NP-MRD: Showing NP-Card for (1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate (NP0320765)

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Record Information

Version

2.0

Created at

2022-09-11 22:36:21 UTC

Updated at

2022-09-11 22:36:22 UTC

NP-MRD ID

NP0320765

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate

Description

CHEMBL1796011 belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene). (1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate is found in Celastrus vulcanicola. It was first documented in 2002 (PMID: 31593387). Based on a literature review a significant number of articles have been published on CHEMBL1796011 (PMID: 27253005) (PMID: 27583328) (PMID: 36127157) (PMID: 36127156).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122200362D          

 27 29  0  0  1  0            999 V2000
   -1.8298   -1.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3884   -1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714   -0.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227   -0.4177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5293    0.3486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1300    0.6872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5457   -0.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353    1.0853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0278    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    1.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427    1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787    1.7427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5157    2.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5511    2.1318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1093    1.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531    0.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9789    0.2327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3278   -0.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1496   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6227    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985   -1.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    0.3059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5375   -0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -0.4571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1362   -1.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    5.4206    1.2065   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1528    0.6631   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1222    0.3803   -1.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0210    0.4542    0.1359 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8105   -0.0548   -0.3527 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4040   -1.3669    0.2077 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2738   -1.8725   -0.7134 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0890   -3.2033   -0.4577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8430   -0.9814   -0.1732 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6363   -0.9170    1.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6408   -1.3348    1.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -0.5645    2.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775   -2.7975    1.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1974   -1.4852   -0.5096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0856   -2.5736   -1.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6394   -2.1990    0.6386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598   -0.5377   -0.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    0.9115   -0.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946    1.2573   -0.0824 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4964    2.6267   -0.1029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5778    3.3644    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3685    4.8380    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355    2.8182    2.1787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995    0.4256   -0.7065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6707    0.4501   -2.2199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152    0.9923   -0.3185 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6926    1.7047    0.8578 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542    2.2153   -0.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4023    1.2448    1.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2626    0.5858   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.2432   -1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2528   -2.0421    0.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5780   -1.6211   -1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6335   -3.7214   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6030    0.1479    3.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2472   -0.0534    2.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6519   -1.2291    3.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3968   -3.2483    1.8232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -2.8658    3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -3.4142    1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2164   -2.4430   -2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914   -3.5843   -1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0052   -2.4981   -2.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3698   -2.7863    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6665   -0.7887   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1864   -0.6421   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7525    1.5544   -0.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7716    1.3091   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8766    0.8905    0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8728    5.1856    0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622    5.0547    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3597    5.3056    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310    1.5335   -2.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281    0.2000   -2.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4994   -0.1004   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0190    1.7537   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    2.0964    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  1
 10 11  1  0
 11 12  1  0
 11 13  1  0
  9 14  1  0
 14 15  1  0
 14 16  1  1
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 26  5  1  0
 11  6  1  0
 24  9  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  6
  6 32  1  1
  7 33  1  6
  8 34  1  0
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 13 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  1
 22 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  6
 27 57  1  0
M  END


  Mrv1652309122200362D          

 27 29  0  0  1  0            999 V2000
   -1.8298   -1.7780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3884   -1.0810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7714   -0.3502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.1147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227   -0.4177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5293    0.3486    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1300    0.6872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5457   -0.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353    1.0853    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0278    1.6403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7226    1.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2244    1.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5427    1.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2787    1.7427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5157    2.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5511    2.1318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1093    1.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4531    0.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9789    0.2327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3278   -0.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1496   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6227    0.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4985   -1.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480    0.3059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5375   -0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7316   -0.4571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1362   -1.1760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0320765

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1[C@@H]2[C@@H](O)[C@]3(OC2(C)C)[C@@](C)(O)CC[C@H](OC(C)=O)[C@@]3(C)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O8/c1-9(20)25-11-7-8-17(5,24)19-14(22)12(16(3,4)27-19)13(26-10(2)21)15(23)18(11,19)6/h11-15,22-24H,7-8H2,1-6H3/t11-,12+,13-,14+,15-,17-,18-,19-/m0/s1

> <INCHI_KEY>
HTKODPPFQUGBMU-GQJRUFTLSA-N

> <FORMULA>
C19H30O8

> <MOLECULAR_WEIGHT>
386.441

> <EXACT_MASS>
386.194067926

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.41002148302418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,6R,7R,8S,9S,12R)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl acetate

> <JCHEM_LOGP>
-0.6261111479999981

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.630167157843292

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.107316829768386

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3408133563792743

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000002

> <JCHEM_REFRACTIVITY>
91.65050000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,6R,7R,8S,9S,12R)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.416  -3.319   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.592  -2.018   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.307  -0.654   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.053  -2.081   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.229  -0.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.988   0.651   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.243   1.283   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.019  -0.047   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.372   2.026   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.052   3.062   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.349   2.226   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.286   3.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.880   2.057   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.387   3.253   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.829   4.728   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.029   3.979   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.937   3.110   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.579   1.702   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.694   0.434   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.345  -0.961   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.879  -1.095   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.762   0.167   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.531  -2.490   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.143   0.571   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.870  -0.787   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.366  -0.853   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.121  -2.195   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14   24                                             
CONECT   10    9   11                                                       
CONECT   11   10    6   12   13                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19    9   25   26                                             
CONECT   25   24                                                            
CONECT   26   24    5   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₀O₈

Average Mass

386.4410 Da

Monoisotopic Mass

386.19407 Da

IUPAC Name

(1S,2S,5S,6R,7R,8S,9S,12R)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl acetate

Traditional Name

(1S,2S,5S,6R,7R,8S,9S,12R)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-8-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1[C@@H]2[C@@H](O)[C@]3(OC2(C)C)[C@@](C)(O)CC[C@H](OC(C)=O)[C@@]3(C)[C@H]1O

InChI Identifier

InChI=1S/C19H30O8/c1-9(20)25-11-7-8-17(5,24)19-14(22)12(16(3,4)27-19)13(26-10(2)21)15(23)18(11,19)6/h11-15,22-24H,7-8H2,1-6H3/t11-,12+,13-,14+,15-,17-,18-,19-/m0/s1

InChI Key

HTKODPPFQUGBMU-GQJRUFTLSA-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

Species Name	Source	Reference
Celastrus vulcanicola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as agarofurans. These are organic compounds containing an agarofuran moiety( a three-ring system, with core fragment oxatricyclo[7.2.1.0^{1,6}]Dodec-2-ene).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Agarofurans

Alternative Parents

Substituents

Agarofuran
Oxepane
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Polyol
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	-0.63	ChemAxon
pKa (Strongest Acidic)	13.11	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.65 m³·mol⁻¹	ChemAxon
Polarizability	39.41 Å³	ChemAxon
Number of Rings	3	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26617982

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56673913

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Childhood Vascular Tumors Treatment (PDQ(R)): Patient Version. 2002. [PubMed:27253005 ]
Authors unspecified: Childhood Esophageal Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:31593387 ]
Authors unspecified: Financial Toxicity and Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:27583328 ]
Gadot R, Najera R, Hirani S, Anand A, Storch E, Goodman WK, Shofty B, Sheth SA: Efficacy of deep brain stimulation for treatment-resistant obsessive-compulsive disorder: systematic review and meta-analysis. J Neurol Neurosurg Psychiatry. 2022 Sep 20. pii: jnnp-2021-328738. doi: 10.1136/jnnp-2021-328738. [PubMed:36127157 ]
Koggel LM, Lantinga MA, Buchner FL, Drenth JPH, Frankema JS, Heeregrave EJ, Heringa M, Numans ME, Siersema PD: Predictors for inappropriate proton pump inhibitor use: observational study in primary care. Br J Gen Pract. 2022 Jun 24. pii: BJGP.2022.0178. doi: 10.3399/BJGP.2022.0178. [PubMed:36127156 ]
LOTUS database [Link]

Showing NP-Card for (1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate (NP0320765)

MOL for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

3D MOL for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

3D SDF for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

3D-SDF for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

PDB for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

3D PDB for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

SMILES for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

INCHI for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

Structure for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)

3D Structure for NP0320765 ((1s,2s,5s,6r,7r,8s,9s,12r)-5-(acetyloxy)-2,7,12-trihydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0¹,⁶]dodecan-8-yl acetate)