NP-MRD: Showing NP-Card for Emodin (NP0003774)

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Record Information

Version

2.0

Created at

2020-12-09 00:56:00 UTC

Updated at

2021-08-19 23:59:34 UTC

NP-MRD ID

NP0003774

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Emodin

Provided By

NPAtlas

Description

Emodin, also known as schuttgelb or archin, belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Thus, emodin is considered to be an aromatic polyketide. Emodin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Emodin is found in Achyranthes bidentata, Aloe castellorum, Aloe vera, Asahinea chrysantha, Aspergillus aureoterreus, Aspergillus wentii, Canariomyces subthermophilus, Cascara sagrada, Cassia angustifolia , Cassia fistula, Chamaecrista nigricans, Cassia roxburghii, Catalpa longissima, Cortinarius basirubescens, Cortinarius sanguineus, Cratoxylum formosum, Dendrobium thyrsiflorum, Eriococcus coriaceus, Fagopyrum esculentum, Fagopyrum tataricum, Fallopia multiflora, Flavocetraria cucullata, Frangula alnus, Fulgensia canariensis, Hamigera avellanea, Heterodermia obscurata, Isatis tinctoria, Juniperus formosana, Larix kaempferi, Ligularia pleurocaulis, Monilinia fructicola, Monodictys sp., Nephroma laevigatum, Neurospora micropertusa, Osmanthus armatus, Penicillium restrictum, Persicaria hydropiper, Persicaria perfoliata, Picramnia hirsuta, Picramnia teapensis, Ploiarium alternifolium, Polygonum amplexicaule, Fallopia sachalinensis, Psorospermum tenuifolium, Pyrenophora catenaria, Rhamnus cathartica, Rhamnus formosana, Rhamnus kurdica, Rhamnus libanoticus, Rhamnus pallasii, Rhamnus prinoides , Rhamnus procumbens , Rhamnus saxatilis, Rhamnus triquetra, Rhamnus wightii , Rheum emodi , Rheum franzenbachii, Rheum racemiferum, Rheum rhaponticum, Rumex abyssinicus, Rumex acetosella , Rumex alpinus, Rumex aquaticus , Rumex chalepensis, Rumex confertus , Rumex cristatus, Rumex cyprius, Rumex hydrolapathum, Rumex libanoticus, Rumex obtusifolius , Rumex pulcher, Rumex scutatus , Saururus chinensis, Senna artemisioides, Senna lindheimeriana, Senna macranthera, Senna siamea, Senna spectabilis, Setophoma terrestris, Simaba orinocensis, Talaromyces brunneus, Talaromyces stipitatus, Tribulus terrestris , Trichoderma polysporum, Trichoderma viride, Ventilago denticulata, Ventilago madraspatana, Vismia guineensis and Xanthoria parietina. Emodin was first documented in 1975 (PMID: 1147616). Based on a literature review a small amount of articles have been published on Emodin (PMID: 15942676) (PMID: 19177021) (PMID: 3019234) (PMID: 18387517).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI

  Mrv1652306242117503D          

 30 32  0  0  0  0            999 V2000
   -4.7859   -0.9485    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.3958    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.7724   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.3359   -0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.5021   -1.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.6863   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201   -0.5032    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -1.0219    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -1.2349    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -2.3233    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -0.7163    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5921   -1.4208    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.9192    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9746   -1.6226    0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    0.2583   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340    0.9612   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    2.1511   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.4596   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587    1.1669   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    2.2290   -1.4382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.3419    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4222   -0.7190   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -2.0242    0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433    1.3124   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989    3.0157   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186   -1.9500    0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935   -2.3547    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -1.4564    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018    0.6060   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    2.4958   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8  2  1  0  0  0  0
 18 11  1  0  0  0  0
 19  6  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
 12 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 29  1  0  0  0  0
 17 30  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.7859   -0.9485    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.3958    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.7724   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.3359   -0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.5021   -1.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.6863   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201   -0.5032    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -1.0219    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -1.2349    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -2.3233    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -0.7163    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5921   -1.4208    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.9192    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9746   -1.6226    0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    0.2583   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340    0.9612   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    2.1511   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.4596   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587    1.1669   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    2.2290   -1.4382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.3419    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4222   -0.7190   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -2.0242    0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433    1.3124   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989    3.0157   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186   -1.9500    0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935   -2.3547    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -1.4564    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018    0.6060   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    2.4958   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  8  2  1  0
 18 11  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END

  Mrv1652306242117503D          

 30 32  0  0  0  0            999 V2000
   -4.7859   -0.9485    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.3958    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.7724   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.3359   -0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.5021   -1.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.6863   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201   -0.5032    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -1.0219    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -1.2349    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -2.3233    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -0.7163    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5921   -1.4208    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.9192    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9746   -1.6226    0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    0.2583   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340    0.9612   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    2.1511   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.4596   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587    1.1669   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    2.2290   -1.4382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.3419    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4222   -0.7190   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -2.0242    0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433    1.3124   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989    3.0157   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186   -1.9500    0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935   -2.3547    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -1.4564    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018    0.6060   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    2.4958   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8  2  1  0  0  0  0
 18 11  1  0  0  0  0
 19  6  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  5 25  1  0  0  0  0
  8 26  1  0  0  0  0
 12 27  1  0  0  0  0
 14 28  1  0  0  0  0
 15 29  1  0  0  0  0
 17 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003774

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(=O)C3=C(O[H])C([H])=C(C([H])=C3C(=O)C2=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3

> <INCHI_KEY>
RHMXXJGYXNZAPX-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.2369

> <EXACT_MASS>
270.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.57511755920581

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
3.821431499

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.291031378388995

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.286292674874626

> <JCHEM_PKA_STRONGEST_BASIC>
-5.359786679140307

> <JCHEM_POLAR_SURFACE_AREA>
94.82999999999998

> <JCHEM_REFRACTIVITY>
72.1349

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
emodin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.7859   -0.9485    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.3958    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.7724   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.3359   -0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.5021   -1.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.6863   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201   -0.5032    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -1.0219    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -1.2349    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -2.3233    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -0.7163    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5921   -1.4208    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.9192    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9746   -1.6226    0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    0.2583   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340    0.9612   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    2.1511   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.4596   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587    1.1669   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    2.2290   -1.4382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.3419    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4222   -0.7190   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -2.0242    0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433    1.3124   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989    3.0157   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186   -1.9500    0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935   -2.3547    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -1.4564    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018    0.6060   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    2.4958   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  8  2  1  0
 18 11  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.786  -0.949   0.305  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.431  -0.396   0.013  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.278   0.772  -0.679  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.027   1.336  -0.981  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.957   2.502  -1.674  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.883   0.686  -0.561  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.020  -0.503   0.145  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.278  -1.022   0.419  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.162  -1.235   0.615  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.026  -2.323   1.261  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.489  -0.716   0.343  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.592  -1.421   0.794  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.844  -0.919   0.530  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.975  -1.623   0.981  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.014   0.258  -0.168  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.934   0.961  -0.618  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.032   2.151  -1.325  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.663   0.460  -0.354  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.459   1.167  -0.810  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.652   2.229  -1.438  0.00  0.00           O+0
HETATM   21  H   UNK     0      -5.197  -0.342   1.143  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.422  -0.719  -0.574  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.753  -2.024   0.546  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.143   1.312  -1.026  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.199   3.016  -1.960  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.319  -1.950   0.972  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.494  -2.355   1.349  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.390  -1.456   1.888  0.00  0.00           H+0
HETATM   29  H   UNK     0       5.002   0.606  -0.348  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.966   2.496  -1.505  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   25                                                       
CONECT    6    4    7   19                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2   26                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   28                                                       
CONECT   15   13   16   29                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   30                                                       
CONECT   18   16   19   11                                                  
CONECT   19   18   20    6                                                  
CONECT   20   19                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    5                                                            
CONECT   26    8                                                            
CONECT   27   12                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   17                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
   -4.7859   -0.9485    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313   -0.3958    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2778    0.7724   -0.6794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269    1.3359   -0.9805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9566    2.5021   -1.6744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834    0.6863   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0201   -0.5032    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -1.0219    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621   -1.2349    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0257   -2.3233    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4886   -0.7163    0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5921   -1.4208    0.7941 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8439   -0.9192    0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9746   -1.6226    0.9813 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    0.2583   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340    0.9612   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    2.1511   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6630    0.4596   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587    1.1669   -0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    2.2290   -1.4382 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1967   -0.3419    1.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4222   -0.7190   -0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7528   -2.0242    0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433    1.3124   -1.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989    3.0157   -1.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186   -1.9500    0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4935   -2.3547    1.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898   -1.4564    1.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0018    0.6060   -0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9665    2.4958   -1.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  8  2  1  0
 18 11  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione	ChEBI
1,3,8-Trihydroxy-6-methyl-9,10-anthraquinone	ChEBI
3-METHYL-1,6,8-trihydroxyanthraquinone	ChEBI
Schuttgelb	ChEBI
1,3, 8-Trihydroxy-6-methyl-9,10-anthraquinone	HMDB
1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione, 9ci	HMDB
1,3,8-Trihydroxy-6-methylanthra-9,10-quinone	HMDB
4,5,7-Trihydroxy-2-methylanthraquinone	HMDB
6-Methyl-1,3,8-trihydroxy-9,10-anthracenedione	HMDB
6-Methyl-1,3,8-trihydroxyanthraquinone	HMDB
9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl- (9ci)	HMDB
Archin	HMDB
Emodol	HMDB
Frangula emodin	HMDB
Frangulic acid	HMDB
Frangulinic acid	HMDB
Rheum-emodin	HMDB
Emodin, rheum	HMDB
Emodin, frangula	HMDB
Rheum emodin	HMDB
Peristim	MeSH
Casanthranol	MeSH

Chemical Formula

C₁₅H₁₀O₅

Average Mass

270.2369 Da

Monoisotopic Mass

270.05282 Da

IUPAC Name

1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

emodin

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C2C(=O)C3=C(O)C=C(O)C=C3C(=O)C2=C1

InChI Identifier

InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3

InChI Key

RHMXXJGYXNZAPX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achyranthes bidentata	LOTUS Database	35616633
Aframomum giganteum	KNApSAcK Database	22123792
Aloe castellorum	LOTUS Database	35616633
Aloe vera	LOTUS Database	35616633
Artemisia scoparia	KNApSAcK Database	22123792
Asahinea chrysantha	LOTUS Database	35616633
Aspergillus aureoterreus	LOTUS Database	35616633
Aspergillus wentii	NPAtlas	1147616
Boehmeria platanifolia	KNApSAcK Database	22123792
Canariomyces subthermophilus	LOTUS Database	35616633
Cascara sagrada	-	KNApSAcK
Cassia alata L.	KNApSAcK Database	22123792
Cassia angolensis	KNApSAcK Database	22123792
Cassia angustifolia	Plant	KNApSAcK
Cassia fastuosa	KNApSAcK Database	22123792
Cassia fistula	LOTUS Database	35616633
Cassia javanica	KNApSAcK Database	22123792
Cassia nigricans	LOTUS Database	35616633
Cassia obtusifolia	KNApSAcK Database	22123792
Cassia occidentalis	KNApSAcK Database	22123792
Cassia roxburghii	Plant	KNApSAcK
Cassia speciosa	KNApSAcK Database	22123792
Cassia tora L.	KNApSAcK Database	22123792
Cassia torosa L.	KNApSAcK Database	22123792
Catalpa longissima	LOTUS Database	35616633
Chamaecrista mimosoides	KNApSAcK Database	22123792
Chamaecrista nomame	KNApSAcK Database	22123792
Chamaecrista pumila	KNApSAcK Database	22123792
Cortinarius basirubescens	LOTUS Database	35616633
Cortinarius sanguineus	LOTUS Database	35616633
Cratoxylum formosum	LOTUS Database	35616633
Dendrobium thyrsiflorum	LOTUS Database	35616633
Derris oblonga	KNApSAcK Database	22123792
Epimedium koreanum	KNApSAcK Database	22123792
Eriocaulon buergerianum	KNApSAcK Database	22123792
Eriococcus coriaceus	LOTUS Database	35616633
Fagopyrum esculentum	LOTUS Database	35616633
Fagopyrum tataricum	LOTUS Database	35616633
Fallopia multiflora	LOTUS Database	35616633
Flavocetraria cucullata	LOTUS Database	35616633
Frangula alnus	LOTUS Database	35616633
Fulgensia canariensis	LOTUS Database	35616633
Hamigera avellanea	LOTUS Database	35616633
Heterodermia obscurata	LOTUS Database	35616633
Hypericum sampsonii	KNApSAcK Database	22123792
Isatis tinctoria	LOTUS Database	35616633
Juniperus formosana	LOTUS Database	35616633
Larix kaempferi	LOTUS Database	35616633
Ligularia pleurocaulis	LOTUS Database	35616633
Lilium brownii var.viridulum	KNApSAcK Database	22123792
Monilinia fructicola	LOTUS Database	35616633
Monodictys sp.	-	KNApSAcK
Muehlenbeckia tamnifolia	KNApSAcK Database	22123792
Myrsine africana	KNApSAcK Database	22123792
Nephroma laevigatum	LOTUS Database	35616633
Neurospora micropertusa	LOTUS Database	35616633
Osmanthus armatus	LOTUS Database	35616633
Penicillium restrictum	LOTUS Database	35616633
Persicaria hydropiper	LOTUS Database	35616633
Persicaria perfoliata	LOTUS Database	35616633
Picramnia antidesma	KNApSAcK Database	22123792
Picramnia hirsuta	LOTUS Database	35616633
Picramnia teapensis	LOTUS Database	35616633
Picramnia teapensis Tul.	KNApSAcK Database	22123792
Ploiarium alternifolium	LOTUS Database	35616633
Polygonum amplexicaule	Plant	KNApSAcK
Polygonum cuspidatum	KNApSAcK Database	22123792
Polygonum multiflorum	KNApSAcK Database	22123792
Polygonum perfoliatum	KNApSAcK Database	22123792
Polygonum sachalinense	LOTUS Database	35616633
Psorospermum glaberrimum	KNApSAcK Database	22123792
Psorospermum tenuifolium	LOTUS Database	35616633
Pyrenophora catenaria	LOTUS Database	35616633
Rhamnus cathartica	LOTUS Database	35616633
Rhamnus davurica	KNApSAcK Database	22123792
Rhamnus formosana	LOTUS Database	35616633
Rhamnus frangula	KNApSAcK Database	22123792
Rhamnus kurdica	LOTUS Database	35616633
Rhamnus libanoticus	Plant	KNApSAcK
Rhamnus nepalensis	KNApSAcK Database	22123792
Rhamnus pallasii	LOTUS Database	35616633
Rhamnus prinoides	Plant	KNApSAcK
Rhamnus procumbens	Plant	KNApSAcK
Rhamnus saxatilis	LOTUS Database	35616633
Rhamnus triquetra	LOTUS Database	35616633
Rhamnus wightii	Plant	KNApSAcK
Rheum australe	Plant	KNApSAcK
Rheum emodi	KNApSAcK Database	22123792
Rheum franzenbachii	LOTUS Database	35616633
Rheum officinale	KNApSAcK Database	22123792
Rheum palmatum	KNApSAcK Database	22123792
Rheum racemiferum	LOTUS Database	35616633
Rheum rhabarbarum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rheum rhaponticum	LOTUS Database	35616633
Rheum spp.	KNApSAcK Database	22123792
Rheum tanguticum	KNApSAcK Database	22123792
Rheum wittrocki	KNApSAcK Database	22123792
Rumex	FooDB	KNAPSACK
Rumex abyssinicus	LOTUS Database	35616633
Rumex acetosa	KNApSAcK Database	22123792
Rumex acetosella	Plant	KNApSAcK
Rumex alpinus	LOTUS Database	35616633
Rumex aquaticus	Plant	KNApSAcK
Rumex chalepensis	LOTUS Database	35616633
Rumex confertus	Plant	KNApSAcK
Rumex crispus	KNApSAcK Database	22123792
Rumex cristatus	LOTUS Database	35616633
Rumex cyprius	LOTUS Database	35616633
Rumex dentatus	KNApSAcK Database	22123792
Rumex hydrolapathum	Plant	KNApSAcK
Rumex japonicus	KNApSAcK Database	22123792
Rumex libanoticus	Plant	KNApSAcK
Rumex nepalensis	KNApSAcK Database	22123792
Rumex obtusifolius	Plant	KNApSAcK
Rumex patientia	KNApSAcK Database	22123792
Rumex pulcher	LOTUS Database	35616633
Rumex scutatus	Plant	KNApSAcK
Rumex spp.	KNApSAcK Database	22123792
Sargentodoxa cuneata	KNApSAcK Database	22123792
Saururus chinensis	LOTUS Database	35616633
Senna alata	KNApSAcK Database	22123792
Senna alexandrina	KNApSAcK Database	22123792
Senna angustisiliqua	KNApSAcK Database	22123792
Senna artemisioides	LOTUS Database	35616633
Senna auriculata	KNApSAcK Database	22123792
Senna didymobotrya	KNApSAcK Database	22123792
Senna lindheimeriana	LOTUS Database	35616633
Senna macranthera	LOTUS Database	35616633
Senna obtusifolia	KNApSAcK Database	22123792
Senna occidentalis	KNApSAcK Database	22123792
Senna podocarpa	KNApSAcK Database	22123792
Senna septemtrionalis	KNApSAcK Database	22123792
Senna siamea	LOTUS Database	35616633
Senna sophera	KNApSAcK Database	22123792
Senna spectabilis	LOTUS Database	35616633
Senna tora	KNApSAcK Database	22123792
Setophoma terrestris	LOTUS Database	35616633
Simaba orinocensis	LOTUS Database	35616633
Talaromyces brunneus	LOTUS Database	35616633
Talaromyces stipitatus	LOTUS Database	35616633
Tribulus terrestris	Plant	KNApSAcK
Trichoderma polysporum	LOTUS Database	35616633
Trichoderma viride	LOTUS Database	35616633
Vatairea heteroptera	KNApSAcK Database	22123792
Ventilago calyculata	KNApSAcK Database	22123792
Ventilago denticulata	LOTUS Database	35616633
Ventilago leiocarpa	KNApSAcK Database	22123792
Ventilago maderaspatana	LOTUS Database	35616633
Vismia guineensis	LOTUS Database	35616633
Vismia laurentii	KNApSAcK Database	22123792
Vismia orientalis	KNApSAcK Database	22123792
Xanthoria parietina	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Aspergillus terreus IMI16043	KNApSAcK Database	22123792
Guanomyces polythrix	KNApSAcK Database	22123792
Pyrenochaeta terrestris	KNApSAcK Database	22123792
Thielavia subthermophila	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Anthraquinones

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	257.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	586.87 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2.04 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.641 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	2.66	ALOGPS
logP	3.82	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.29	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.13 m³·mol⁻¹	ChemAxon
Polarizability	26.58 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020090

HMDB ID

HMDB0035214

DrugBank ID

DB07715

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Emodin

METLIN ID

Not Available

PubChem Compound

3220

PDB ID

Not Available

ChEBI ID

42223

Good Scents ID

rw1242531

References

General References

Wells JM, Cole RJ, Kirksey JW: Emodin, a toxic metabolite of Aspergillus wentii isolated from weevil-damaged chestnuts. Appl Microbiol. 1975 Jul;30(1):26-8. [PubMed:1147616 ]
Li HL, Chen HL, Li H, Zhang KL, Chen XY, Wang XW, Kong QY, Liu J: Regulatory effects of emodin on NF-kappaB activation and inflammatory cytokine expression in RAW 264.7 macrophages. Int J Mol Med. 2005 Jul;16(1):41-7. [PubMed:15942676 ]
Sandholt IS, Olsen BB, Guerra B, Issinger OG: Resorufin: a lead for a new protein kinase CK2 inhibitor. Anticancer Drugs. 2009 Apr;20(4):238-48. doi: 10.1097/CAD.0b013e328326472e. [PubMed:19177021 ]
Ubbink-Kok T, Anderson JA, Konings WN: Inhibition of electron transfer and uncoupling effects by emodin and emodinanthrone in Escherichia coli. Antimicrob Agents Chemother. 1986 Jul;30(1):147-51. doi: 10.1128/AAC.30.1.147. [PubMed:3019234 ]
Lee SU, Shin HK, Min YK, Kim SH: Emodin accelerates osteoblast differentiation through phosphatidylinositol 3-kinase activation and bone morphogenetic protein-2 gene expression. Int Immunopharmacol. 2008 May;8(5):741-7. doi: 10.1016/j.intimp.2008.01.027. Epub 2008 Feb 22. [PubMed:18387517 ]

Showing NP-Card for Emodin (NP0003774)

MOL for NP0003774 (Emodin)

3D MOL for NP0003774 (Emodin)

3D SDF for NP0003774 (Emodin)

3D-SDF for NP0003774 (Emodin)

PDB for NP0003774 (Emodin)

3D PDB for NP0003774 (Emodin)

SMILES for NP0003774 (Emodin)

INCHI for NP0003774 (Emodin)

Structure for NP0003774 (Emodin)

3D Structure for NP0003774 (Emodin)