NP-MRD: Showing NP-Card for rubanthrone A (NP0029024)

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Record Information

Version

2.0

Created at

2021-06-19 20:45:13 UTC

Updated at

2021-06-29 23:56:09 UTC

NP-MRD ID

NP0029024

Secondary Accession Numbers

None

Natural Product Identification

Common Name

rubanthrone A

Provided By

JEOL Database JEOL Logo

Description

rubanthrone A is found in Rubus ulmifolius. rubanthrone A was first documented in 2002 (Flamini, G., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122453D          

 41 43  0  0  0  0            999 V2000
    0.3607    4.3248    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    3.0107    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490    2.1000    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    2.3519    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    0.7544    2.5502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0506   -0.3776    1.7957 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1293    1.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1830    0.1446    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585    0.4375    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    0.4367    1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.7099    1.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    0.1406    2.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4443    0.1211    3.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474   -0.1403    2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -0.4353    4.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.0886   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9400    0.4012   -1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.4241   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -0.6692   -1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.4094   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -1.2141   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -1.4638   -3.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301   -1.5203   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -2.0704   -0.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -1.2693    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458   -1.5962    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7026    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    4.3173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    4.9684    2.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    4.7254    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.4953    2.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    0.8919    3.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.2945    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163    0.6517   -0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213    0.9174    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3533    0.3467    3.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538   -0.3931    4.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8117    0.0029   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -1.1680   -3.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -2.1463   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -1.9815    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 21  1  0  0  0  0
 10 12  1  0  0  0  0
 21 19  2  0  0  0  0
 19 18  1  0  0  0  0
 16 17  2  0  0  0  0
  8 16  1  0  0  0  0
 21 22  1  0  0  0  0
  7  6  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
  6 27  1  0  0  0  0
 14 15  1  0  0  0  0
 18 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 11  1  0  0  0  0
 14  7  1  0  0  0  0
  6  5  1  0  0  0  0
 18 27  2  0  0  0  0
  5  3  1  0  0  0  0
  8  7  2  0  0  0  0
  3  2  1  0  0  0  0
 27 25  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  2  0  0  0  0
 25 23  2  0  0  0  0
  3  4  2  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9 34  1  0  0  0  0
  6 33  1  0  0  0  0
 22 39  1  0  0  0  0
 24 40  1  0  0  0  0
 15 37  1  0  0  0  0
 13 36  1  0  0  0  0
 11 35  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
 20 38  1  0  0  0  0
 26 41  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    0.3607    4.3248    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    3.0107    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490    2.1000    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    2.3519    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    0.7544    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.3776    1.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1293    1.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1830    0.1446    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585    0.4375    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    0.4367    1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.7099    1.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    0.1406    2.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4443    0.1211    3.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474   -0.1403    2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -0.4353    4.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.0886   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9400    0.4012   -1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.4241   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -0.6692   -1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.4094   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -1.2141   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -1.4638   -3.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301   -1.5203   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -2.0704   -0.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -1.2693    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458   -1.5962    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7026    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    4.3173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    4.9684    2.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    4.7254    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.4953    2.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    0.8919    3.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.2945    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163    0.6517   -0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213    0.9174    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3533    0.3467    3.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538   -0.3931    4.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8117    0.0029   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -1.1680   -3.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -2.1463   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -1.9815    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 21  1  0
 10 12  1  0
 21 19  2  0
 19 18  1  0
 16 17  2  0
  8 16  1  0
 21 22  1  0
  7  6  1  0
 23 24  1  0
 25 26  1  0
  6 27  1  0
 14 15  1  0
 18 16  1  0
 12 13  1  0
 12 14  2  0
 10 11  1  0
 14  7  1  0
  6  5  1  0
 18 27  2  0
  5  3  1  0
  8  7  2  0
  3  2  1  0
 27 25  1  0
 19 20  1  0
  9 10  2  0
 25 23  2  0
  3  4  2  0
  8  9  1  0
  2  1  1  0
  9 34  1  0
  6 33  1  0
 22 39  1  0
 24 40  1  0
 15 37  1  0
 13 36  1  0
 11 35  1  0
  5 31  1  0
  5 32  1  0
 20 38  1  0
 26 41  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END


  Mrv1652306192122453D          

 41 43  0  0  0  0            999 V2000
    0.3607    4.3248    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    3.0107    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490    2.1000    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    2.3519    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    0.7544    2.5502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0506   -0.3776    1.7957 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1293    1.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1830    0.1446    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585    0.4375    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    0.4367    1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.7099    1.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    0.1406    2.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4443    0.1211    3.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474   -0.1403    2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -0.4353    4.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.0886   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9400    0.4012   -1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.4241   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -0.6692   -1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.4094   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -1.2141   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -1.4638   -3.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301   -1.5203   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -2.0704   -0.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -1.2693    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458   -1.5962    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7026    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    4.3173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    4.9684    2.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    4.7254    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.4953    2.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    0.8919    3.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.2945    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163    0.6517   -0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213    0.9174    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3533    0.3467    3.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538   -0.3931    4.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8117    0.0029   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -1.1680   -3.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -2.1463   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -1.9815    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 21  1  0  0  0  0
 10 12  1  0  0  0  0
 21 19  2  0  0  0  0
 19 18  1  0  0  0  0
 16 17  2  0  0  0  0
  8 16  1  0  0  0  0
 21 22  1  0  0  0  0
  7  6  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
  6 27  1  0  0  0  0
 14 15  1  0  0  0  0
 18 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 10 11  1  0  0  0  0
 14  7  1  0  0  0  0
  6  5  1  0  0  0  0
 18 27  2  0  0  0  0
  5  3  1  0  0  0  0
  8  7  2  0  0  0  0
  3  2  1  0  0  0  0
 27 25  1  0  0  0  0
 19 20  1  0  0  0  0
  9 10  2  0  0  0  0
 25 23  2  0  0  0  0
  3  4  2  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9 34  1  0  0  0  0
  6 33  1  0  0  0  0
 22 39  1  0  0  0  0
 24 40  1  0  0  0  0
 15 37  1  0  0  0  0
 13 36  1  0  0  0  0
 11 35  1  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
 20 38  1  0  0  0  0
 26 41  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029024

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(O[H])=C1O[H])[C@@]([H])(C1=C(C2=O)C(O[H])=C(O[H])C(O[H])=C1O[H])C([H])([H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O10/c1-27-7(19)3-4-8-5(2-6(18)12(21)13(8)22)11(20)10-9(4)14(23)16(25)17(26)15(10)24/h2,4,18,21-26H,3H2,1H3/t4-/m0/s1

> <INCHI_KEY>
USQRHPAGZSOQNO-BYPYZUCNSA-N

> <FORMULA>
C17H14O10

> <MOLECULAR_WEIGHT>
378.289

> <EXACT_MASS>
378.058696651

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
34.710882622370605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[(9S)-1,2,3,4,6,7,8-heptahydroxy-10-oxo-9,10-dihydroanthracen-9-yl]acetate

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
1.6334298649999996

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.741819740779986

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1217739897170365

> <JCHEM_PKA_STRONGEST_BASIC>
-5.5833633352296035

> <JCHEM_POLAR_SURFACE_AREA>
184.98

> <JCHEM_REFRACTIVITY>
89.7631

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(9S)-1,2,3,4,6,7,8-heptahydroxy-10-oxo-9H-anthracen-9-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    0.3607    4.3248    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    3.0107    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490    2.1000    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    2.3519    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    0.7544    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.3776    1.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1293    1.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1830    0.1446    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585    0.4375    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    0.4367    1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.7099    1.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    0.1406    2.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4443    0.1211    3.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474   -0.1403    2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -0.4353    4.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.0886   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9400    0.4012   -1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.4241   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -0.6692   -1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.4094   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -1.2141   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -1.4638   -3.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301   -1.5203   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -2.0704   -0.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -1.2693    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458   -1.5962    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7026    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    4.3173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    4.9684    2.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    4.7254    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.4953    2.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    0.8919    3.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.2945    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163    0.6517   -0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213    0.9174    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3533    0.3467    3.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538   -0.3931    4.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8117    0.0029   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -1.1680   -3.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -2.1463   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -1.9815    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 21  1  0
 10 12  1  0
 21 19  2  0
 19 18  1  0
 16 17  2  0
  8 16  1  0
 21 22  1  0
  7  6  1  0
 23 24  1  0
 25 26  1  0
  6 27  1  0
 14 15  1  0
 18 16  1  0
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 14  7  1  0
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 27 25  1  0
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  9 10  2  0
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  6 33  1  0
 22 39  1  0
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 15 37  1  0
 13 36  1  0
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  5 31  1  0
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  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       0.361   4.325   2.065  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.328   3.011   2.623  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.349   2.100   1.864  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.893   2.352   0.799  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.312   0.754   2.550  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.051  -0.378   1.796  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.549  -0.129   1.715  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.183   0.145   0.492  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.559   0.438   0.424  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.313   0.437   1.587  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.651   0.710   1.588  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.710   0.141   2.801  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.444   0.121   3.956  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.347  -0.140   2.865  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.802  -0.435   4.085  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.417   0.089  -0.770  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.940   0.401  -1.838  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.031  -0.424  -0.762  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.376  -0.669  -1.983  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.930  -0.409  -3.213  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.902  -1.214  -1.990  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.549  -1.464  -3.170  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.530  -1.520  -0.798  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.783  -2.070  -0.790  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.891  -1.269   0.414  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.546  -1.596   1.570  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.392  -0.703   0.462  0.00  0.00           C+0
HETATM   28  H   UNK     0       0.870   4.317   1.096  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.924   4.968   2.747  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.653   4.725   1.969  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.743   0.495   2.689  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.743   0.892   3.548  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.946  -1.295   2.395  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.016   0.652  -0.538  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.921   0.917   0.676  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.353   0.347   3.667  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.554  -0.393   4.713  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.812   0.003  -3.048  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.913  -1.168  -3.857  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.018  -2.146  -1.739  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.398  -1.982   1.276  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   31   32                                             
CONECT    6    7   27    5   33                                             
CONECT    7    6   14    8                                                  
CONECT    8   16    7    9                                                  
CONECT    9   10    8   34                                                  
CONECT   10   12   11    9                                                  
CONECT   11   10   35                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12   36                                                       
CONECT   14   15   12    7                                                  
CONECT   15   14   37                                                       
CONECT   16   17    8   18                                                  
CONECT   17   16                                                            
CONECT   18   19   16   27                                                  
CONECT   19   21   18   20                                                  
CONECT   20   19   38                                                       
CONECT   21   23   19   22                                                  
CONECT   22   21   39                                                       
CONECT   23   21   24   25                                                  
CONECT   24   23   40                                                       
CONECT   25   26   27   23                                                  
CONECT   26   25   41                                                       
CONECT   27    6   18   25                                                  
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    5                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    9                                                            
CONECT   35   11                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   20                                                            
CONECT   39   22                                                            
CONECT   40   24                                                            
CONECT   41   26                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
    0.3607    4.3248    2.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    3.0107    2.6231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3490    2.1000    1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8926    2.3519    0.7988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3123    0.7544    2.5502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506   -0.3776    1.7957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5491   -0.1293    1.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1830    0.1446    0.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585    0.4375    0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3128    0.4367    1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.7099    1.5884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    0.1406    2.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4443    0.1211    3.9558 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3474   -0.1403    2.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8021   -0.4353    4.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    0.0886   -0.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9400    0.4012   -1.8384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0307   -0.4241   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -0.6692   -1.9827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9301   -0.4094   -3.2126 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -1.2141   -1.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5486   -1.4638   -3.1699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5301   -1.5203   -0.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7829   -2.0704   -0.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -1.2693    0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5458   -1.5962    1.5701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -0.7026    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697    4.3173    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    4.9684    2.7468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6532    4.7254    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7430    0.4953    2.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7431    0.8919    3.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464   -1.2945    2.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0163    0.6517   -0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213    0.9174    0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3533    0.3467    3.6673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5538   -0.3931    4.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8117    0.0029   -3.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -1.1680   -3.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0184   -2.1463   -1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3982   -1.9815    1.2764 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 21  1  0
 10 12  1  0
 21 19  2  0
 19 18  1  0
 16 17  2  0
  8 16  1  0
 21 22  1  0
  7  6  1  0
 23 24  1  0
 25 26  1  0
  6 27  1  0
 14 15  1  0
 18 16  1  0
 12 13  1  0
 12 14  2  0
 10 11  1  0
 14  7  1  0
  6  5  1  0
 18 27  2  0
  5  3  1  0
  8  7  2  0
  3  2  1  0
 27 25  1  0
 19 20  1  0
  9 10  2  0
 25 23  2  0
  3  4  2  0
  8  9  1  0
  2  1  1  0
  9 34  1  0
  6 33  1  0
 22 39  1  0
 24 40  1  0
 15 37  1  0
 13 36  1  0
 11 35  1  0
  5 31  1  0
  5 32  1  0
 20 38  1  0
 26 41  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₁₀

Average Mass

378.2890 Da

Monoisotopic Mass

378.05870 Da

IUPAC Name

methyl 2-[(9S)-1,2,3,4,6,7,8-heptahydroxy-10-oxo-9,10-dihydroanthracen-9-yl]acetate

Traditional Name

methyl [(9S)-1,2,3,4,6,7,8-heptahydroxy-10-oxo-9H-anthracen-9-yl]acetate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(O[H])=C1O[H])[C@@]([H])(C1=C(C2=O)C(O[H])=C(O[H])C(O[H])=C1O[H])C([H])([H])C(=O)OC([H])([H])[H]

InChI Identifier

InChI=1S/C17H14O10/c1-27-7(19)3-4-8-5(2-6(18)12(21)13(8)22)11(20)10-9(4)14(23)16(25)17(26)15(10)24/h2,4,18,21-26H,3H2,1H3/t4-/m0/s1

InChI Key

USQRHPAGZSOQNO-BYPYZUCNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rubus ulmifolius	JEOL database	Flamini, G., et al, Phytochemistry 59, 873 (2002)

Chemical Taxonomy

Classification

Not classified

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	1.48	ALOGPS
logP	1.63	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	7.12	ChemAxon
pKa (Strongest Basic)	-5.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	184.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.76 m³·mol⁻¹	ChemAxon
Polarizability	34.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Flamini, G., et al. (2002). Flamini, G., et al, Phytochemistry 59, 873 (2002). Phytochem..

Showing NP-Card for rubanthrone A (NP0029024)

MOL for NP0029024 (rubanthrone A)

3D MOL for NP0029024 (rubanthrone A)

3D SDF for NP0029024 (rubanthrone A)

3D-SDF for NP0029024 (rubanthrone A)

PDB for NP0029024 (rubanthrone A)

3D PDB for NP0029024 (rubanthrone A)

SMILES for NP0029024 (rubanthrone A)

INCHI for NP0029024 (rubanthrone A)

Structure for NP0029024 (rubanthrone A)

3D Structure for NP0029024 (rubanthrone A)