NP-MRD: Showing NP-Card for Ochrocarpin B (NP0001507)

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Record Information

Version

2.0

Created at

2020-08-20 19:12:03 UTC

Updated at

2025-02-26 22:06:34 UTC

NP-MRD ID

NP0001507

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ochrocarpin B

Description

Ochrocarpin B belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. Ochrocarpin B is an extremely weak basic (essentially neutral) compound (based on its pKa). Ochrocarpin B is found in Ochrocarpos punctatus. A furanocoumarin that is 2H-furochromen-2-one substituted by a hydroxy group at position 5, 2-hydroxypropan-2-yl group at position 8, a 3-methylbutanoyl group at position 6 and a phenyl group at position 4.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171513082D          

 31 34  0  0  0  0            999 V2000
    0.8480    1.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726    1.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626    2.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3218    1.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    1.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4502   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4949   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -2.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -1.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2357   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4134   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7122   -2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8480   -2.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402    0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056    1.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7956    2.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202    2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0548    1.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648    0.6548    0.0000 C   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
  2  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  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 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
  7 21  2  0  0  0  0
 17 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -1.8340    4.2951   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6853    4.0704    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3269    5.1980    0.4932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0537    2.7769    0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8591    1.6265    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937    1.7868    0.7620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3960    0.2852    0.1882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9695    0.0645   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8251    1.0433   -0.1644 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826   -1.2529   -0.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106   -1.5159   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7352   -0.5147   -0.6261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817   -0.1122    0.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494    0.8263    0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247    1.4153   -0.2919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3113    1.0446   -1.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3056    0.0688   -1.7117 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306   -2.8493   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0411   -3.7951   -0.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3836   -4.9955   -1.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8055   -3.5072   -0.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4585   -2.2439   -0.3684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8691   -2.0111   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9926   -2.8312    0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478   -2.0338    0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4426   -2.5122    0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4695   -3.6457    1.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0137   -3.0406   -0.6958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -1.4688    1.0321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6115   -0.7852    0.4819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2994   -0.7543    0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955    5.3780   -0.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6700    3.7803   -1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8039    4.0186    0.2575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0132    4.1224    1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2897    5.9731    1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0969    5.6955   -0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576    4.8054    0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4434    2.9008   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.7267    1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4275    1.6845   -0.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331   -0.5640    1.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4685    1.1174    1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4966    2.1687   -0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740    1.5144   -2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166   -0.1897   -2.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0670   -3.0414   -1.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9410   -3.9069   -0.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6832   -4.3653    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3860   -3.2749    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4546   -4.1375    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1161   -3.2183   -0.5200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5373   -3.9813   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8920   -2.2739   -1.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1493   -1.5645    0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7 31  2  0
 31 30  1  0
 30 25  1  0
 25 24  2  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
 19 18  1  0
 18 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 10  1  0
 10  8  2  0
  8  9  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
  8  7  1  0
 23 31  1  0
 10 22  1  0
 17 12  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
 24 48  1  0
 18 47  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
  9 41  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
M  END


  Mrv1533004171513082D          

 31 34  0  0  0  0            999 V2000
    0.8480    1.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6726    1.9284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626    2.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9318    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3218    1.9800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3664    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1910    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5810    1.3045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6256   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4502   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8849   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4949   -1.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9295   -2.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6703   -1.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2357   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8784   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1752   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9765   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4134   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7122   -2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8480   -2.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8402    0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4056    1.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7956    2.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6202    2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0548    1.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648    0.6548    0.0000 C   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
  2  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  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 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
  7 21  2  0  0  0  0
 17 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001507

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)C1=C2OC(=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O6/c1-13(2)10-17(26)21-22(28)20-15(14-8-6-5-7-9-14)12-19(27)31-23(20)16-11-18(25(3,4)29)30-24(16)21/h5-9,11-13,28-29H,10H2,1-4H3

> <INCHI_KEY>
LCBIHGVAJHDTOY-UHFFFAOYSA-N

> <FORMULA>
C25H24O6

> <MOLECULAR_WEIGHT>
420.461

> <EXACT_MASS>
420.157288493

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.23010814892497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-2H-furo[2,3-h]chromen-2-one

> <ALOGPS_LOGP>
4.55

> <JCHEM_LOGP>
4.561690448333334

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.51981460832394

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.452201129960339

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9339221410307177

> <JCHEM_POLAR_SURFACE_AREA>
96.97

> <JCHEM_REFRACTIVITY>
125.85300000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.583   3.552   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.122   3.600   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850   4.957   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.934   2.291   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.473   2.339   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.201   3.696   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.284   1.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.823   1.078   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.551   2.435   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.635  -0.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.174  -0.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.985  -1.492   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.257  -2.849   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.068  -4.158   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.718  -2.897   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.907  -1.588   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.367  -1.636   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.373  -2.812   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.947  -2.230   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.060  -0.694   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.556  -0.327   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.638  -3.041   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.329  -3.853   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.827  -1.732   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.450  -4.350   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      10.902   1.174   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.090   2.483   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.818   3.840   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.358   3.888   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.169   2.579   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.441   1.222   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   21                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20    7   17                                                  
CONECT   22   19   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   11   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-8-(1-hydroxy-1-methylethyl)-6-(3-methyl-1-oxobutyl)-4-phenyl-H-furo[2',3':5,6]benzo[1,2-b]pyran-2-one	ChEBI

Chemical Formula

C₂H₆

Average Mass

30.0690 Da

Monoisotopic Mass

30.04695 Da

IUPAC Name

5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-2H-furo[2,3-h]chromen-2-one

Traditional Name

5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-2-one

CAS Registry Number

Not Available

SMILES

InChI Identifier

InChI=1S/C2H6/c1-2/h1-2H3

InChI Key

OTMSDBZUPAUEDD-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, 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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500Mz, CDCL3, simulated)	rgf8b@missouri.edu	Not Available	Not Available	2020-08-20	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Curcuma xanthorrhiza	KNApSAcK Database	22123792
Litsea monopetala	KNApSAcK Database	22123792
Mentha arvensis L.	KNApSAcK Database	22123792
Ochrocarpos punctatus	Plant	KNApSAcK
Polygonum minus	KNApSAcK Database	22123792
Psidium guajava	KNApSAcK Database	22123792
Zingiber zerumbet	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
4-phenylcoumarin
Angular furanocoumarin
Furanocoumarin
Butyrophenone
Coumarin
Benzopyran
1-benzopyran
Benzofuran
Aryl alkyl ketone
Aryl ketone
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Tertiary alcohol
Heteroaromatic compound
Vinylogous acid
Furan
Lactone
Ketone
Organoheterocyclic compound
Oxacycle
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary alcohol (CHEBI:66812 )
phenols (CHEBI:66812 )
furanocoumarin (CHEBI:66812 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	-182.79 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Boiling Point	-88.80 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	60.2 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	1.810	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	4.55	ALOGPS
logP	4.56	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.45	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	125.85 m³·mol⁻¹	ChemAxon
Polarizability	45.23 Å³	ChemAxon
Number of Rings	4	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

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

Not Available

PDB ID

Not Available

ChEBI ID

66812

Good Scents ID

Not Available

References

General References

Showing NP-Card for Ochrocarpin B (NP0001507)

MOL for NP0001507 (Ochrocarpin B)

3D MOL for NP0001507 (Ochrocarpin B)

3D SDF for NP0001507 (Ochrocarpin B)

3D-SDF for NP0001507 (Ochrocarpin B)

PDB for NP0001507 (Ochrocarpin B)

3D PDB for NP0001507 (Ochrocarpin B)

SMILES for NP0001507 (Ochrocarpin B)

INCHI for NP0001507 (Ochrocarpin B)

Structure for NP0001507 (Ochrocarpin B)

3D Structure for NP0001507 (Ochrocarpin B)