NP-MRD: Showing NP-Card for 11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol (NP0310008)

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Record Information

Version

2.0

Created at

2022-09-11 04:58:46 UTC

Updated at

2022-09-11 04:58:46 UTC

NP-MRD ID

NP0310008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

Description

11-(3,4-Dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. 11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol is found in Malpighia emarginata. 11-(3,4-Dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161504212D          

 32 36  0  0  0  0            999 V2000
    6.6555    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    4.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    5.2457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    3.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    3.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    3.0630    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 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
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 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
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 32  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -3.2434   -2.6430    1.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8357   -2.7872   -0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4750   -1.6075   -0.9807 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1363   -1.4885   -1.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4583   -0.7029   -0.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0888   -0.7365   -0.5533 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    0.1790    0.3575 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0429    1.5295   -0.1769 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2815    1.6597    0.2533 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0514    0.6850   -0.3683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4147    0.5780    0.2809 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0696    1.7845    0.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2101   -0.3974   -0.5307 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7735    0.2970   -1.6041 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    2.6537    0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4736    3.9404    0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8466    4.3113    0.1661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4299    4.9585    0.5093 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693    4.6868    0.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6845    5.6968    0.8595 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2148    3.3904    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    2.4054    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    1.0855    0.0430 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9157    0.0132    0.6181 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5378   -1.2694    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183   -1.2844    0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5896   -2.4367   -0.2883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9203   -3.6536   -0.4169 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538   -4.8041   -0.7494 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665   -3.6524   -0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8483   -4.8236   -0.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962   -2.4647    0.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8774   -2.2719    1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9605   -2.7926   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5670   -3.7432   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9290   -1.9005   -1.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621   -1.0753    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1066    0.0139    1.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0059    1.4515   -1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2214    0.9902   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2218    0.1725    1.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7838    1.6870    1.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0749   -0.7184    0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1478    0.2315   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6174    3.7533   -0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540    5.9668    0.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3722    6.6452    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    3.1617    0.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    0.1112    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4816   -0.3708    0.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6670   -2.4489   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1950   -5.6934   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2102   -5.7208   -0.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -2.5516    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
  8 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
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 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  2  0
 13  3  1  0
 22 15  1  0
 32 25  1  0
 10  5  1  0
 24  7  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  5 37  1  1
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  8 39  1  6
 10 40  1  6
 11 41  1  1
 12 42  1  0
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 20 47  1  0
 21 48  1  0
 24 49  1  1
 26 50  1  0
 27 51  1  0
 29 52  1  0
 31 53  1  0
 32 54  1  0
M  END


  Mrv1533004161504212D          

 32 36  0  0  0  0            999 V2000
    6.6555    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5753   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    2.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    3.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    4.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    5.2457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149    3.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    3.9984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    3.0630    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 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
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 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
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0310008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC2OC3C(OC2C(O)C1O)C1=C(O)C=C(O)C=C1OC3C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O11/c22-6-13-15(27)16(28)19-21(30-13)32-20-17(7-1-2-9(24)10(25)3-7)29-12-5-8(23)4-11(26)14(12)18(20)31-19/h1-5,13,15-28H,6H2

> <INCHI_KEY>
WMTIAYYAPVISNW-UHFFFAOYSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
43.74099438887022

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.26697879500000044

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.357808511255842

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.728815917131254

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810837792140106

> <JCHEM_POLAR_SURFACE_AREA>
178.52999999999997

> <JCHEM_REFRACTIVITY>
104.1104

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  O   UNK     0      12.424   0.188   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.415   1.352   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.895   2.225   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.375   3.098   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.366   0.188   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.383  -2.140   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.407  -1.558   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.350  -1.558   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.691   0.188   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.342   3.680   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.854   3.971   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.358   5.427   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.350   6.591   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.854   8.046   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.366   8.337   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.870   9.792   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.375   7.173   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.887   7.464   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.870   5.718   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    3   14                                                  
CONECT   14   13                                                            
CONECT   15    8   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    7   25                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   25                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₁₁

Average Mass

450.3960 Da

Monoisotopic Mass

450.11621 Da

IUPAC Name

11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

Traditional Name

11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol

CAS Registry Number

Not Available

SMILES

OCC1OC2OC3C(OC2C(O)C1O)C1=C(O)C=C(O)C=C1OC3C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C21H22O11/c22-6-13-15(27)16(28)19-21(30-13)32-20-17(7-1-2-9(24)10(25)3-7)29-12-5-8(23)4-11(26)14(12)18(20)31-19/h1-5,13,15-28H,6H2

InChI Key

WMTIAYYAPVISNW-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
Malpighia emarginata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	0.6	ALOGPS
logP	0.27	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	178.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.11 m³·mol⁻¹	ChemAxon
Polarizability	43.74 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

73031619

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol (NP0310008)

MOL for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

3D MOL for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

3D SDF for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

3D-SDF for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

PDB for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

3D PDB for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

SMILES for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

INCHI for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

Structure for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)

3D Structure for NP0310008 (11-(3,4-dihydroxyphenyl)-2-(hydroxymethyl)-2,3,4,4a,5a,11,11a,12a-octahydro-1,5,10,12-tetraoxatetraphene-3,4,6,8-tetrol)