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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:27 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031786

Secondary Accession Numbers

HMDB31786

Metabolite Identification

Common Name

Rhodamine B

Description

Rhodamine B (RhB), also known as rhodamine 610 chloride (CAS: 81-88-9), belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Rhodamine B is a highly-soluble, basic, red, synthetic dye that is widely used in many industries (e.g. paper, plastic, textiles, ceramics, cosmetics). In the past, it was used extensively as a low-cost food colourant (e.g. in paprika- and chilli-containing foods) but it has since been prohibited for use as a food additive due to its carcinogenicity, reproductive and developmental toxicity, and neurotoxicity (PMID: 30463493 ). Due to its photostability and solubility, rhodamine B is also used as a fluorescent dye to stain biological tissues (PMID: 28957318 ).

Structure

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


  Mrv1652306242021232D          

 33 36  0  0  0  0            999 V2000
10001.4291 9998.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1427 9998.3647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4291 9999.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.149910001.6370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.858310001.6370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.435110001.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.149910002.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.573910001.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.858310002.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.722410001.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.435110002.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.287510001.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.573910002.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0023 9997.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7167 9997.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7167 9998.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0023 9998.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2878 9998.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2878 9997.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4311 9999.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.145710000.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.145710001.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.431210001.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0033 9999.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.717810000.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.717810001.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.003310001.6387    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
 9997.861110000.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5756 9999.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.290110000.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.290210001.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.575710001.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.861110001.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
  1 16  1  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
 22  5  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 24  1  0  0  0  0
 25 20  2  0  0  0  0
 23 26  2  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 33  4  1  0  0  0  0
 27 31  2  0  0  0  0
 24 30  2  0  0  0  0
M  CHG  1  27   1
M  END

HMDB0031786
     RDKit          3D
Rhodamine B
 64 67  0  0  0  0  0  0  0  0999 V2000
   -5.2281    3.1879   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1693    1.7000   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9004    0.9110   -0.1119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    0.7437    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0115    1.9771    1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    0.2385   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -1.1170   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2584   -1.7072   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1338   -0.9294   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247   -1.5311   -0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744   -2.9694   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2476   -3.7593    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -5.1255    1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823   -5.7062   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5170   -4.9808   -1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112   -3.6087   -1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -2.8187   -2.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781   -3.4664   -3.6666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -1.4582   -2.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058   -0.7036    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829   -1.1734    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.3185    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.0435    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704    1.9369    0.4287 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2001    2.0232    1.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672    1.0279    2.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.7510   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    2.3582   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0786    1.5344    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0026    0.6793    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.2128    0.1853 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.2542    0.4374    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    1.0162    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3091    3.5814   -0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1561    3.4340   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    3.7005   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0901    1.4036   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572    1.6015   -2.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4388   -0.0600    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7559    0.3581    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0032    2.4415    1.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1646    2.6920    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0370    1.7174    2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3943   -1.7110   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1094   -2.7738   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -3.2615    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -5.7322    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -6.7883   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244   -5.4999   -2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289   -0.9733   -3.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -2.2588    0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.7502    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657    3.0581    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3001    1.9634    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9627    1.3071    3.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427    0.0329    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    0.9445    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    2.7091   -1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9146    3.8433   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003    1.5806   -0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9402    2.0468   -2.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644    3.2665   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    2.6172    0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469    2.1039    0.1385 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
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 23 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  6  1  0
 32  9  1  0
 16 11  1  0
 30 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  5 43  1  0
  7 44  1  0
  8 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 33 64  1  0
M  CHG  1  31   1
M  END


  Mrv1652306242021232D          

 33 36  0  0  0  0            999 V2000
10001.4291 9998.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1427 9998.3647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4291 9999.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.149910001.6370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.858310001.6370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.435110001.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.149910002.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.573910001.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.858310002.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.722410001.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.435110002.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.287510001.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.573910002.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0023 9997.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7167 9997.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7167 9998.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0023 9998.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2878 9998.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2878 9997.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4311 9999.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.145710000.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.145710001.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.431210001.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0033 9999.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.717810000.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.717810001.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.003310001.6387    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
 9997.861110000.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5756 9999.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.290110000.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.290210001.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.575710001.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.861110001.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
  1 16  1  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
 22  5  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 24  1  0  0  0  0
 25 20  2  0  0  0  0
 23 26  2  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 33  4  1  0  0  0  0
 27 31  2  0  0  0  0
 24 30  2  0  0  0  0
M  CHG  1  27   1
M  END
> <DATABASE_ID>
HMDB0031786

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)C1=CC2=[O+]C3=CC(=CC=C3C(=C2C=C1)C1=C(C=CC=C1)C(O)=O)N(CC)CC

> <INCHI_IDENTIFIER>
InChI=1S/C28H30N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3/p+1

> <INCHI_KEY>
CVAVMIODJQHEEH-UHFFFAOYSA-O

> <FORMULA>
C28H31N2O3

> <MOLECULAR_WEIGHT>
443.5573

> <EXACT_MASS>
443.233467868

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.4643601795593

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-(2-carboxyphenyl)-6-(diethylamino)-N,N-diethyl-3H-xanthen-3-iminium

> <ALOGPS_LOGP>
5.95

> <JCHEM_LOGP>
1.7813270892424944

> <ALOGPS_LOGS>
-5.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.497490744832413

> <JCHEM_PKA_STRONGEST_BASIC>
4.343600091040459

> <JCHEM_POLAR_SURFACE_AREA>
52.78

> <JCHEM_REFRACTIVITY>
157.9201

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rhodamine B(1+)

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031786
     RDKit          3D
Rhodamine B
 64 67  0  0  0  0  0  0  0  0999 V2000
   -5.2281    3.1879   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1693    1.7000   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9004    0.9110   -0.1119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    0.7437    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0115    1.9771    1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    0.2385   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -1.1170   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2584   -1.7072   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1338   -0.9294   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247   -1.5311   -0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744   -2.9694   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2476   -3.7593    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -5.1255    1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823   -5.7062   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5170   -4.9808   -1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112   -3.6087   -1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -2.8187   -2.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781   -3.4664   -3.6666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -1.4582   -2.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058   -0.7036    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829   -1.1734    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.3185    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.0435    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704    1.9369    0.4287 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2001    2.0232    1.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672    1.0279    2.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.7510   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    2.3582   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0786    1.5344    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0026    0.6793    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.2128    0.1853 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.2542    0.4374    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    1.0162    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3091    3.5814   -0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1561    3.4340   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    3.7005   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0901    1.4036   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572    1.6015   -2.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4388   -0.0600    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7559    0.3581    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0032    2.4415    1.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1646    2.6920    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0370    1.7174    2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3943   -1.7110   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1094   -2.7738   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -3.2615    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -5.7322    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -6.7883   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244   -5.4999   -2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289   -0.9733   -3.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -2.2588    0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.7502    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657    3.0581    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3001    1.9634    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9627    1.3071    3.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427    0.0329    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    0.9445    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    2.7091   -1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9146    3.8433   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003    1.5806   -0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9402    2.0468   -2.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644    3.2665   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    2.6172    0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469    2.1039    0.1385 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
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 23 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  6  1  0
 32  9  1  0
 16 11  1  0
 30 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  5 43  1  0
  7 44  1  0
  8 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 33 64  1  0
M  CHG  1  31   1
M  END

HEADER    PROTEIN                                 24-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-20         0                                  
HETATM    1  C   UNK     0    8669.3348664.387   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8670.6668663.614   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8669.3348665.925   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0    8661.3468669.722   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0    8672.0028669.722   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0    8660.0128668.955   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8661.3468671.261   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8673.3388668.955   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.0028671.261   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8658.6828669.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.0128672.031   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8674.6708669.722   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8673.3388672.031   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.6718661.306   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.0058662.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.0058663.617   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.6718664.387   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.3378663.617   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8665.3378662.076   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8669.3388666.646   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8670.6728667.416   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.6728668.956   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8669.3388669.726   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8666.6738666.646   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.0078667.416   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8668.0078668.956   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8666.6738669.726   0.000  0.00  0.00           O+1
HETATM   28  C   UNK     0    8662.6748667.416   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8664.0088666.646   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8665.3428667.416   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8665.3428668.956   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8664.0088669.726   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8662.6748668.956   0.000  0.00  0.00           C+0
CONECT    1    2    3   16                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    6    7   33                                                  
CONECT    5    8    9   22                                                  
CONECT    6    4   10                                                       
CONECT    7    4   11                                                       
CONECT    8    5   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6                                                            
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
CONECT   14   15   19                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    1                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   21   25                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23    5                                                  
CONECT   23   22   26                                                       
CONECT   24   25   17   30                                                  
CONECT   25   24   26   20                                                  
CONECT   26   25   27   23                                                  
CONECT   27   26   31                                                       
CONECT   28   29   33                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   24                                                  
CONECT   31   30   32   27                                                  
CONECT   32   31   33                                                       
CONECT   33   32   28    4                                                  
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0031786
HETATM    1  C1  UNL     1      -5.228   3.188  -0.978  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.169   1.700  -1.284  1.00  0.00           C  
HETATM    3  N1  UNL     1      -4.900   0.911  -0.112  1.00  0.00           N  
HETATM    4  C3  UNL     1      -5.797   0.744   0.985  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.011   1.977   1.816  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.622   0.239  -0.069  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.514  -1.117  -0.174  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.258  -1.707  -0.157  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.134  -0.929  -0.036  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.125  -1.531  -0.022  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.274  -2.969  -0.107  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.248  -3.759   1.051  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.349  -5.126   1.011  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.482  -5.706  -0.222  1.00  0.00           C  
HETATM   15  C14 UNL     1       0.517  -4.981  -1.418  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.411  -3.609  -1.334  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.449  -2.819  -2.565  1.00  0.00           C  
HETATM   18  O1  UNL     1       0.578  -3.466  -3.667  1.00  0.00           O  
HETATM   19  O2  UNL     1       0.359  -1.458  -2.639  1.00  0.00           O  
HETATM   20  C17 UNL     1       1.206  -0.704   0.097  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.483  -1.173   0.115  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.555  -0.318   0.230  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.374   1.044   0.331  1.00  0.00           C  
HETATM   24  N2  UNL     1       4.470   1.937   0.429  1.00  0.00           N  
HETATM   25  C21 UNL     1       5.200   2.023   1.666  1.00  0.00           C  
HETATM   26  C22 UNL     1       4.667   1.028   2.649  1.00  0.00           C  
HETATM   27  C23 UNL     1       4.810   2.751  -0.717  1.00  0.00           C  
HETATM   28  C24 UNL     1       6.116   2.358  -1.336  1.00  0.00           C  
HETATM   29  C25 UNL     1       2.079   1.534   0.314  1.00  0.00           C  
HETATM   30  C26 UNL     1       1.003   0.679   0.198  1.00  0.00           C  
HETATM   31  O3  UNL     1      -0.180   1.213   0.185  1.00  0.00           O1+
HETATM   32  C27 UNL     1      -1.254   0.437   0.070  1.00  0.00           C  
HETATM   33  C28 UNL     1      -2.504   1.016   0.054  1.00  0.00           C  
HETATM   34  H1  UNL     1      -4.309   3.581  -0.544  1.00  0.00           H  
HETATM   35  H2  UNL     1      -6.156   3.434  -0.419  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.355   3.701  -1.975  1.00  0.00           H  
HETATM   37  H4  UNL     1      -6.090   1.404  -1.779  1.00  0.00           H  
HETATM   38  H5  UNL     1      -4.357   1.602  -2.052  1.00  0.00           H  
HETATM   39  H6  UNL     1      -5.439  -0.060   1.660  1.00  0.00           H  
HETATM   40  H7  UNL     1      -6.756   0.358   0.556  1.00  0.00           H  
HETATM   41  H8  UNL     1      -7.003   2.441   1.621  1.00  0.00           H  
HETATM   42  H9  UNL     1      -5.165   2.692   1.743  1.00  0.00           H  
HETATM   43  H10 UNL     1      -6.037   1.717   2.920  1.00  0.00           H  
HETATM   44  H11 UNL     1      -4.394  -1.711  -0.273  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.109  -2.774  -0.235  1.00  0.00           H  
HETATM   46  H13 UNL     1       0.142  -3.261   2.001  1.00  0.00           H  
HETATM   47  H14 UNL     1       0.325  -5.732   1.926  1.00  0.00           H  
HETATM   48  H15 UNL     1       0.563  -6.788  -0.305  1.00  0.00           H  
HETATM   49  H16 UNL     1       0.624  -5.500  -2.383  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.529  -0.973  -3.504  1.00  0.00           H  
HETATM   51  H18 UNL     1       2.629  -2.259   0.035  1.00  0.00           H  
HETATM   52  H19 UNL     1       4.560  -0.750   0.233  1.00  0.00           H  
HETATM   53  H20 UNL     1       5.066   3.058   2.127  1.00  0.00           H  
HETATM   54  H21 UNL     1       6.300   1.963   1.509  1.00  0.00           H  
HETATM   55  H22 UNL     1       4.963   1.307   3.704  1.00  0.00           H  
HETATM   56  H23 UNL     1       5.143   0.033   2.408  1.00  0.00           H  
HETATM   57  H24 UNL     1       3.578   0.944   2.533  1.00  0.00           H  
HETATM   58  H25 UNL     1       3.989   2.709  -1.459  1.00  0.00           H  
HETATM   59  H26 UNL     1       4.915   3.843  -0.386  1.00  0.00           H  
HETATM   60  H27 UNL     1       6.600   1.581  -0.748  1.00  0.00           H  
HETATM   61  H28 UNL     1       5.940   2.047  -2.398  1.00  0.00           H  
HETATM   62  H29 UNL     1       6.764   3.266  -1.412  1.00  0.00           H  
HETATM   63  H30 UNL     1       1.905   2.617   0.393  1.00  0.00           H  
HETATM   64  H31 UNL     1      -2.547   2.104   0.139  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4    6
CONECT    4    5   39   40
CONECT    5   41   42   43
CONECT    6    7    7   33
CONECT    7    8   44
CONECT    8    9    9   45
CONECT    9   10   32
CONECT   10   11   20   20
CONECT   11   12   12   16
CONECT   12   13   46
CONECT   13   14   14   47
CONECT   14   15   48
CONECT   15   16   16   49
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   50
CONECT   20   21   30
CONECT   21   22   22   51
CONECT   22   23   52
CONECT   23   24   29   29
CONECT   24   25   27
CONECT   25   26   53   54
CONECT   26   55   56   57
CONECT   27   28   58   59
CONECT   28   60   61   62
CONECT   29   30   63
CONECT   30   31   31
CONECT   31   32
CONECT   32   33   33
CONECT   33   64
END

HMDB0031786
     RDKit          3D
Rhodamine B
 64 67  0  0  0  0  0  0  0  0999 V2000
   -5.2281    3.1879   -0.9780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1693    1.7000   -1.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9004    0.9110   -0.1119 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7970    0.7437    0.9850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0115    1.9771    1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    0.2385   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5144   -1.1170   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2584   -1.7072   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1338   -0.9294   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247   -1.5311   -0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744   -2.9694   -0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2476   -3.7593    1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -5.1255    1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823   -5.7062   -0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5170   -4.9808   -1.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112   -3.6087   -1.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -2.8187   -2.5646 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5781   -3.4664   -3.6666 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3589   -1.4582   -2.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058   -0.7036    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4829   -1.1734    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5549   -0.3185    0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    1.0435    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4704    1.9369    0.4287 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2001    2.0232    1.6655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672    1.0279    2.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    2.7510   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    2.3582   -1.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0786    1.5344    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0026    0.6793    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.2128    0.1853 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.2542    0.4374    0.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5036    1.0162    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3091    3.5814   -0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1561    3.4340   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    3.7005   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0901    1.4036   -1.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3572    1.6015   -2.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4388   -0.0600    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7559    0.3581    0.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0032    2.4415    1.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1646    2.6920    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0370    1.7174    2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3943   -1.7110   -0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1094   -2.7738   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -3.2615    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3254   -5.7322    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5629   -6.7883   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244   -5.4999   -2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5289   -0.9733   -3.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6291   -2.2588    0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -0.7502    0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657    3.0581    2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3001    1.9634    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9627    1.3071    3.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427    0.0329    2.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    0.9445    2.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890    2.7091   -1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9146    3.8433   -0.3856 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003    1.5806   -0.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9402    2.0468   -2.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7644    3.2665   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9048    2.6172    0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5469    2.1039    0.1385 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
  3  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 23 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  6  1  0
 32  9  1  0
 16 11  1  0
 30 20  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  5 43  1  0
  7 44  1  0
  8 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 19 50  1  0
 21 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 33 64  1  0
M  CHG  1  31   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[9-(2-Carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium	ChEBI
Rhodamine b cation	ChEBI
81-88-9 (CHLORIDE)	HMDB
9-(2-Carboxyphenyl)-3,6-bis(diethylamino)-xanthylium	HMDB
9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium	HMDB
9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium(1+), 9ci	HMDB
Basazol red 71P	HMDB
Basic rose red	HMDB
Basic violet 10	HMDB
C.I. 45170	HMDB
C.I. basic violet 10	HMDB
C.I. FOOD red 15	HMDB
C.I. solvent red 49	HMDB
Calcozine red BX	HMDB
Calcozine rhodamine BXP	HMDB
Cerise toner X 1127	HMDB
D And C red 19	HMDB
Eriosin rhodamine b	HMDB
FOOD Red 15	HMDB
N-[9-(2-Carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium(1+), 9ci	HMDB
Pilot 578	HMDB
Rhodamine	HMDB
Rhodamine 610	HMDB
Rhodamine b monocation	HMDB
Rhodamine b(1+)	HMDB
Rhodamine lake red b	HMDB
Tetraethylrhodamine	HMDB
Rhodamines	HMDB
Rhodamine b	HMDB

Chemical Formula

C₂₈H₃₁N₂O₃

Average Molecular Weight

443.5573

Monoisotopic Molecular Weight

443.233467868

IUPAC Name

9-(2-carboxyphenyl)-6-(diethylamino)-N,N-diethyl-3H-xanthen-3-iminium

Traditional Name

rhodamine B(1+)

CAS Registry Number

64381-98-2

SMILES

CCN(CC)C1=CC2=[O+]C3=CC(=CC=C3C(=C2C=C1)C1=C(C=CC=C1)C(O)=O)N(CC)CC

InChI Identifier

InChI=1S/C28H30N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3/p+1

InChI Key

CVAVMIODJQHEEH-UHFFFAOYSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Benzoic acid or derivatives
Benzoic acid
Benzoyl
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Tertiary amine
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

xanthene dye (CHEBI:52896 )
organic cation (CHEBI:52896 )

Ontology

Not Available

Endogenous (HMDB: HMDB0031786)

Exogenous

Food

Food (HMDB: HMDB0031786)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00046 g/L	ALOGPS
logP	5.95	ALOGPS
logP	1.78	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	4.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.78 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	157.92 m³·mol⁻¹	ChemAxon
Polarizability	51.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	204.794	31661259
DarkChem	[M-H]-	202.596	31661259
DeepCCS	[M+H]+	210.154	30932474
DeepCCS	[M-H]-	207.758	30932474
DeepCCS	[M-2H]-	240.642	30932474
DeepCCS	[M+Na]+	216.066	30932474
AllCCS	[M+H]+	206.8	32859911
AllCCS	[M+H-H2O]+	204.4	32859911
AllCCS	[M+NH4]+	208.9	32859911
AllCCS	[M+Na]+	209.5	32859911
AllCCS	[M-H]-	209.8	32859911
AllCCS	[M+Na-2H]-	210.3	32859911
AllCCS	[M+HCOO]-	211.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rhodamine B	CCN(CC)C1=CC2=[O+]C3=CC(=CC=C3C(=C2C=C1)C1=C(C=CC=C1)C(O)=O)N(CC)CC	4921.0	Standard polar	33892256
Rhodamine B	CCN(CC)C1=CC2=[O+]C3=CC(=CC=C3C(=C2C=C1)C1=C(C=CC=C1)C(O)=O)N(CC)CC	3640.5	Standard non polar	33892256
Rhodamine B	CCN(CC)C1=CC2=[O+]C3=CC(=CC=C3C(=C2C=C1)C1=C(C=CC=C1)C(O)=O)N(CC)CC	3938.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rhodamine B,1TMS,isomer #1	CCN(CC)C1=CC=C2C(C3=CC=CC=C3C(=O)O[Si](C)(C)C)=C3C=CC(N(CC)CC)=CC3=[O+]C2=C1	3682.8	Semi standard non polar	33892256
Rhodamine B,1TBDMS,isomer #1	CCN(CC)C1=CC=C2C(C3=CC=CC=C3C(=O)O[Si](C)(C)C(C)(C)C)=C3C=CC(N(CC)CC)=CC3=[O+]C2=C1	3876.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rhodamine B GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-0201900000-6ddae7ec527f63d82258	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rhodamine B GC-MS (1 TMS) - 70eV, Positive	splash10-004s-2000910000-f514b6402bfea591b5c4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rhodamine B GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 10V, Positive-QTOF	splash10-0006-0000900000-2fdde36060a9fe440262	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 20V, Positive-QTOF	splash10-00kg-0000900000-9c87be1c845dc583a654	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 40V, Positive-QTOF	splash10-00ba-6113900000-d8bc00aae3733b299974	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 10V, Negative-QTOF	splash10-0006-0000900000-410660bd6e9676b52dea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 20V, Negative-QTOF	splash10-0006-1000900000-eb15465a3f6f966326f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 40V, Negative-QTOF	splash10-006x-9002400000-16b1da2c93179f10c79b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 10V, Positive-QTOF	splash10-00kg-0003900000-580a90bf751eaa24e325	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 20V, Positive-QTOF	splash10-0007-0006900000-7a20165467799e0cafd7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rhodamine B 40V, Positive-QTOF	splash10-01ta-0009200000-b43e0a84f39a69884713	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB008459

KNApSAcK ID

Not Available

Chemspider ID

6440

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rhodamine B

METLIN ID

Not Available

PubChem Compound

6695

PDB ID

Not Available

ChEBI ID

52896

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

Wang M, Nie X, Tian L, Hu J, Yin D, Qiao H, Li T, Li Y: Rhodamine B in spices determined by a sensitive UPLC-MS/MS method. Food Addit Contam Part B Surveill. 2019 Mar;12(1):59-64. doi: 10.1080/19393210.2018.1548504. Epub 2018 Nov 21. [PubMed:30463493 ]
Johnson BJ, Mitchell SN, Paton CJ, Stevenson J, Staunton KM, Snoad N, Beebe N, White BJ, Ritchie SA: Use of rhodamine B to mark the body and seminal fluid of male Aedes aegypti for mark-release-recapture experiments and estimating efficacy of sterile male releases. PLoS Negl Trop Dis. 2017 Sep 28;11(9):e0005902. doi: 10.1371/journal.pntd.0005902. eCollection 2017 Sep. [PubMed:28957318 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Rhodamine B (HMDB0031786)

MOL for HMDB0031786 (Rhodamine B)

3D MOL for HMDB0031786 (Rhodamine B)

3D SDF for HMDB0031786 (Rhodamine B)

3D-SDF for HMDB0031786 (Rhodamine B)

PDB for HMDB0031786 (Rhodamine B)

3D PDB for HMDB0031786 (Rhodamine B)

SMILES for HMDB0031786 (Rhodamine B)

INCHI for HMDB0031786 (Rhodamine B)

Structure for HMDB0031786 (Rhodamine B)

3D Structure for HMDB0031786 (Rhodamine B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra