NP-MRD: Showing NP-Card for 3beta-Acetoxy-8beta-isovaleroyloxyreynosin (NP0043808)

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Record Information

Version

2.0

Created at

2021-06-22 17:18:39 UTC

Updated at

2021-06-22 17:18:39 UTC

NP-MRD ID

NP0043808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3beta-Acetoxy-8beta-isovaleroyloxyreynosin

Description

3beta-Acetoxy-8beta-isovaleroyloxyreynosin is found in Neurolaena lobata. 3beta-Acetoxy-8beta-isovaleroyloxyreynosin was first documented in 2014 (PMID: 24476550). Based on a literature review very few articles have been published on (3aR,4R,5aR,6R,8S,9aS,9bR)-8-(acetyloxy)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-dodecahydronaphtho[1,2-b]furan-4-yl 3-methylbutanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119182D          

 30 32  0  0  1  0            999 V2000
   -5.0013   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6144   -0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2788    0.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4584   -0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9063    0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  2  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
   -4.2868   -3.3000    0.0000 C   0  0  2  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
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    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   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   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
   -2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  6  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 10 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

NP0043808
     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    2.5551   -3.3904    0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -2.9287    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5256   -3.0213    2.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -3.5505    3.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104   -2.3883    1.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.4625    0.9859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5324   -2.2352    0.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1989   -1.2460   -0.7845 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8289   -0.1905   -0.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327    0.1998   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474   -0.4610   -1.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186    1.3532    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789    1.6496    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201    1.9688   -1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799    0.4808    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -0.6446   -1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680   -0.1503   -0.9598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7855    1.2171   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.0669   -1.9490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3421    1.4288   -2.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985   -0.4869   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.1730   -0.1285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4115    1.1082    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    1.4142    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    2.8233    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4552    0.4867    0.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302   -0.4826    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -0.1896    2.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788   -1.1051    0.0978 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0655   -3.9034    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -3.3002    0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.5914    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666   -2.9215   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9062   -1.7669   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638    2.2913    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.1930    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    2.5384    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9580    2.8564   -1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126    1.1466   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    2.2098   -1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686   -0.1643   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8078    0.8118    1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -0.1362    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107   -1.5041   -2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5271    0.1675   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    1.1757    0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    1.9571   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    1.5510    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.4150   -2.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263    1.8937   -1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781   -1.5962   -1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2757   -0.0512   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208   -0.8958    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4216    2.9666    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    3.5453    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9452    3.0182   -0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    0.2710    2.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4135    2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8999   -2.0245   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  2  3
 27 29  1  0
  7  2  1  0
 29 17  1  0
 29  6  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  1
  7 33  1  6
  8 34  1  6
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
M  END


  Mrv1652306222119182D          

 30 32  0  0  1  0            999 V2000
   -5.0013   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6144   -0.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2788    0.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913    0.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4584   -0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9063    0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  2  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
   -4.2868   -3.3000    0.0000 C   0  0  2  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
   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    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   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   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
   -2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  6  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
 10 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12[C@H]3OC(=O)C(=C)[C@@H]3[C@@H](C[C@@]1(C)[C@H](O)C[C@H](OC(C)=O)C2=C)OC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O7/c1-10(2)7-17(25)28-15-9-22(6)16(24)8-14(27-13(5)23)11(3)19(22)20-18(15)12(4)21(26)29-20/h10,14-16,18-20,24H,3-4,7-9H2,1-2,5-6H3/t14-,15+,16+,18+,19+,20-,22-/m0/s1

> <INCHI_KEY>
JSBMXORASMWOLC-LWAZHSRCSA-N

> <FORMULA>
C22H30O7

> <MOLECULAR_WEIGHT>
406.475

> <EXACT_MASS>
406.199153306

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
43.210246337503385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4R,5aR,6R,8S,9aS,9bR)-8-(acetyloxy)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-dodecahydronaphtho[1,2-b]furan-4-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.8707255409999988

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.587078032739363

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9794120684798013

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000002

> <JCHEM_REFRACTIVITY>
102.75799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4R,5aR,6R,8S,9aS,9bR)-8-(acetyloxy)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043808
     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    2.5551   -3.3904    0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -2.9287    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5256   -3.0213    2.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -3.5505    3.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104   -2.3883    1.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.4625    0.9859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5324   -2.2352    0.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1989   -1.2460   -0.7845 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8289   -0.1905   -0.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327    0.1998   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474   -0.4610   -1.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186    1.3532    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789    1.6496    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201    1.9688   -1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799    0.4808    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -0.6446   -1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680   -0.1503   -0.9598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7855    1.2171   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.0669   -1.9490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3421    1.4288   -2.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985   -0.4869   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.1730   -0.1285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4115    1.1082    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    1.4142    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    2.8233    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4552    0.4867    0.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302   -0.4826    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -0.1896    2.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788   -1.1051    0.0978 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0655   -3.9034    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -3.3002    0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.5914    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666   -2.9215   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9062   -1.7669   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638    2.2913    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.1930    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    2.5384    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9580    2.8564   -1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126    1.1466   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    2.2098   -1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686   -0.1643   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8078    0.8118    1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -0.1362    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107   -1.5041   -2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5271    0.1675   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    1.1757    0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    1.9571   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    1.5510    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.4150   -2.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263    1.8937   -1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781   -1.5962   -1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2757   -0.0512   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208   -0.8958    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4216    2.9666    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    3.5453    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9452    3.0182   -0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    0.2710    2.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4135    2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8999   -2.0245   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  2  3
 27 29  1  0
  7  2  1  0
 29 17  1  0
 29  6  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  1
  7 33  1  6
  8 34  1  6
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  H   UNK     0      -9.336  -5.390   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0     -10.480  -1.280   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -9.854   0.127   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0     -10.624   1.461   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -8.322  -0.034   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.292   1.111   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12   22                                             
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11    2   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17    2   23                                                  
CONECT   23   22                                                            
CONECT   24   10   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    NP0043808
HETATM    1  C1  UNL     1       2.555  -3.390   0.932  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.342  -2.929   1.062  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.526  -3.021   2.263  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.792  -3.550   3.382  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.710  -2.388   1.990  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.448  -1.463   0.986  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.532  -2.235   0.086  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.199  -1.246  -0.784  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.829  -0.190  -0.134  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.133   0.200  -0.273  1.00  0.00           C  
HETATM   11  O4  UNL     1       3.847  -0.461  -1.074  1.00  0.00           O  
HETATM   12  C8  UNL     1       3.619   1.353   0.509  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.079   1.650   0.237  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.320   1.969  -1.211  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.880   0.481   0.733  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.129  -0.645  -1.693  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.068  -0.150  -0.960  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.785   1.217  -0.325  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.183   0.067  -1.949  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.342   1.429  -2.253  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.498  -0.487  -1.527  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.901  -0.173  -0.129  1.00  0.00           C  
HETATM   23  O6  UNL     1      -4.412   1.108   0.069  1.00  0.00           O  
HETATM   24  C18 UNL     1      -5.667   1.414   0.516  1.00  0.00           C  
HETATM   25  C19 UNL     1      -6.097   2.823   0.687  1.00  0.00           C  
HETATM   26  O7  UNL     1      -6.455   0.487   0.781  1.00  0.00           O  
HETATM   27  C20 UNL     1      -2.730  -0.483   0.755  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.790  -0.190   2.040  1.00  0.00           C  
HETATM   29  C22 UNL     1      -1.579  -1.105   0.098  1.00  0.00           C  
HETATM   30  H1  UNL     1       3.065  -3.903   1.756  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.128  -3.300   0.019  1.00  0.00           H  
HETATM   32  H3  UNL     1       0.070  -0.591   1.433  1.00  0.00           H  
HETATM   33  H4  UNL     1      -0.067  -2.922  -0.546  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.906  -1.767  -1.466  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.064   2.291   0.282  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.518   1.193   1.599  1.00  0.00           H  
HETATM   37  H8  UNL     1       5.372   2.538   0.832  1.00  0.00           H  
HETATM   38  H9  UNL     1       5.958   2.856  -1.322  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.813   1.147  -1.768  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.351   2.210  -1.730  1.00  0.00           H  
HETATM   41  H12 UNL     1       6.169  -0.164  -0.121  1.00  0.00           H  
HETATM   42  H13 UNL     1       6.808   0.812   1.267  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.315  -0.136   1.476  1.00  0.00           H  
HETATM   44  H15 UNL     1      -0.211  -1.504  -2.340  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.527   0.167  -2.308  1.00  0.00           H  
HETATM   46  H17 UNL     1       0.015   1.176   0.416  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.613   1.957  -1.135  1.00  0.00           H  
HETATM   48  H19 UNL     1      -1.702   1.551   0.203  1.00  0.00           H  
HETATM   49  H20 UNL     1      -1.931  -0.415  -2.940  1.00  0.00           H  
HETATM   50  H21 UNL     1      -2.926   1.894  -1.630  1.00  0.00           H  
HETATM   51  H22 UNL     1      -3.578  -1.596  -1.691  1.00  0.00           H  
HETATM   52  H23 UNL     1      -4.276  -0.051  -2.206  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.721  -0.896   0.150  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.422   2.967   1.743  1.00  0.00           H  
HETATM   55  H26 UNL     1      -5.307   3.545   0.484  1.00  0.00           H  
HETATM   56  H27 UNL     1      -6.945   3.018  -0.016  1.00  0.00           H  
HETATM   57  H28 UNL     1      -3.653   0.271   2.504  1.00  0.00           H  
HETATM   58  H29 UNL     1      -1.944  -0.414   2.678  1.00  0.00           H  
HETATM   59  H30 UNL     1      -1.900  -2.025  -0.444  1.00  0.00           H  
CONECT    1    2    2   30   31
CONECT    2    3    7
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   29   32
CONECT    7    8   33
CONECT    8    9   16   34
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   35   36
CONECT   13   14   15   37
CONECT   14   38   39   40
CONECT   15   41   42   43
CONECT   16   17   44   45
CONECT   17   18   19   29
CONECT   18   46   47   48
CONECT   19   20   21   49
CONECT   20   50
CONECT   21   22   51   52
CONECT   22   23   27   53
CONECT   23   24
CONECT   24   25   26   26
CONECT   25   54   55   56
CONECT   27   28   28   29
CONECT   28   57   58
CONECT   29   59
END

NP0043808
     RDKit          3D

59 61  0  0  0  0  0  0  0  0999 V2000
    2.5551   -3.3904    0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -2.9287    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5256   -3.0213    2.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -3.5505    3.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7104   -2.3883    1.9901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.4625    0.9859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5324   -2.2352    0.0857 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1989   -1.2460   -0.7845 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8289   -0.1905   -0.1340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1327    0.1998   -0.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8474   -0.4610   -1.0736 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6186    1.3532    0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0789    1.6496    0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3201    1.9688   -1.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799    0.4808    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292   -0.6446   -1.6927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680   -0.1503   -0.9598 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7855    1.2171   -0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1829    0.0669   -1.9490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3421    1.4288   -2.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4985   -0.4869   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -0.1730   -0.1285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4115    1.1082    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    1.4142    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0969    2.8233    0.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4552    0.4867    0.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302   -0.4826    0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902   -0.1896    2.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5788   -1.1051    0.0978 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0655   -3.9034    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1282   -3.3002    0.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0704   -0.5914    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0666   -2.9215   -0.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9062   -1.7669   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638    2.2913    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176    1.1930    1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3720    2.5384    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9580    2.8564   -1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126    1.1466   -1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3510    2.2098   -1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1686   -0.1643   -0.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8078    0.8118    1.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3147   -0.1362    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2107   -1.5041   -2.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5271    0.1675   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0152    1.1757    0.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6126    1.9571   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7017    1.5510    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.4150   -2.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9263    1.8937   -1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5781   -1.5962   -1.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2757   -0.0512   -2.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7208   -0.8958    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4216    2.9666    1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3074    3.5453    0.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9452    3.0182   -0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    0.2710    2.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -0.4135    2.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8999   -2.0245   -0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  2  3
 27 29  1  0
  7  2  1  0
 29 17  1  0
 29  6  1  0
  1 30  1  0
  1 31  1  0
  6 32  1  1
  7 33  1  6
  8 34  1  6
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 14 40  1  0
 15 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  6
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  1
 25 54  1  0
 25 55  1  0
 25 56  1  0
 28 57  1  0
 28 58  1  0
 29 59  1  6
M  END

View in JSmol

Synonyms

Value	Source
(3AR,4R,5ar,6R,8S,9as,9BR)-8-(acetyloxy)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-dodecahydronaphtho[1,2-b]furan-4-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₂H₃₀O₇

Average Mass

406.4750 Da

Monoisotopic Mass

406.19915 Da

IUPAC Name

(3aR,4R,5aR,6R,8S,9aS,9bR)-8-(acetyloxy)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-dodecahydronaphtho[1,2-b]furan-4-yl 3-methylbutanoate

Traditional Name

(3aR,4R,5aR,6R,8S,9aS,9bR)-8-(acetyloxy)-6-hydroxy-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

[H][C@@]12[C@H]3OC(=O)C(=C)[C@@H]3[C@@H](C[C@@]1(C)[C@H](O)C[C@H](OC(C)=O)C2=C)OC(=O)CC(C)C

InChI Identifier

InChI=1S/C22H30O7/c1-10(2)7-17(25)28-15-9-22(6)16(24)8-14(27-13(5)23)11(3)19(22)20-18(15)12(4)21(26)29-20/h10,14-16,18-20,24H,3-4,7-9H2,1-2,5-6H3/t14-,15+,16+,18+,19+,20-,22-/m0/s1

InChI Key

JSBMXORASMWOLC-LWAZHSRCSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Neurolaena lobata	Linigton's dataset	24476550

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.23	ALOGPS
logP	1.87	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	14.59	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	102.76 m³·mol⁻¹	ChemAxon
Polarizability	43.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

32033775

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86276172

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lajter I, Vasas A, Beni Z, Forgo P, Binder M, Bochkov V, Zupko I, Krupitza G, Frisch R, Kopp B, Hohmann J: Sesquiterpenes from Neurolaena lobata and their antiproliferative and anti-inflammatory activities. J Nat Prod. 2014 Mar 28;77(3):576-82. doi: 10.1021/np400834c. Epub 2014 Jan 29. [PubMed:24476550 ]

Showing NP-Card for 3beta-Acetoxy-8beta-isovaleroyloxyreynosin (NP0043808)

MOL for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

3D MOL for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

3D SDF for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

3D-SDF for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

PDB for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

3D PDB for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

SMILES for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

INCHI for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

Structure for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)

3D Structure for NP0043808 (3beta-Acetoxy-8beta-isovaleroyloxyreynosin)