1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -2.6272    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -1.2940    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.8795    0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -0.4461    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1699   -0.9202    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -2.2570    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -2.7461    1.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3387    0.0286    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5593    0.2110   -0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3133   -1.2763 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0047    1.7983   -0.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2818    0.9794    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    1.4351   -0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349    1.4187    1.0940 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1321    2.3750    1.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9889    2.0800    2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2703    2.8616    2.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538    1.2643    3.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -4.9805    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0842   -5.4439    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -6.2782    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -3.2501    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904    0.0689    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -3.6867    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.3526    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    2.0826   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    0.9681   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628    2.8606   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.3707    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.3203    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    3.4054    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    3.9293    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973    2.5655    3.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104    2.6531    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 11  1  0  0  0  0
  8  7  2  0  0  0  0
 15 16  2  0  0  0  0
  9  3  2  0  0  0  0
  9 10  1  0  0  0  0
  8  9  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  2  0  0  0  0
 11 12  1  0  0  0  0
  5  7  1  0  0  0  0
 17 18  1  0  0  0  0
  8 11  1  0  0  0  0
 18 19  1  0  0  0  0
  7 15  1  0  0  0  0
 19 20  1  0  0  0  0
 15 14  1  0  0  0  0
 19 21  2  0  0  0  0
 14 17  1  0  0  0  0
 14 13  1  0  0  0  0
 12 13  1  0  0  0  0
  4 25  1  0  0  0  0
 14 31  1  6  0  0  0
 17 32  1  1  0  0  0
 11 28  1  1  0  0  0
 10 27  1  0  0  0  0
  6 26  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 13 29  1  0  0  0  0
 13 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040988

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(OC([H])([H])[H])=C(O[H])C2=C1C(=O)[C@]1([H])C([H])([H])O[C@@]2([H])[C@@]1([H])C([H])([H])C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O6/c1-6(16)3-7-8-5-21-15(7)12-11(13(8)18)9(17)4-10(20-2)14(12)19/h4,7-8,15,17,19H,3,5H2,1-2H3/t7-,8+,15-/m0/s1

> <INCHI_KEY>
APUXGZHCMAROOY-FWZFKDBCSA-N

> <FORMULA>
C15H16O6

> <MOLECULAR_WEIGHT>
292.287

> <EXACT_MASS>
292.094688235

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.501797428865537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,9S,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0^{2,7}]dodeca-2(7),3,5-trien-8-one

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.1783556353333338

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.827825712664588

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.866523692099287

> <JCHEM_PKA_STRONGEST_BASIC>
-4.110630410964434

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
73.39540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0^{2,7}]dodeca-2(7),3,5-trien-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -1.5610   -5.3076    1.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -4.4021    1.6036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.1180    1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -2.6272    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -1.2940    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.8795    0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -0.4461    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1699   -0.9202    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -2.2570    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -2.7461    1.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3387    0.0286    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5593    0.2110   -0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3133   -1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.7983   -0.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2818    0.9794    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    1.4351   -0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349    1.4187    1.0940 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1321    2.3750    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    2.0800    2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2703    2.8616    2.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538    1.2643    3.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -4.9805    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0842   -5.4439    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -6.2782    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -3.2501    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904    0.0689    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -3.6867    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.3526    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    2.0826   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    0.9681   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628    2.8606   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.3707    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.3203    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    3.4054    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    3.9293    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973    2.5655    3.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104    2.6531    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 11  1  0
  8  7  2  0
 15 16  2  0
  9  3  2  0
  9 10  1  0
  8  9  1  0
  3  2  1  0
  3  4  1  0
  5  6  1  0
  2  1  1  0
  4  5  2  0
 11 12  1  0
  5  7  1  0
 17 18  1  0
  8 11  1  0
 18 19  1  0
  7 15  1  0
 19 20  1  0
 15 14  1  0
 19 21  2  0
 14 17  1  0
 14 13  1  0
 12 13  1  0
  4 25  1  0
 14 31  1  6
 17 32  1  1
 11 28  1  1
 10 27  1  0
  6 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 18 33  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 13 29  1  0
 13 30  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.561  -5.308   1.742  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.471  -4.402   1.604  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.784  -3.118   1.233  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.066  -2.627   0.982  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.235  -1.294   0.609  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.519  -0.880   0.374  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.130  -0.446   0.488  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.170  -0.920   0.743  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.321  -2.257   1.108  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.575  -2.746   1.359  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.339   0.029   0.589  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.559   0.211  -0.831  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.740   1.313  -1.276  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.005   1.798  -0.045  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.282   0.979   0.083  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.395   1.435  -0.165  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.935   1.419   1.094  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.132   2.375   1.208  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.989   2.080   2.426  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.270   2.862   2.549  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.654   1.264   3.284  0.00  0.00           O+0
HETATM   22  H   UNK     0      -2.248  -4.981   2.530  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.084  -5.444   0.790  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.152  -6.278   2.039  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.950  -3.250   1.063  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.490   0.069   0.112  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.445  -3.687   1.592  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.252  -0.353   1.055  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.410   2.083  -1.674  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.089   0.968  -2.085  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.263   2.861  -0.077  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.412   1.371   2.059  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.777   2.320   0.324  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.772   3.405   1.307  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.044   3.929   2.602  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.797   2.566   3.460  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.910   2.653   1.688  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    9    2    4                                                  
CONECT    4    3    5   25                                                  
CONECT    5    6    4    7                                                  
CONECT    6    5   26                                                       
CONECT    7    8    5   15                                                  
CONECT    8    7    9   11                                                  
CONECT    9    3   10    8                                                  
CONECT   10    9   27                                                       
CONECT   11   17   12    8   28                                             
CONECT   12   11   13                                                       
CONECT   13   14   12   29   30                                             
CONECT   14   15   17   13   31                                             
CONECT   15   16    7   14                                                  
CONECT   16   15                                                            
CONECT   17   11   18   14   32                                             
CONECT   18   17   19   33   34                                             
CONECT   19   18   20   21                                                  
CONECT   20   19   35   36   37                                             
CONECT   21   19                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   13                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   18                                                            
CONECT   35   20                                                            
CONECT   36   20                                                            
CONECT   37   20                                                            
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
   -1.5610   -5.3076    1.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4710   -4.4021    1.6036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837   -3.1180    1.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0655   -2.6272    0.9816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -1.2940    0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186   -0.8795    0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1301   -0.4461    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1699   -0.9202    0.7426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3206   -2.2570    1.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5752   -2.7461    1.3588 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3387    0.0286    0.5894 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5593    0.2110   -0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7404    1.3133   -1.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.7983   -0.0446 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2818    0.9794    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3953    1.4351   -0.1650 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349    1.4187    1.0940 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1321    2.3750    1.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    2.0800    2.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2703    2.8616    2.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6538    1.2643    3.2835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2476   -4.9805    2.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0842   -5.4439    0.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -6.2782    2.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9496   -3.2501    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904    0.0689    0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449   -3.6867    1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -0.3526    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    2.0826   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    0.9681   -2.0852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2628    2.8606   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121    1.3707    2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    2.3203    0.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    3.4054    1.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    3.9293    2.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973    2.5655    3.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104    2.6531    1.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 11  1  0
  8  7  2  0
 15 16  2  0
  9  3  2  0
  9 10  1  0
  8  9  1  0
  3  2  1  0
  3  4  1  0
  5  6  1  0
  2  1  1  0
  4  5  2  0
 11 12  1  0
  5  7  1  0
 17 18  1  0
  8 11  1  0
 18 19  1  0
  7 15  1  0
 19 20  1  0
 15 14  1  0
 19 21  2  0
 14 17  1  0
 14 13  1  0
 12 13  1  0
  4 25  1  0
 14 31  1  6
 17 32  1  1
 11 28  1  1
 10 27  1  0
  6 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 18 33  1  0
 18 34  1  0
 20 35  1  0
 20 36  1  0
 20 37  1  0
 13 29  1  0
 13 30  1  0
M  END

View in JSmol

Synonyms

Value	Source
3a-(2-Oxopropyl)-5,8-dihydroxy-6-methoxy-3,4-dihydro-4a,2a-(epoxymethano)naphthalene-1(2H)-one	Generator
3Α-(2-oxopropyl)-5,8-dihydroxy-6-methoxy-3,4-dihydro-4α,2α-(epoxymethano)naphthalene-1(2H)-one	Generator

Chemical Formula

C₁₅H₁₆O₆

Average Mass

292.2870 Da

Monoisotopic Mass

292.09469 Da

IUPAC Name

(1S,9S,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0^{2,7}]dodeca-2(7),3,5-trien-8-one

Traditional Name

(1S,9S,12S)-3,6-dihydroxy-4-methoxy-12-(2-oxopropyl)-11-oxatricyclo[7.2.1.0^{2,7}]dodeca-2(7),3,5-trien-8-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(OC([H])([H])[H])=C(O[H])C2=C1C(=O)[C@]1([H])C([H])([H])O[C@@]2([H])[C@@]1([H])C([H])([H])C(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C15H16O6/c1-6(16)3-7-8-5-21-15(7)12-11(13(8)18)9(17)4-10(20-2)14(12)19/h4,7-8,15,17,19H,3,5H2,1-2H3/t7-,8+,15-/m0/s1

InChI Key

APUXGZHCMAROOY-FWZFKDBCSA-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
Fusarium sp. BCC14842	JEOL database	Kornsakulkarn, J., et al, Tetrahedron 67, 7540 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Anisole
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Tetrahydrofuran
Vinylogous acid
Ketone
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.52	ALOGPS
logP	1.18	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.87	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	73.4 m³·mol⁻¹	ChemAxon
Polarizability	28.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78436231

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54758460

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kornsakulkarn, J., et al. (2011). Kornsakulkarn, J., et al, Tetrahedron 67, 7540 (2011). Tetrahedron.

Showing NP-Card for 4-hydroxydihydronorjavanicin D2 (NP0040988)

MOL for NP0040988 (4-hydroxydihydronorjavanicin D2)

3D MOL for NP0040988 (4-hydroxydihydronorjavanicin D2)

3D SDF for NP0040988 (4-hydroxydihydronorjavanicin D2)

3D-SDF for NP0040988 (4-hydroxydihydronorjavanicin D2)

PDB for NP0040988 (4-hydroxydihydronorjavanicin D2)

3D PDB for NP0040988 (4-hydroxydihydronorjavanicin D2)

SMILES for NP0040988 (4-hydroxydihydronorjavanicin D2)

INCHI for NP0040988 (4-hydroxydihydronorjavanicin D2)

Structure for NP0040988 (4-hydroxydihydronorjavanicin D2)

3D Structure for NP0040988 (4-hydroxydihydronorjavanicin D2)