NP-MRD: Showing NP-Card for 3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde (NP0188448)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 04:47:04 UTC

Updated at

2022-09-04 04:47:04 UTC

NP-MRD ID

NP0188448

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde

Description

3-Hydroxy-2-(7-hydroxy-2,2-dimethyl-2H-chromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. 3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde is found in Aspergillus silvaticus. 3-Hydroxy-2-(7-hydroxy-2,2-dimethyl-2H-chromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201503302D          

 31 33  0  0  0  0            999 V2000
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -1.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 20 27  2  0  0  0  0
 12 28  2  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    4.1296   -1.3522   -3.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8122   -0.1190   -2.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5926    1.1308   -2.8149 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8307   -0.1013   -1.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721    1.1050   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5768    0.9598    0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8321   -0.0080    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.2557    1.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7512   -1.5502    0.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -2.2457    1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -1.9663    2.3947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091   -2.9983    3.0238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186   -0.7186    2.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4910   -0.4120    2.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241   -0.9638    3.9403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5585    0.4160    2.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4151    1.0410    3.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1601    0.9323    4.5874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4955    1.7542    2.7576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7567    1.8680    1.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    1.2599    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8398    0.5397    0.9321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477   -0.0567   -0.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2598   -0.0518   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931   -1.4846   -1.9279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0593    0.4402   -2.1938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4451    0.7433   -1.8303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2111    1.3447   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289    0.2700    1.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0580    1.6232    1.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    2.4156    2.3621 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2899   -2.0792   -3.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   -1.1264   -4.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0984   -1.8052   -2.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125    1.5422   -1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3689    0.9912   -3.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8800    1.8869   -3.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2571   -1.0178   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0956    1.9806   -1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252    1.4399   -1.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831   -2.2517    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1972   -2.1482    1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478   -0.6448    0.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963   -3.2328    2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2170   -3.0323    3.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7827    1.3859    5.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1907    2.2594    3.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6115    2.4323    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240   -1.3733   -2.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0680   -2.0705   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5051   -1.9529   -2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8737    1.5136   -2.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1942   -0.1939   -1.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2369    0.1530   -3.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427    0.8006   -2.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0893    1.9329   -1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458    2.0511    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  2  0
 13 29  2  0
 29 30  1  0
 30 31  2  0
 29  7  1  0
 22 16  1  0
 28 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  9 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 12 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
M  END


  Mrv1533004201503302D          

 31 33  0  0  0  0            999 V2000
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060   -1.1513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -1.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545   -2.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
 20 27  2  0  0  0  0
 12 28  2  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0188448

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCOC1=C(C)C=C(O)C(C(=O)C2=C(O)C=CC3=C2OC(C)(C)C=C3)=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O6/c1-14(2)9-11-30-23-15(3)12-19(28)20(17(23)13-26)22(29)21-18(27)7-6-16-8-10-25(4,5)31-24(16)21/h6-10,12-13,27-28H,11H2,1-5H3

> <INCHI_KEY>
CMMRAGHLCXBJKR-UHFFFAOYSA-N

> <FORMULA>
C25H26O6

> <MOLECULAR_WEIGHT>
422.477

> <EXACT_MASS>
422.172938557

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.27109331217321

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-2-(7-hydroxy-2,2-dimethyl-2H-chromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
6.455590169999999

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.603998212559123

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.953263119111042

> <JCHEM_PKA_STRONGEST_BASIC>
-4.626328947509549

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
122.19530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.198  -2.149   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.185  -2.043   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.195  -3.757   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -4.001 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   28                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   27                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   27                                                       
CONECT   27   26   15   20                                                  
CONECT   28   12    6   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31    2                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₆O₆

Average Mass

422.4770 Da

Monoisotopic Mass

422.17294 Da

IUPAC Name

3-hydroxy-2-(7-hydroxy-2,2-dimethyl-2H-chromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde

Traditional Name

3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde

CAS Registry Number

Not Available

SMILES

CC(C)=CCOC1=C(C)C=C(O)C(C(=O)C2=C(O)C=CC3=C2OC(C)(C)C=C3)=C1C=O

InChI Identifier

InChI=1S/C25H26O6/c1-14(2)9-11-30-23-15(3)12-19(28)20(17(23)13-26)22(29)21-18(27)7-6-16-8-10-25(4,5)31-24(16)21/h6-10,12-13,27-28H,11H2,1-5H3

InChI Key

CMMRAGHLCXBJKR-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 silvaticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Aryl-phenylketone
2,2-dimethyl-1-benzopyran
1-benzopyran
Benzopyran
4-alkoxyphenol
Hydroxybenzaldehyde
M-cresol
Phenol ether
Phenoxy compound
Aryl ketone
Benzoyl
Benzaldehyde
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Alkyl aryl ether
Aryl-aldehyde
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Aldehyde
Hydrocarbon derivative
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	4.47	ALOGPS
logP	6.46	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.95	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.2 m³·mol⁻¹	ChemAxon
Polarizability	45.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

14034681

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde (NP0188448)

MOL for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

3D MOL for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

3D SDF for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

3D-SDF for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

PDB for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

3D PDB for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

SMILES for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

INCHI for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

Structure for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)

3D Structure for NP0188448 (3-hydroxy-2-(7-hydroxy-2,2-dimethylchromene-8-carbonyl)-5-methyl-6-[(3-methylbut-2-en-1-yl)oxy]benzaldehyde)