NP-MRD: Showing NP-Card for Rhodamine B (NP0136981)

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Record Information

Version

2.0

Created at

2022-05-30 16:38:02 UTC

Updated at

2022-05-30 16:38:02 UTC

NP-MRD ID

NP0136981

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rhodamine B

Description

Rhodamine B, also known as c.I. FOOD red 15 or basazol red 71P, 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 strong basic compound (based on its pKa). Rhodamine B is a potentially toxic compound. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene ring joined to each other by a pyran ring.

Structure

MOL 3D MOL SDF 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

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
   -5.6206    3.2356   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7693    2.7111    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7118    1.2843    0.6578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9208    0.5730    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9947    0.6215   -0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5580    0.5502    0.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5375   -0.8082    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.4780   -0.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1558   -0.8054   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569   -1.4139   -0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1025   -2.8397   -0.6803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0119   -3.3952   -1.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0387   -4.7540   -2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127   -5.5716   -1.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308   -5.0143    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2766   -3.6495    0.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4070   -3.1455    1.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3707   -1.9252    2.0727 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5784   -4.0446    2.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -0.7034   -0.4752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4721   -1.2709   -0.7422 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6371   -0.5235   -0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415    0.8486   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7108    1.6597   -0.5547 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5945    3.1106   -0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0063    3.7328    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0284    1.0933   -0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7909    1.2877    0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3144    1.4143   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407    0.6471   -0.2259 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0026    1.2445    0.0336 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.1324    0.5471    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3461    1.1921    0.3457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5438    3.6932   -0.1134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7909    2.4950   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1159    4.0975   -1.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2125    3.0893    1.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8185    3.2545    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3357    1.1355    1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7137   -0.4682    1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6348    0.2797   -1.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5762    1.5398   -0.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7287   -0.1893    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4575   -1.3650    0.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3311   -2.5597   -0.3087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1552   -2.7495   -2.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0510   -5.2114   -3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2657   -6.6563   -1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -5.6828    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1122   -4.7819    2.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4934   -2.3471   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5407   -1.0263   -0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3111    3.5174   -1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6115    3.3972   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0965    3.0405    1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9625    4.3128    0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2381    4.4901    1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0649    0.0355   -0.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6082    1.6854   -1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6761    0.5857    0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2299    2.2945    0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2371    0.9437    1.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    2.4678   -0.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2130    2.2715    0.5232 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 33  2  0
 33 32  1  0
 32 31  2  0
 31 30  1  0
 30 29  2  0
 29 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
 10 11  1  0
 11 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
  7  6  1  0
 12 11  1  0
  9 32  1  0
 20 30  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
 33 64  1  0
 29 63  1  0
 22 52  1  0
 21 51  1  0
  8 45  1  0
  7 44  1  0
 15 49  1  0
 14 48  1  0
 13 47  1  0
 12 46  1  0
 19 50  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
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>
NP0136981

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

Synonyms

Value	Source
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
Rhodamine b	HMDB
Rhodamines	MeSH

Chemical Formula

C₂₈H₃₁N₂O₃

Average Mass

443.5573 Da

Monoisotopic Mass

443.23347 Da

IUPAC Name

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

Traditional Name

rhodamine B(1+)

CAS Registry Number

Not Available

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

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

Not Available

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 )

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	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

External Links

HMDB ID

HMDB0031786

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Rhodamine B (NP0136981)

MOL for NP0136981 (Rhodamine B)

3D MOL for NP0136981 (Rhodamine B)

3D SDF for NP0136981 (Rhodamine B)

3D-SDF for NP0136981 (Rhodamine B)

PDB for NP0136981 (Rhodamine B)

3D PDB for NP0136981 (Rhodamine B)

SMILES for NP0136981 (Rhodamine B)

INCHI for NP0136981 (Rhodamine B)

Structure for NP0136981 (Rhodamine B)

3D Structure for NP0136981 (Rhodamine B)