NP-MRD: Showing NP-Card for 11-Hydroxy-1-isomangostin (NP0070698)

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Record Information

Version

2.0

Created at

2022-04-28 16:09:23 UTC

Updated at

2022-04-28 16:09:23 UTC

NP-MRD ID

NP0070698

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-Hydroxy-1-isomangostin

Description

(3S)-3,5,9-trihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. 11-Hydroxy-1-isomangostin is found in Cratoxylum cochinchinense and Garcinia mangostana . Based on a literature review very few articles have been published on (3S)-3,5,9-trihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218092D          

 31 34  0  0  1  0            999 V2000
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5720    2.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  6  0  0  0
  2 20  2  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
  1 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 21 31  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    5.0298    1.2013    1.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5332    1.1379    0.3928 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2756    1.6657    0.1393 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1682    2.9900   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    3.7811   -0.2956 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9386    3.5537   -0.4646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8079    2.7669   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3760    3.3022   -0.6234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4644    2.5787   -0.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228    3.1209   -0.8069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8514    2.3329   -0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1139    2.8563   -0.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7935    0.9835   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5586    0.4640   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4336    1.2474   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2035    0.6681    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1314   -0.5313    0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9304    1.4372   -0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1513    0.8294    0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3392   -0.5884    0.6021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7254   -1.4326   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8060   -2.1703   -0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -2.9817   -1.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7967   -2.2224    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4401   -0.8567    0.2169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -1.7702    0.2403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4882   -2.7116   -0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2964   -2.6612    1.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8472   -1.1278    0.3742 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2238   -1.0640    1.7339 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0227    0.1849   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1749    1.3314    2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5605    0.2889    2.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851    2.0261    1.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464    4.7526   -0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240    4.5958   -0.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7790    4.1681   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894    3.8405   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297   -0.5517    1.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -1.0161    1.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0215   -1.4354   -1.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1725   -3.0387   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -2.5321   -2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6731   -4.0036   -1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4192   -3.1622    0.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455   -2.2739    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5597   -1.4055    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7759   -3.5423   -0.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3794   -2.1803   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5111   -3.1826   -0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6447   -2.0665    2.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677   -3.5337    1.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2506   -2.9669    1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995   -1.8341   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5247   -0.1572    1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7569    0.7763    0.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4835    0.1191   -1.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 31  1  0
 31 29  1  0
 29 30  1  0
 29 26  1  0
 26 27  1  6
 26 28  1  0
 26 25  1  0
 25 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  3
 22 23  1  0
 22 24  1  0
 19  3  1  0
 18  7  1  0
 15  9  1  0
 14 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  0
  6 36  1  0
 10 37  1  0
 12 38  1  0
 31 56  1  0
 31 57  1  0
 29 54  1  6
 30 55  1  0
 27 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
M  END


  Mrv1652304282218092D          

 31 34  0  0  1  0            999 V2000
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5720    2.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    2.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 14 19  1  6  0  0  0
  2 20  2  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
  1 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 21 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC3=CC(O)=C4C[C@H](O)C(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(10-15(26)22(12)29-5)30-17-9-14(25)13-8-18(27)24(3,4)31-23(13)20(17)21(19)28/h6,9-10,18,25-27H,7-8H2,1-5H3/t18-/m0/s1

> <INCHI_KEY>
YHXWPTCZEWMDBD-SFHVURJKSA-N

> <FORMULA>
C24H26O7

> <MOLECULAR_WEIGHT>
426.465

> <EXACT_MASS>
426.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.207717807550104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3,5,9-trihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one

> <ALOGPS_LOGP>
3.69

> <JCHEM_LOGP>
3.8724393023333326

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.084741421959626

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.465174432266861

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3363197676569527

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
116.27639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3,5,9-trihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-3,4-dihydro-1,7-dioxatetraphen-12-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       6.879   1.061   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.375  -1.558   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.366   1.352   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.862   2.807   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.342  -2.140   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -3.304   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.326  -0.394   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.342   1.934   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.299   3.273   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.068   3.747   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.691   1.352   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.383   3.680   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.870   3.971   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.366   5.427   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.854   5.718   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.375   6.591   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.407   3.098   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.903   4.553   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.415   0.188   0.000  0.00  0.00           O+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   16                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    4                                                       
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   17   18                                             
CONECT   16   15    8                                                       
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   14                                                            
CONECT   20    2   21                                                       
CONECT   21   20   22   31                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22    1   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   22   30                                                       
CONECT   30   29                                                            
CONECT   31   21                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₇

Average Mass

426.4650 Da

Monoisotopic Mass

426.16785 Da

IUPAC Name

(3S)-3,5,9-trihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-2,3,4,12-tetrahydro-1,7-dioxatetraphen-12-one

Traditional Name

(3S)-3,5,9-trihydroxy-10-methoxy-2,2-dimethyl-11-(3-methylbut-2-en-1-yl)-3,4-dihydro-1,7-dioxatetraphen-12-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OC3=CC(O)=C4C[C@H](O)C(C)(C)OC4=C3C(=O)C2=C1CC=C(C)C

InChI Identifier

InChI=1S/C24H26O7/c1-11(2)6-7-12-19-16(10-15(26)22(12)29-5)30-17-9-14(25)13-8-18(27)24(3,4)31-23(13)20(17)21(19)28/h6,9-10,18,25-27H,7-8H2,1-5H3/t18-/m0/s1

InChI Key

YHXWPTCZEWMDBD-SFHVURJKSA-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
Cratoxylum cochinchinense	Plant	KNApSAcK
Garcinia mangostana	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

8-prenylated xanthone
Pyranoxanthone
2,2-dimethyl-1-benzopyran
Chromone
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Secondary alcohol
Ether
Polyol
Oxacycle
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
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	3.69	ALOGPS
logP	3.87	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.47	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	116.28 m³·mol⁻¹	ChemAxon
Polarizability	45.21 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

162842817

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 11-Hydroxy-1-isomangostin (NP0070698)

MOL for NP0070698 (11-Hydroxy-1-isomangostin)

3D MOL for NP0070698 (11-Hydroxy-1-isomangostin)

3D SDF for NP0070698 (11-Hydroxy-1-isomangostin)

3D-SDF for NP0070698 (11-Hydroxy-1-isomangostin)

PDB for NP0070698 (11-Hydroxy-1-isomangostin)

3D PDB for NP0070698 (11-Hydroxy-1-isomangostin)

SMILES for NP0070698 (11-Hydroxy-1-isomangostin)

INCHI for NP0070698 (11-Hydroxy-1-isomangostin)

Structure for NP0070698 (11-Hydroxy-1-isomangostin)

3D Structure for NP0070698 (11-Hydroxy-1-isomangostin)