NP-MRD: Showing NP-Card for 3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone (NP0060608)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 05:37:48 UTC

Updated at

2022-04-28 05:37:48 UTC

NP-MRD ID

NP0060608

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone

Description

(2R,3S)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-one belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. 3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone is found in Mundulea suberosa. Based on a literature review very few articles have been published on (2R,3S)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282207372D          

 30 34  0  0  1  0            999 V2000
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499    2.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    2.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  4 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
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 16 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 15 24  1  1  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -2.1365    3.8822   -1.7390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1319    3.3412   -0.3016 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2152    4.1083    0.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8273    3.7158    0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0128    2.8154    0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980    1.4058    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015    1.0307    0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8007   -0.3172    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.2601    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3181   -0.8968    1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6006    0.4377    1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8091    0.8640    1.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9287   -0.0220    1.7528 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5557   -0.0390    0.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9129   -1.1549   -0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5062   -1.0456   -1.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7412    0.1846   -2.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3831    1.3228   -1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7967    1.2182   -0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4872   -1.3571    2.2798 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4832   -2.2941    2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2794   -1.8454    1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159   -3.0596    1.3942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2011   -2.5967    0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3951   -3.0973   -0.0366 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0513   -4.0126   -1.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628   -3.9278    0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3290   -2.0483   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0754   -0.7565   -0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4001    1.9723   -0.3418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582    3.8251   -2.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8365    4.9590   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970    3.2925   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9116    5.1795    0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2845    3.7288    1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1650    4.0288   -0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    4.7893    0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9555    3.1283    1.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    0.4585    2.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7253   -2.1344    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7719   -1.9731   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    0.2595   -3.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5845    2.2787   -1.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    2.1334    0.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082   -1.1830    3.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3482   -1.8597    2.5403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343   -4.7830   -1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0807   -4.4847   -0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9175   -3.3699   -2.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6998   -3.2539    1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9106   -4.5212    0.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4995   -4.6165    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2785   -2.4303   -0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7600   -0.0197   -0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2 30  1  0
 30  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  6 11  1  0
 11 10  2  0
 10 22  1  0
 22 23  2  0
 22 20  1  0
 20 21  1  0
 20 13  1  0
 13 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10  9  1  0
  9  8  2  0
  8 29  1  0
 29 28  2  0
 28 25  1  0
 25 26  1  6
 25 27  1  0
 25 24  1  0
  4  2  1  0
 12 11  1  0
 19 14  1  0
 24  9  1  0
  8  7  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  5 38  1  0
  4 37  1  0
 20 45  1  1
 21 46  1  0
 13 39  1  1
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 19 44  1  0
 29 54  1  0
 28 53  1  0
 26 47  1  0
 26 48  1  0
 26 49  1  0
 27 50  1  0
 27 51  1  0
 27 52  1  0
M  END


  Mrv1652304282207372D          

 30 34  0  0  1  0            999 V2000
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2499    2.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9207    2.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -1.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
  4 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
 16 17  1  0  0  0  0
  3 17  1  0  0  0  0
 16 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 15 24  1  1  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  1 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0060608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)OC2=C(C=C1)C1=C(C(=O)[C@@H](O)[C@H](O1)C1=CC=CC=C1)C1=C2C=CC(C)(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O5/c1-24(2)12-10-15-21(29-24)16-11-13-25(3,4)30-23(16)17-18(26)19(27)20(28-22(15)17)14-8-6-5-7-9-14/h5-13,19-20,27H,1-4H3/t19-,20-/m1/s1

> <INCHI_KEY>
ZZNMWGVMOBOREI-WOJBJXKFSA-N

> <FORMULA>
C25H24O5

> <MOLECULAR_WEIGHT>
404.462

> <EXACT_MASS>
404.162373873

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.50461856236072

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-one

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.181892358666666

> <ALOGPS_LOGS>
-4.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.42026553034838

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.142440157467819

> <JCHEM_PKA_STRONGEST_BASIC>
-4.048032188103172

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
115.47210000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.413   1.127   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.127   1.127   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.897   2.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.127   3.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.413   3.795   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.183   2.461   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.466   5.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.719   4.611   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.493   1.127   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.183  -2.874   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.493  -4.207   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.033  -4.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.803  -5.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.033  -6.875   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.493  -6.875   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.723  -5.541   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.033  -1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.437  -0.206   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -5.567  -2.263   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -5.567  -0.817   0.000  0.00  0.00           C+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9    5                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13    4   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   24                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16    3                                                       
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   15                                                            
CONECT   25    2   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27    1                                                       
CONECT   29   27                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₄O₅

Average Mass

404.4620 Da

Monoisotopic Mass

404.16237 Da

IUPAC Name

(2R,3S)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-3,4,6,10-tetrahydro-2H-1,5,9-trioxatriphenylen-4-one

Traditional Name

(2R,3S)-3-hydroxy-6,6,10,10-tetramethyl-2-phenyl-2,3-dihydro-1,5,9-trioxatriphenylen-4-one

CAS Registry Number

Not Available

SMILES

CC1(C)OC2=C(C=C1)C1=C(C(=O)[C@@H](O)[C@H](O1)C1=CC=CC=C1)C1=C2C=CC(C)(C)O1

InChI Identifier

InChI=1S/C25H24O5/c1-24(2)12-10-15-21(29-24)16-11-13-25(3,4)30-23(16)17-18(26)19(27)20(28-22(15)17)14-8-6-5-7-9-14/h5-13,19-20,27H,1-4H3/t19-,20-/m1/s1

InChI Key

ZZNMWGVMOBOREI-WOJBJXKFSA-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
Mundulea suberosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
Hydroxyflavonoid
Flavanonol
Flavanone
3-hydroxyflavonoid
Flavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	4.07	ALOGPS
logP	4.18	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	12.14	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.47 m³·mol⁻¹	ChemAxon
Polarizability	44.5 Å³	ChemAxon
Number of Rings	5	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

163100665

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone (NP0060608)

MOL for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

3D MOL for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

3D SDF for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

3D-SDF for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

PDB for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

3D PDB for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

SMILES for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

INCHI for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

Structure for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)

3D Structure for NP0060608 (3-Hydroxy-bis(6'',6''-dimethylpyrano[2'',3'':5,6][2'',3'':7,8]flavanone)