NP-MRD: Showing NP-Card for methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate (NP0237772)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 21:00:44 UTC

Updated at

2022-09-06 21:00:44 UTC

NP-MRD ID

NP0237772

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate

Description

Not Available

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv0541 02241221372D          
 
 35 38  0  0  1  0            999 V2000
   22.8652  -12.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3004  -13.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -12.6140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.7249  -13.0242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4429  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1550  -13.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2979  -13.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5795  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2975  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0070  -14.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -13.9757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4371  -14.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1492  -13.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8616  -14.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5737  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2917  -14.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0013  -15.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4314  -15.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8559  -15.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2860  -15.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5825  -12.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7188  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4375  -13.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7204  -15.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4371  -11.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7162  -12.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8651  -13.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4350  -13.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -11.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7134  -14.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -12.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7078  -15.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1627  -14.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
 11 19  2  0  0  0  0
  9 10  2  0  0  0  0
 13 20  2  0  0  0  0
  5  6  1  0  0  0  0
 15 21  1  0  0  0  0
  7 11  1  0  0  0  0
 17 22  1  0  0  0  0
  6  1  1  0  0  0  0
  2 23  1  0  0  0  0
  4 12  1  0  0  0  0
  6 14  2  0  0  0  0
  8 16  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 18 24  1  0  0  0  0
  3  4  1  0  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
 24 26  2  0  0  0  0
  2  7  2  0  0  0  0
  5 27  2  0  0  0  0
 13 14  1  0  0  0  0
 10 28  1  0  0  0  0
  2  3  1  0  0  0  0
 23 29  1  0  0  0  0
 14 15  1  0  0  0  0
 28 30  1  0  0  0  0
  1  8  2  0  0  0  0
  3 31  1  1  0  0  0
 15 16  2  0  0  0  0
 12 32  1  1  0  0  0
  4  5  1  0  0  0  0
  4 33  1  1  0  0  0
 16 17  1  0  0  0  0
 32 34  1  0  0  0  0
  8  9  1  0  0  0  0
 25 35  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -6.9371   -1.8616    1.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8296   -1.5525    0.9579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0321   -0.4948    1.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3135    0.1768    2.3372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -0.0615    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9433    0.8720   -0.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2141    1.3750   -0.7506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3477    2.3357   -1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253    1.2613   -1.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5858    0.7018   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4518    1.0840   -1.5103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713    0.5542   -1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8489   -0.3788   -0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2511   -0.7821    0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2078   -1.6889    1.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960   -0.2307    0.1918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6468   -0.6206    0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5561   -1.6162    1.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1754   -0.8905    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4278   -1.3154    1.2709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1607   -0.8679   -1.0027 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7163   -1.5572   -2.0971 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4976   -2.8954   -1.9407 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665   -1.2671   -0.4750 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -2.3489   -0.6632 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720   -0.2923    0.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7664    0.9601    0.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4558    1.8724    1.2948 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0618    2.0157    2.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5863    1.4461   -0.2367 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6696    2.7709   -0.5895 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2909    0.5963   -1.4542 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2852    0.6647   -2.4029 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9578    0.9908   -1.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7947    1.6787   -3.0045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5577   -2.6752    1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6134   -2.0982    2.8280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5394   -0.9229    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0525    3.3365   -1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4237    2.4076   -2.1206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7930    2.0390   -2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8975    1.9828   -1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5602    1.8234   -2.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.1834    1.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025   -1.2624    2.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869   -2.6378    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060   -1.7683    2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371   -3.5164   -1.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6227   -3.0625   -1.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390   -3.2881   -2.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0478   -0.5811    0.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1895    1.0059    3.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7230    2.7681    3.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9933    2.2817    2.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7084    1.3310    0.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    3.2692   -0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9908    1.1172   -3.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5 17  2  0
 17 18  1  0
 17 16  1  0
 16 14  2  0
 14 15  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  6  2  0
  6  7  1  0
  7  8  1  0
 12 34  1  0
 34 35  2  0
 34 32  1  0
 32 33  1  6
 32 30  1  0
 30 31  1  0
 30 27  1  0
 27 28  1  0
 28 29  1  0
 27 26  2  0
 26 24  1  0
 24 25  2  0
 24 21  1  0
 21 22  1  6
 22 23  1  0
 21 19  1  0
 19 20  2  0
  6  5  1  0
 21 32  1  0
 10 16  1  0
 19 13  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 15 44  1  0
 11 43  1  0
  9 42  1  0
  8 39  1  0
  8 40  1  0
  8 41  1  0
 33 57  1  0
 30 55  1  1
 31 56  1  0
 29 52  1  0
 29 53  1  0
 29 54  1  0
 26 51  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
M  END

 
  Mrv0541 02241221372D          
 
 35 38  0  0  1  0            999 V2000
   22.8652  -12.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3004  -13.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -12.6140    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.7249  -13.0242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4429  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1550  -13.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2979  -13.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5795  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2975  -12.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0070  -14.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -13.9757    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4371  -14.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1492  -13.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8616  -14.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5737  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2917  -14.4031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0038  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0013  -15.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4314  -15.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8559  -15.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2860  -15.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5825  -12.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7188  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4375  -13.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7204  -15.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4371  -11.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7162  -12.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8651  -13.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4350  -13.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0127  -11.7878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7134  -14.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7192  -12.1980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7078  -15.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1627  -14.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  2  0  0  0  0
 11 19  2  0  0  0  0
  9 10  2  0  0  0  0
 13 20  2  0  0  0  0
  5  6  1  0  0  0  0
 15 21  1  0  0  0  0
  7 11  1  0  0  0  0
 17 22  1  0  0  0  0
  6  1  1  0  0  0  0
  2 23  1  0  0  0  0
  4 12  1  0  0  0  0
  6 14  2  0  0  0  0
  8 16  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 18 24  1  0  0  0  0
  3  4  1  0  0  0  0
 24 25  1  0  0  0  0
 12 13  1  0  0  0  0
 24 26  2  0  0  0  0
  2  7  2  0  0  0  0
  5 27  2  0  0  0  0
 13 14  1  0  0  0  0
 10 28  1  0  0  0  0
  2  3  1  0  0  0  0
 23 29  1  0  0  0  0
 14 15  1  0  0  0  0
 28 30  1  0  0  0  0
  1  8  2  0  0  0  0
  3 31  1  1  0  0  0
 15 16  2  0  0  0  0
 12 32  1  1  0  0  0
  4  5  1  0  0  0  0
  4 33  1  1  0  0  0
 16 17  1  0  0  0  0
 32 34  1  0  0  0  0
  8  9  1  0  0  0  0
 25 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237772

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(C)C2=C(O)C3=C(C=C2C=C1OC)C(=O)[C@@]1(O)[C@H](O)C(OC)=CC(=O)[C@@]1(OC)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1

> <INCHI_KEY>
QSPIPUXWSNFXCK-AGILITTLSA-N

> <FORMULA>
C24H22O11

> <MOLECULAR_WEIGHT>
486.4249

> <EXACT_MASS>
486.116211546

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
47.49798968572925

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
1.5009800106666664

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.340111341175927

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.905979899177597

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9205464621935286

> <JCHEM_POLAR_SURFACE_AREA>
165.89

> <JCHEM_REFRACTIVITY>
120.65749999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      42.682 -23.549   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.027 -24.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.357 -23.546   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      38.687 -24.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      40.027 -23.557   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      41.356 -24.323   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      36.023 -26.078   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      44.015 -24.333   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      45.355 -23.557   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      46.674 -24.333   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.346 -26.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.676 -26.088   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.016 -26.864   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.345 -26.099   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.675 -26.875   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      44.004 -26.109   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      45.344 -26.886   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.674 -26.109   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      37.336 -28.396   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      40.005 -28.407   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      42.664 -28.417   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      45.334 -28.417   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      34.687 -23.546   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      48.008 -26.878   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      49.350 -26.104   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      48.011 -28.420   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      40.016 -22.015   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      48.004 -23.567   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      33.348 -24.324   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      49.345 -24.341   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      37.357 -22.004   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      38.665 -27.630   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      38.676 -22.770   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      38.655 -29.173   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      50.704 -26.886   0.000  0.00  0.00           C+0
CONECT    1    6    8                                                       
CONECT    2   23    7    3                                                  
CONECT    3    4    2   31                                                  
CONECT    4   12    3    5   33                                             
CONECT    5    6   27    4                                                  
CONECT    6    5    1   14                                                  
CONECT    7   11    2                                                       
CONECT    8   16    1    9                                                  
CONECT    9   10    8                                                       
CONECT   10    9   18   28                                                  
CONECT   11   19    7   12                                                  
CONECT   12    4   11   13   32                                             
CONECT   13   20   12   14                                                  
CONECT   14    6   13   15                                                  
CONECT   15   21   14   16                                                  
CONECT   16    8   15   17                                                  
CONECT   17   18   22   16                                                  
CONECT   18   17   10   24                                                  
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   15                                                            
CONECT   22   17                                                            
CONECT   23    2   29                                                       
CONECT   24   18   25   26                                                  
CONECT   25   24   35                                                       
CONECT   26   24                                                            
CONECT   27    5                                                            
CONECT   28   10   30                                                       
CONECT   29   23                                                            
CONECT   30   28                                                            
CONECT   31    3                                                            
CONECT   32   12   34                                                       
CONECT   33    4                                                            
CONECT   34   32                                                            
CONECT   35   25                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₂O₁₁

Average Mass

486.4249 Da

Monoisotopic Mass

486.11621 Da

IUPAC Name

methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-6,6a,7,10,10a,11-hexahydrotetracene-2-carboxylate

Traditional Name

methyl (6aR,7S,10aR)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7H-tetracene-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C)C2=C(O)C3=C(C=C2C=C1OC)C(=O)[C@@]1(O)[C@H](O)C(OC)=CC(=O)[C@@]1(OC)C3=O

InChI Identifier

InChI=1S/C24H22O11/c1-9-15-10(7-12(32-2)16(9)22(30)34-4)6-11-17(18(15)26)21(29)24(35-5)14(25)8-13(33-3)20(28)23(24,31)19(11)27/h6-8,20,26,28,31H,1-5H3/t20-,23-,24-/m1/s1

InChI Key

QSPIPUXWSNFXCK-AGILITTLSA-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, 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 tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Tetracenequinone
Anthracene carboxylic acid or derivatives
Anthracene carboxylic acid
1,4-anthraquinone
9,10-anthraquinone
2-naphthalenecarboxylic acid or derivatives
2-naphthalenecarboxylic acid
1-naphthol
O-methoxybenzoic acid or derivatives
Tetralin
Naphthalene
Aryl alkyl ketone
Aryl ketone
Quinone
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Cyclohexenone
Vinylogous ester
Vinylogous acid
Methyl ester
Tertiary alcohol
Ketone
Carboxylic acid ester
1,2-diol
Secondary alcohol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Polyol
Carbonyl group
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

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	2.25	ALOGPS
logP	1.5	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.66 m³·mol⁻¹	ChemAxon
Polarizability	47.5 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001867

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C12380

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129395

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate (NP0237772)

MOL for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

3D MOL for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

3D SDF for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

3D-SDF for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

PDB for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

3D PDB for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

SMILES for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

INCHI for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

Structure for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)

3D Structure for NP0237772 (methyl (6ar,7s,10ar)-6a,7,12-trihydroxy-3,8,10a-trimethoxy-1-methyl-6,10,11-trioxo-7h-tetracene-2-carboxylate)