NP-MRD: Showing NP-Card for (1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione (NP0303350)

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Record Information

Version

2.0

Created at

2022-09-10 17:38:21 UTC

Updated at

2022-09-10 17:38:22 UTC

NP-MRD ID

NP0303350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione

Description

Emeridone E belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Based on a literature review very few articles have been published on Emeridone E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102219382D          

 31 36  0  0  1  0            999 V2000
    5.0642    2.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2536    2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480    3.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7747    1.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6352    1.6297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.4681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1001    0.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101    1.3978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8780    0.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1754    1.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8593    1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135    2.1938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -0.1463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    1.2194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7629    0.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5276    1.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    2.0037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1295    2.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392    2.2392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0452    2.1465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4181    2.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9556    3.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    3.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658    3.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080    2.4755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4209    1.9378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2939    2.0001    0.0000 O   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 20 19  1  1  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
  2 23  1  0  0  0  0
  8 23  1  0  0  0  0
 20 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 27  1  6  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  6  0  0  0
M  END

     RDKit          3D

 63 68  0  0  0  0  0  0  0  0999 V2000
   -4.4366   -1.0964    0.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7544   -0.3682   -0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1967   -1.0126   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757    1.0687   -0.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4092    1.3034   -0.5859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443    2.1105   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9210    1.9499   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6271    0.6495    0.4860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4488    0.7444    1.7960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    0.3482    0.8540 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6842    1.4867    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9825    1.2014    0.3433 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6828    2.4431   -0.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477    3.1296    1.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8513    0.4050    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571    0.8905    2.2007 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8636   -1.0585    0.9475 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5908   -1.8728    1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501   -1.5001    0.8788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560   -0.6043   -0.0029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2266   -1.5430   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6248   -1.6965   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2696   -0.3767   -0.4349 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4969    0.2999   -0.7283 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9559    1.0550   -1.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    1.2146   -2.7649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1101    0.3727   -2.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3031    0.3664   -2.7881 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525   -0.5476   -1.3893 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5263   -1.1274   -0.4327 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7668   -0.5090   -0.4246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8502   -0.4343    1.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8158   -1.9189    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626   -1.6185    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150   -0.8964   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0072   -2.1073   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7699   -0.5064   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4366    3.0298   -1.1294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2612    2.7840   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3140    1.3891    1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -0.2344    2.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7431    1.2901    2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -0.2069    1.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9906    1.5914    2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3695    2.4766    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1467    3.0966   -0.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6429    2.1399   -0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    3.0746    1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738   -1.1987    2.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9205   -2.3894    2.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1786   -2.6503    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -2.5510    0.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0161   -1.4291    1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1755   -2.5995   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3903   -1.2782   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220   -1.9917    0.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1539   -2.4685   -0.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827   -0.0448   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.6012   -2.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6113    2.0637   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913   -1.3412   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6143   -2.2263   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065   -1.1716   -0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2 23  1  0
 23 22  1  0
 22 21  1  0
 20 21  1  6
 20 19  1  0
 19 17  1  0
 17 18  1  1
 17 30  1  0
 30 31  1  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
 27 26  1  0
 26 25  1  0
 24 25  1  6
 24 12  1  0
 12 13  1  6
 13 14  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  2  0
  6  4  1  0
  4  5  2  0
 12 15  1  0
 15 16  2  0
  4  2  1  0
  8 23  1  0
 24 20  1  0
 10 20  1  0
 15 17  1  0
 24 29  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
 23 58  1  6
 22 56  1  0
 22 57  1  0
 21 54  1  0
 21 55  1  0
 19 52  1  0
 19 53  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 30 62  1  6
 31 63  1  0
 29 61  1  6
 25 59  1  0
 25 60  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 11 44  1  0
 11 45  1  0
 10 43  1  1
  9 40  1  0
  9 41  1  0
  9 42  1  0
  7 39  1  0
  6 38  1  0
M  END


  Mrv1652309102219382D          

 31 36  0  0  1  0            999 V2000
    5.0642    2.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2536    2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480    3.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7747    1.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6352    1.6297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6669    0.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458    1.4681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1001    0.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3101    1.3978    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8780    0.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1754    1.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8593    1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4135    2.1938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3749   -0.1463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    1.2194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7629    0.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5276    1.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527    2.0037    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1295    2.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357    2.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392    2.2392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0452    2.1465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4181    2.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9556    3.6055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1860    3.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658    3.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2080    2.4755    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4209    1.9378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2939    2.0001    0.0000 O   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 20 19  1  1  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
  2 23  1  0  0  0  0
  8 23  1  0  0  0  0
 20 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 27  1  6  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 17 30  1  0  0  0  0
 30 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0303350

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@@H]2CC[C@@]34C[C@@]5(C)[C@H](O)[C@@H]6C(=O)OC[C@@]36[C@@](CO)(C[C@H]4[C@@]2(C)C=CC1=O)C5=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H32O6/c1-20(2)13-5-8-23-10-22(4)17(28)16-18(29)31-12-25(16,23)24(11-26,19(22)30)9-14(23)21(13,3)7-6-15(20)27/h6-7,13-14,16-17,26,28H,5,8-12H2,1-4H3/t13-,14-,16+,17+,21-,22-,23-,24+,25-/m0/s1

> <INCHI_KEY>
JYMICSKWIJDNEN-KVKOVSDGSA-N

> <FORMULA>
C25H32O6

> <MOLECULAR_WEIGHT>
428.525

> <EXACT_MASS>
428.21988875

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
44.922821227089244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R,9R,10S,12R,14S,15R,16R,20R)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0^{1,10}.0^{4,9}.0^{12,20}.0^{16,20}]henicos-7-ene-6,13,17-trione

> <JCHEM_LOGP>
2.1131793786666657

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.983102449875652

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.984088153741602

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8291641910949448

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
112.23069999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,9R,10S,12R,14S,15R,16R,20R)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0^{1,10}.0^{4,9}.0^{12,20}.0^{16,20}]henicos-7-ene-6,13,17-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.453   5.058   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.940   4.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.116   6.054   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.913   3.231   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      10.519   3.042   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.365   1.792   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.845   1.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.872   2.740   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.787   0.975   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.312   2.609   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.506   1.358   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.194   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.471   2.695   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.505   4.095   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.940   1.321   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.700  -0.273   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.165   2.276   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.424   1.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.985   3.666   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.085   3.740   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.975   5.098   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.480   5.398   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.420   4.180   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.951   4.007   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.647   5.467   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.784   6.730   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.347   6.181   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.869   7.254   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.388   4.621   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.786   3.617   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.415   3.733   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   23                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   23                                             
CONECT    9    8                                                            
CONECT   10    8   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15   24                                             
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   30                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   10   21   24                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    2    8                                                  
CONECT   24   20   12   25   29                                             
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   24   30                                                  
CONECT   30   29   17   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂O₆

Average Mass

428.5250 Da

Monoisotopic Mass

428.21989 Da

IUPAC Name

(1S,4R,9R,10S,12R,14S,15R,16R,20R)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0^{1,10}.0^{4,9}.0^{12,20}.0^{16,20}]henicos-7-ene-6,13,17-trione

Traditional Name

(1S,4R,9R,10S,12R,14S,15R,16R,20R)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0^{1,10}.0^{4,9}.0^{12,20}.0^{16,20}]henicos-7-ene-6,13,17-trione

CAS Registry Number

Not Available

SMILES

CC1(C)[C@@H]2CC[C@@]34C[C@@]5(C)[C@H](O)[C@@H]6C(=O)OC[C@@]36[C@@](CO)(C[C@H]4[C@@]2(C)C=CC1=O)C5=O

InChI Identifier

InChI=1S/C25H32O6/c1-20(2)13-5-8-23-10-22(4)17(28)16-18(29)31-12-25(16,23)24(11-26,19(22)30)9-14(23)21(13,3)7-6-15(20)27/h6-7,13-14,16-17,26,28H,5,8-12H2,1-4H3/t13-,14-,16+,17+,21-,22-,23-,24+,25-/m0/s1

InChI Key

JYMICSKWIJDNEN-KVKOVSDGSA-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 cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Gamma butyrolactone
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	2.11	ChemAxon
pKa (Strongest Acidic)	13.98	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	112.23 m³·mol⁻¹	ChemAxon
Polarizability	44.92 Å³	ChemAxon
Number of Rings	6	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146682060

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione (NP0303350)

MOL for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

3D MOL for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

3D SDF for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

3D-SDF for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

PDB for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

3D PDB for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

SMILES for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

INCHI for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

Structure for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)

3D Structure for NP0303350 ((1s,4r,9r,10s,12r,14s,15r,16r,20r)-15-hydroxy-12-(hydroxymethyl)-5,5,9,14-tetramethyl-18-oxahexacyclo[12.6.1.0¹,¹⁰.0⁴,⁹.0¹²,²⁰.0¹⁶,²⁰]henicos-7-ene-6,13,17-trione)