NP-MRD: Showing NP-Card for (5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde (NP0207180)

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Record Information

Version

2.0

Created at

2022-09-05 03:41:08 UTC

Updated at

2022-09-05 03:41:08 UTC

NP-MRD ID

NP0207180

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde

Description

64960-68-5 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. Based on a literature review very few articles have been published on 64960-68-5.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052205412D          

 30 32  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 22 26  2  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  6 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  6  0  0  0
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
    5.1200    0.6585    1.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2556    1.4544    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8867    2.5259   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9409    1.1914    0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2852    0.1396    1.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7131   -1.0144    0.6581 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2608   -2.0012    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2723   -1.7991    3.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099   -3.1622    1.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083   -3.3439   -0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3223   -2.1444   -1.0053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1117   -2.3287   -1.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5619   -3.5119   -1.4108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -1.2040   -1.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0796   -1.2023   -2.2835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2340   -2.3143   -3.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422   -2.4366   -4.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -0.1197   -2.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9988   -0.0264   -3.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903    0.9014   -1.3584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5815    1.9875   -1.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6186    0.9591   -0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852    2.0471    0.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0718    3.3883   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161    2.1317    1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8176   -0.1547   -0.5155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6013   -0.2098    0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6275    0.2409    1.3785 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456   -0.8199   -0.3442 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0574    0.0993   -1.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9213    0.8300    2.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1124   -0.4315    1.2945 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2056    0.9425    1.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7605    3.5464    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9405    2.2607   -0.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4010    2.5437   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3617    1.8124   -0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494    0.6085    2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0648   -0.2742    2.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5566   -1.5291    0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2670   -2.1083    3.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -2.4856    3.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155   -0.8047    3.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4525   -3.9591    1.8974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208   -4.2079   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089   -3.6308   -0.6323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8099   -2.2136   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376   -3.1345   -3.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2901   -0.6588   -3.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3563    2.0158   -1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7445    1.7942    0.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1071    3.6317    0.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9101    3.4666   -1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128    4.2300    0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7399    3.0599    2.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1310    2.4682    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624    1.3737    2.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5696    1.1003   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6170   -0.2887   -2.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1302    0.1100   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  1  0
 23 22  1  0
 22 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  6
 29  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 20 22  1  0
 14 26  1  0
 11 29  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 23 51  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
  6 40  1  6
  5 38  1  0
  5 39  1  0
  4 37  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  6
 16 48  1  0
 19 49  1  0
 21 50  1  0
M  END


  Mrv1652309052205412D          

 30 32  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 22 26  2  0  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  6 29  1  0  0  0  0
 11 29  1  0  0  0  0
 29 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0207180

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C2C(=O)[C@@]3(C)[C@@H](CC=C(C)C)C(C)=CC[C@H]3C(=O)C2=C(C=O)C(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H30O5/c1-12(2)7-9-16-14(5)8-10-17-22(28)19-15(11-26)21(27)23(29)18(13(3)4)20(19)24(30)25(16,17)6/h7-8,11,13,16-17,27,29H,9-10H2,1-6H3/t16-,17-,25-/m0/s1

> <INCHI_KEY>
PHFQEHPMSYAMIH-TZPNTHKFSA-N

> <FORMULA>
C25H30O5

> <MOLECULAR_WEIGHT>
410.51

> <EXACT_MASS>
410.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.351893144942416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,8aR,10aS)-2,3-dihydroxy-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-4-(propan-2-yl)-5,8,8a,9,10,10a-hexahydroanthracene-1-carbaldehyde

> <JCHEM_LOGP>
5.588132774000002

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.366836141621112

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.597895479778689

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0680099398834

> <JCHEM_POLAR_SURFACE_AREA>
91.67000000000002

> <JCHEM_REFRACTIVITY>
120.04839999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5S,8aR,10aS)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5H-anthracene-1-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   29                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   26                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   22   14   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    6   11   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₀O₅

Average Mass

410.5100 Da

Monoisotopic Mass

410.20932 Da

IUPAC Name

(5S,8aR,10aS)-2,3-dihydroxy-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-4-(propan-2-yl)-5,8,8a,9,10,10a-hexahydroanthracene-1-carbaldehyde

Traditional Name

(5S,8aR,10aS)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5H-anthracene-1-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC(C)C1=C2C(=O)[C@@]3(C)[C@@H](CC=C(C)C)C(C)=CC[C@H]3C(=O)C2=C(C=O)C(O)=C1O

InChI Identifier

InChI=1S/C25H30O5/c1-12(2)7-9-16-14(5)8-10-17-22(28)19-15(11-26)21(27)23(29)18(13(3)4)20(19)24(30)25(16,17)6/h7-8,11,13,16-17,27,29H,9-10H2,1-6H3/t16-,17-,25-/m0/s1

InChI Key

PHFQEHPMSYAMIH-TZPNTHKFSA-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 hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Cadinane sesquiterpenoid
Sesquiterpenoid
Tetralin
Cumene
Quinone
Aryl alkyl ketone
Aryl ketone
Phenol
Aryl-aldehyde
Vinylogous acid
Ketone
Hydrocarbon derivative
Aldehyde
Organooxygen compound
Organic oxide
Organic oxygen 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	5.59	ChemAxon
pKa (Strongest Acidic)	6.6	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	120.05 m³·mol⁻¹	ChemAxon
Polarizability	44.35 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000500

Chemspider ID

57523160

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72187670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde (NP0207180)

MOL for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

3D MOL for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

3D SDF for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

3D-SDF for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

PDB for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

3D PDB for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

SMILES for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

INCHI for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

Structure for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)

3D Structure for NP0207180 ((5s,8ar,10as)-2,3-dihydroxy-4-isopropyl-6,10a-dimethyl-5-(3-methylbut-2-en-1-yl)-9,10-dioxo-8,8a-dihydro-5h-anthracene-1-carbaldehyde)