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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:26:14 UTC

Update Date

2022-03-07 02:56:23 UTC

HMDB ID

HMDB0039896

Secondary Accession Numbers

HMDB39896

Metabolite Identification

Common Name

xi-8-Acetonyldihydrosanguinarine

Description

xi-8-Acetonyldihydrosanguinarine belongs to the class of organic compounds known as dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety. Based on a literature review very few articles have been published on xi-8-Acetonyldihydrosanguinarine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061311282D          

 29 34  0  0  0  0            999 V2000
    1.6501    3.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    2.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    2.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7657    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1174    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8310    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084    0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792    1.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5069    4.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    2.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1287    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 12  1  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 15  4  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  2  0  0  0  0
 21 14  2  0  0  0  0
 21 17  1  0  0  0  0
 22 15  2  0  0  0  0
 22 16  1  0  0  0  0
 23 18  2  0  0  0  0
 23 21  1  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 12  2  0  0  0  0
 26 11  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 10  1  0  0  0  0
 28 20  1  0  0  0  0
 29 11  1  0  0  0  0
 29 23  1  0  0  0  0
M  END

HMDB0039896
     RDKit          3D
xi-8-Acetonyldihydrosanguinarine
 48 53  0  0  0  0  0  0  0  0999 V2000
   -4.4341    2.5457    0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    1.7850    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.4743   -1.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.3906    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    0.3858    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283   -0.9580    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -1.9687   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297   -3.2870   -0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -3.6170   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527   -2.6312    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.3097    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1403   -0.6606    0.5450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2727   -1.4392    0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7232   -2.7303    0.3087 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -1.6169   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -2.5765   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217   -2.3126   -0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3565   -1.0367   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190   -0.7582   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1744    0.5017   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089    1.5110   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.2460   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789   -0.0026   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107   -0.2872   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1964    0.7330    0.0612 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4625    2.1382    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.6262    0.0963 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581    2.2519    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4847    0.9971   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817    2.5043    1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3984    2.1910    0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3082    3.5952    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5866    2.2878    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    0.8915    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4618    0.7596   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -4.0652   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729   -4.6489   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7045   -1.2579   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0417   -1.2984    1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -3.6014   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471   -3.0833   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897   -1.5873   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746    2.0344    0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    2.6871    0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686    2.6066   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    2.5204   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1256    2.9778   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7420    2.0928    1.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 25  5  1  0
 11  6  1  0
 24 15  1  0
 14 10  1  0
 23 18  1  0
 29 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
 28 47  1  0
 28 48  1  0
M  END


  Mrv0541 05061311282D          

 29 34  0  0  0  0            999 V2000
    1.6501    3.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    2.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    2.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7657    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1174    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8310    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084    0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792    1.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5069    4.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    2.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1287    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 12  1  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 15  4  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  2  0  0  0  0
 21 14  2  0  0  0  0
 21 17  1  0  0  0  0
 22 15  2  0  0  0  0
 22 16  1  0  0  0  0
 23 18  2  0  0  0  0
 23 21  1  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 12  2  0  0  0  0
 26 11  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 10  1  0  0  0  0
 28 20  1  0  0  0  0
 29 11  1  0  0  0  0
 29 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039896

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H19NO5/c1-12(25)7-17-21-14(5-6-18-23(21)29-11-26-18)15-4-3-13-8-19-20(28-10-27-19)9-16(13)22(15)24(17)2/h3-6,8-9,17H,7,10-11H2,1-2H3

> <INCHI_KEY>
ONEHMWWDDDSJBB-UHFFFAOYSA-N

> <FORMULA>
C23H19NO5

> <MOLECULAR_WEIGHT>
389.4007

> <EXACT_MASS>
389.126322723

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.22173647646629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.8200746673333326

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.60518778211583

> <JCHEM_PKA_STRONGEST_BASIC>
1.8482178450592794

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
106.16669999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039896
     RDKit          3D
xi-8-Acetonyldihydrosanguinarine
 48 53  0  0  0  0  0  0  0  0999 V2000
   -4.4341    2.5457    0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    1.7850    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.4743   -1.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.3906    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    0.3858    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283   -0.9580    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -1.9687   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297   -3.2870   -0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -3.6170   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527   -2.6312    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.3097    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1403   -0.6606    0.5450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2727   -1.4392    0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7232   -2.7303    0.3087 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -1.6169   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -2.5765   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217   -2.3126   -0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3565   -1.0367   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190   -0.7582   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1744    0.5017   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089    1.5110   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.2460   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789   -0.0026   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107   -0.2872   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1964    0.7330    0.0612 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4625    2.1382    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.6262    0.0963 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581    2.2519    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4847    0.9971   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817    2.5043    1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3984    2.1910    0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3082    3.5952    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5866    2.2878    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    0.8915    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4618    0.7596   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -4.0652   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729   -4.6489   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7045   -1.2579   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0417   -1.2984    1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -3.6014   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471   -3.0833   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897   -1.5873   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746    2.0344    0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    2.6871    0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686    2.6066   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    2.5204   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1256    2.9778   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7420    2.0928    1.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 21 27  1  0
 27 28  1  0
 28 29  1  0
 25  5  1  0
 11  6  1  0
 24 15  1  0
 14 10  1  0
 23 18  1  0
 29 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
 28 47  1  0
 28 48  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.080   6.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.685   4.919   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.576  -0.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.047  -0.378   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.010  -0.009   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.539   0.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.627   5.287   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.029   0.486   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.819   3.319   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.830   3.358   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.578   3.629   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.551   6.519   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.500   0.671   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.913   1.223   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.442   1.039   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.895   2.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.232   3.871   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.144   1.591   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.953   1.718   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.348   3.135   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.308   2.639   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.366   2.271   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.221   2.823   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       2.761   3.687   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       0.946   7.935   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.602   2.089   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.487   1.856   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.508   4.148   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.107   4.082   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   24                                                            
CONECT    3    4   13                                                       
CONECT    4    3   15                                                       
CONECT    5    6   14                                                       
CONECT    6    5   18                                                       
CONECT    7   12   17                                                       
CONECT    8   13   19                                                       
CONECT    9   16   20                                                       
CONECT   10   27   28                                                       
CONECT   11   26   29                                                       
CONECT   12    1    7   25                                                  
CONECT   13    3    8   16                                                  
CONECT   14    5   15   21                                                  
CONECT   15    4   14   22                                                  
CONECT   16    9   13   22                                                  
CONECT   17    7   21   24                                                  
CONECT   18    6   23   26                                                  
CONECT   19    8   20   27                                                  
CONECT   20    9   19   28                                                  
CONECT   21   14   17   23                                                  
CONECT   22   15   16   24                                                  
CONECT   23   18   21   29                                                  
CONECT   24    2   17   22                                                  
CONECT   25   12                                                            
CONECT   26   11   18                                                       
CONECT   27   10   19                                                       
CONECT   28   10   20                                                       
CONECT   29   11   23                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

COMPND    HMDB0039896
HETATM    1  C1  UNL     1      -4.434   2.546   0.631  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.300   1.785   0.048  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.381   1.474  -1.131  1.00  0.00           O  
HETATM    4  C3  UNL     1      -2.089   1.391   0.820  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.219   0.386   0.187  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.628  -0.958   0.018  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.730  -1.969  -0.309  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.130  -3.287  -0.449  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.449  -3.617  -0.259  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.353  -2.631   0.069  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.948  -1.310   0.208  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.140  -0.661   0.545  1.00  0.00           O  
HETATM   13  C11 UNL     1      -5.273  -1.439   0.305  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.723  -2.730   0.309  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.680  -1.617  -0.412  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.592  -2.576  -0.725  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.922  -2.313  -0.843  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.357  -1.037  -0.636  1.00  0.00           C  
HETATM   19  C16 UNL     1       4.719  -0.758  -0.695  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.174   0.502  -0.432  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.309   1.511  -0.105  1.00  0.00           C  
HETATM   22  C19 UNL     1       2.929   1.246  -0.043  1.00  0.00           C  
HETATM   23  C20 UNL     1       2.479  -0.003  -0.313  1.00  0.00           C  
HETATM   24  C21 UNL     1       1.111  -0.287  -0.207  1.00  0.00           C  
HETATM   25  N1  UNL     1       0.196   0.733   0.061  1.00  0.00           N  
HETATM   26  C22 UNL     1       0.462   2.138   0.037  1.00  0.00           C  
HETATM   27  O4  UNL     1       5.094   2.626   0.096  1.00  0.00           O  
HETATM   28  C23 UNL     1       6.458   2.252   0.238  1.00  0.00           C  
HETATM   29  O5  UNL     1       6.485   0.997  -0.438  1.00  0.00           O  
HETATM   30  H1  UNL     1      -4.482   2.504   1.737  1.00  0.00           H  
HETATM   31  H2  UNL     1      -5.398   2.191   0.160  1.00  0.00           H  
HETATM   32  H3  UNL     1      -4.308   3.595   0.245  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.587   2.288   1.221  1.00  0.00           H  
HETATM   34  H5  UNL     1      -2.474   0.891   1.781  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.462   0.760  -1.020  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.428  -4.065  -0.708  1.00  0.00           H  
HETATM   37  H8  UNL     1      -2.773  -4.649  -0.367  1.00  0.00           H  
HETATM   38  H9  UNL     1      -5.705  -1.258  -0.707  1.00  0.00           H  
HETATM   39  H10 UNL     1      -6.042  -1.298   1.093  1.00  0.00           H  
HETATM   40  H11 UNL     1       1.252  -3.601  -0.891  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.647  -3.083  -1.097  1.00  0.00           H  
HETATM   42  H13 UNL     1       5.390  -1.587  -0.959  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.375   2.034   0.302  1.00  0.00           H  
HETATM   44  H15 UNL     1       0.518   2.687   0.957  1.00  0.00           H  
HETATM   45  H16 UNL     1      -0.569   2.607  -0.347  1.00  0.00           H  
HETATM   46  H17 UNL     1       1.007   2.520  -0.874  1.00  0.00           H  
HETATM   47  H18 UNL     1       7.126   2.978  -0.247  1.00  0.00           H  
HETATM   48  H19 UNL     1       6.742   2.093   1.313  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3    4
CONECT    4    5   33   34
CONECT    5    6   25   35
CONECT    6    7    7   11
CONECT    7    8   15
CONECT    8    9    9   36
CONECT    9   10   37
CONECT   10   11   11   14
CONECT   11   12
CONECT   12   13
CONECT   13   14   38   39
CONECT   15   16   16   24
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   23
CONECT   19   20   20   42
CONECT   20   21   29
CONECT   21   22   22   27
CONECT   22   23   43
CONECT   23   24   24
CONECT   24   25
CONECT   25   26
CONECT   26   44   45   46
CONECT   27   28
CONECT   28   29   47   48
END

HMDB0039896
     RDKit          3D
xi-8-Acetonyldihydrosanguinarine
 48 53  0  0  0  0  0  0  0  0999 V2000
   -4.4341    2.5457    0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2996    1.7850    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.4743   -1.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886    1.3906    0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    0.3858    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283   -0.9580    0.0176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7301   -1.9687   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1297   -3.2870   -0.4493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -3.6170   -0.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3527   -2.6312    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.3097    0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1403   -0.6606    0.5450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2727   -1.4392    0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7232   -2.7303    0.3087 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796   -1.6169   -0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925   -2.5765   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217   -2.3126   -0.8433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3565   -1.0367   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190   -0.7582   -0.6952 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1744    0.5017   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3089    1.5110   -0.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292    1.2460   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4789   -0.0026   -0.3128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1107   -0.2872   -0.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1964    0.7330    0.0612 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4625    2.1382    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0939    2.6262    0.0963 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4581    2.2519    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4847    0.9971   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4817    2.5043    1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3984    2.1910    0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3082    3.5952    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5866    2.2878    1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    0.8915    1.7809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4618    0.7596   -1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -4.0652   -0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7729   -4.6489   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7045   -1.2579   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0417   -1.2984    1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -3.6014   -0.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471   -3.0833   -1.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3897   -1.5873   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3746    2.0344    0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    2.6871    0.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686    2.6066   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    2.5204   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1256    2.9778   -0.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7420    2.0928    1.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
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 18 19  1  0
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 25  5  1  0
 11  6  1  0
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 14 10  1  0
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 29 20  1  0
  1 30  1  0
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  1 32  1  0
  4 33  1  0
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  5 35  1  0
  8 36  1  0
  9 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
 28 47  1  0
 28 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Acetonyl-5,6-dihydrosanguinarine	Kegg
(+/-)-8-acetonyldihydrosanguinarine	Kegg

Chemical Formula

C₂₃H₁₉NO₅

Average Molecular Weight

389.4007

Monoisotopic Molecular Weight

389.126322723

IUPAC Name

1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

Traditional Name

1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

CAS Registry Number

Not Available

SMILES

CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2

InChI Identifier

InChI=1S/C23H19NO5/c1-12(25)7-17-21-14(5-6-18-23(21)29-11-26-18)15-4-3-13-8-19-20(28-10-27-19)9-16(13)22(15)24(17)2/h3-6,8-9,17H,7,10-11H2,1-2H3

InChI Key

ONEHMWWDDDSJBB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Dihydrobenzophenanthridine alkaloids

Direct Parent

Dihydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Dihydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Naphthalene
Quinoline
Benzodioxole
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aralkylamine
Benzenoid
Beta-aminoketone
Tertiary amine
Ketone
Organoheterocyclic compound
Acetal
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzophenanthridine alkaloid (CHEBI:31022 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039896)
Cell membrane (HMDB: HMDB0039896)

Source

Exogenous

Exogenous (HMDB: HMDB0039896)

Food

Food (HMDB: HMDB0039896)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039896)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 195.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.037 g/L	ALOGPS
logP	3.44	ALOGPS
logP	3.82	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	18.61	ChemAxon
pKa (Strongest Basic)	1.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	106.17 m³·mol⁻¹	ChemAxon
Polarizability	41.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	191.258	31661259
DarkChem	[M-H]-	186.128	31661259
DeepCCS	[M+H]+	187.733	30932474
DeepCCS	[M-H]-	185.375	30932474
DeepCCS	[M-2H]-	219.72	30932474
DeepCCS	[M+Na]+	194.817	30932474
AllCCS	[M+H]+	193.3	32859911
AllCCS	[M+H-H2O]+	190.4	32859911
AllCCS	[M+NH4]+	196.0	32859911
AllCCS	[M+Na]+	196.8	32859911
AllCCS	[M-H]-	198.7	32859911
AllCCS	[M+Na-2H]-	198.2	32859911
AllCCS	[M+HCOO]-	197.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.41 minutes	32390414
Predicted by Siyang on May 30, 2022	17.4821 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2676.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	459.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	234.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	238.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	168.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	652.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	781.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	101.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1475.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	581.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1871.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	554.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	435.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	401.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	270.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
xi-8-Acetonyldihydrosanguinarine	CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2	4935.1	Standard polar	33892256
xi-8-Acetonyldihydrosanguinarine	CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2	3187.5	Standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine	CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2	3550.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
xi-8-Acetonyldihydrosanguinarine,1TMS,isomer #1	CC(=CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C	3682.2	Semi standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TMS,isomer #1	CC(=CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C	3313.3	Standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TMS,isomer #2	C=C(CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C	3604.3	Semi standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TMS,isomer #2	C=C(CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C	3328.3	Standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TBDMS,isomer #1	CC(=CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C(C)(C)C	3912.4	Semi standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TBDMS,isomer #1	CC(=CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C(C)(C)C	3552.8	Standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TBDMS,isomer #2	C=C(CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C(C)(C)C	3856.2	Semi standard non polar	33892256
xi-8-Acetonyldihydrosanguinarine,1TBDMS,isomer #2	C=C(CC1C2=C(C=CC3=C2OCO3)C2=CC=C3C=C4OCOC4=CC3=C2N1C)O[Si](C)(C)C(C)(C)C	3548.2	Standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

181538

PDB ID

Not Available

ChEBI ID

31022

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for xi-8-Acetonyldihydrosanguinarine (HMDB0039896)

MOL for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

3D MOL for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

3D SDF for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

3D-SDF for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

PDB for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

3D PDB for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

SMILES for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

INCHI for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

Structure for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

3D Structure for HMDB0039896 (xi-8-Acetonyldihydrosanguinarine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized