NP-MRD: Showing NP-Card for (1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one (NP0294718)

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Record Information

Version

2.0

Created at

2022-09-10 03:23:23 UTC

Updated at

2022-09-10 03:23:23 UTC

NP-MRD ID

NP0294718

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one

Description

(16S)-6alpha,7beta,16,17-Tetrahydroxykaurane-18-oic acid 18,6-lactone belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one is found in Ipomoea nil. Based on a literature review very few articles have been published on (16S)-6alpha,7beta,16,17-Tetrahydroxykaurane-18-oic acid 18,6-lactone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102205232D          

 25 29  0  0  1  0            999 V2000
    4.2124    2.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997    1.7204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0826    2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8846    2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300    0.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1721    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3715   -0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0055   -0.7423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644   -0.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992    0.2864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6339    0.9164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2743    0.4817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7520   -0.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9180    1.2537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3099    1.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7347    2.1449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3154    2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    1.8966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4727    1.3011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7170    1.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597    0.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717   -0.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    0.7834    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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 12 11  1  1  0  0  0
  2 12  1  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
  2 20  1  0  0  0  0
 15 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
 15 25  1  0  0  0  0
M  END

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
   -1.5775   -1.4868   -1.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901   -0.1439   -0.8389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3193    0.7477   -2.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929    0.8614   -2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5829    1.1876   -1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0676    0.7287    0.2711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4268    1.7395    1.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5703   -0.5778    0.7291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7326   -1.0316    0.5051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5308   -1.1956    1.4410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4335   -0.3148    1.5643 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5788    0.5404    0.3448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1163   -0.9730    1.6892 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3699   -0.7031    2.9930 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311   -0.5410    0.7353 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0306   -1.6165    0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -0.9136   -0.0846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6214   -1.0275   -1.5307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1272   -1.2443   -1.6298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -0.2523   -0.6490 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0411    0.4851    0.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0978    1.4578   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2057    0.7582    1.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249    0.7050    0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7785    0.6206    1.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -2.2594   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492   -1.4564   -1.3787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0772   -1.8392   -2.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9187    0.1680   -2.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8002    1.7062   -1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2033   -0.0553   -2.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9573    1.6812   -2.9965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7246    2.3073   -0.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    0.7887   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2684    2.3752    1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218    1.2310    2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5206    2.3524    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6779    0.3454    2.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793    1.5102    0.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1775   -2.1009    1.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2198   -0.1107    3.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4086   -1.6410    1.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6981   -2.5645    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0746   -1.3944    0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -0.1558   -2.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -1.9337   -1.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.2692   -1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -0.9661   -2.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9127    0.7467   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8813    1.3022   -1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0586    1.8280    1.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1397    0.1314    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4164    0.3480   -0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9801    0.5195    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297    1.5953    1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  1
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  6
  2 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 21 25  1  0
 12  6  1  0
 20 15  1  0
  8  6  1  0
 15 25  1  1
 20  2  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  5 33  1  0
  5 34  1  0
  4 31  1  0
  4 32  1  0
  3 29  1  0
  3 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 12 39  1  1
 11 38  1  1
 13 40  1  1
 14 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  6
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  6
 22 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
M  END


  Mrv1652309102205232D          

 25 29  0  0  1  0            999 V2000
    4.2124    2.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997    1.7204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0826    2.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8846    2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0528    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4300    0.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1721    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3715   -0.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0055   -0.7423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644   -0.4222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992    0.2864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6339    0.9164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2743    0.4817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7520   -0.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9180    1.2537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3099    1.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7347    2.1449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3154    2.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    1.8966    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4727    1.3011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7170    1.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0597    0.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717   -0.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1741    0.7834    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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 12 11  1  1  0  0  0
  2 12  1  0  0  0  0
  6 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
  2 20  1  0  0  0  0
 15 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  1  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
 15 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0294718

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CCC[C@]3(C)[C@@H]1[C@@H](OC2=O)[C@H](O)[C@@]12C[C@@H](CC[C@@H]31)[C@](O)(CO)C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O5/c1-17-6-3-7-18(2)14(17)13(25-16(18)23)15(22)19-8-11(4-5-12(17)19)20(24,9-19)10-21/h11-15,21-22,24H,3-10H2,1-2H3/t11-,12+,13-,14+,15+,17+,18-,19-,20-/m1/s1

> <INCHI_KEY>
ZYXMLFBHDMOYPT-WMKIEZIESA-N

> <FORMULA>
C20H30O5

> <MOLECULAR_WEIGHT>
350.455

> <EXACT_MASS>
350.209324066

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.000000732964146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,6S,8R,9R,10R,13R,17S)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1^{5,8}.0^{2,8}.0^{13,17}]octadecan-12-one

> <JCHEM_LOGP>
1.230069564333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.98872265393566

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.392065448134343

> <JCHEM_PKA_STRONGEST_BASIC>
-3.075810092420623

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
90.11969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,6S,8R,9R,10R,13R,17S)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1^{5,8}.0^{2,8}.0^{13,17}]octadecan-12-one

> <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       7.863   4.711   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.213   3.211   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.487   4.193   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.985   3.739   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.299   2.221   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.136   1.168   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.521   0.495   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.027  -0.400   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.210  -1.386   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.520  -0.788   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.652   0.535   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.650   1.711   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.112   0.899   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.137  -0.293   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.447   2.340   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.312   3.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.238   4.004   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.322   5.249   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.937   5.041   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.572   3.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.749   2.429   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.338   3.046   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.978   1.096   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.747  -0.239   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.058   1.462   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12   20                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   12                                             
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    2    6                                                  
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20   25                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    2   15                                                  
CONECT   21   17   22   23   25                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   21   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Value	Source
(16S)-6a,7b,16,17-Tetrahydroxykaurane-18-Oate 18,6-lactone	Generator
(16S)-6a,7b,16,17-Tetrahydroxykaurane-18-Oic acid 18,6-lactone	Generator
(16S)-6alpha,7beta,16,17-Tetrahydroxykaurane-18-Oate 18,6-lactone	Generator
(16S)-6Α,7β,16,17-tetrahydroxykaurane-18-Oate 18,6-lactone	Generator
(16S)-6Α,7β,16,17-tetrahydroxykaurane-18-Oic acid 18,6-lactone	Generator

Chemical Formula

C₂₀H₃₀O₅

Average Mass

350.4550 Da

Monoisotopic Mass

350.20932 Da

IUPAC Name

(1S,2S,5R,6S,8R,9R,10R,13R,17S)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1^{5,8}.0^{2,8}.0^{13,17}]octadecan-12-one

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CCC[C@]3(C)[C@@H]1[C@@H](OC2=O)[C@H](O)[C@@]12C[C@@H](CC[C@@H]31)[C@](O)(CO)C2

InChI Identifier

InChI=1S/C20H30O5/c1-17-6-3-7-18(2)14(17)13(25-16(18)23)15(22)19-8-11(4-5-12(17)19)20(24,9-19)10-21/h11-15,21-22,24H,3-10H2,1-2H3/t11-,12+,13-,14+,15+,17+,18-,19-,20-/m1/s1

InChI Key

ZYXMLFBHDMOYPT-WMKIEZIESA-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
Ipomoea nil	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Kaurane diterpenoid
Naphthofuran
Gamma butyrolactone
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
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	1.23	ChemAxon
pKa (Strongest Acidic)	13.39	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.12 m³·mol⁻¹	ChemAxon
Polarizability	38 Å³	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

101482219

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one (NP0294718)

MOL for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D MOL for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D SDF for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D-SDF for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

PDB for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D PDB for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

SMILES for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

INCHI for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

Structure for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)

3D Structure for NP0294718 ((1s,2s,5r,6s,8r,9r,10r,13r,17s)-6,9-dihydroxy-6-(hydroxymethyl)-1,13-dimethyl-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one)