NP-MRD: Showing NP-Card for (1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione (NP0315615)

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Record Information

Version

2.0

Created at

2022-09-11 14:20:11 UTC

Updated at

2022-09-11 14:20:11 UTC

NP-MRD ID

NP0315615

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione

Description

CHEMBL1081417 belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. (1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione is found in Eurycoma longifolia. Based on a literature review very few articles have been published on CHEMBL1081417.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112216202D          

 25 28  0  0  1  0            999 V2000
   -2.3037    0.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663    0.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160    2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    3.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916    2.3495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5542    3.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045    1.6210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1671    2.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0418    0.9215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6547    0.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698    0.1639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5569   -0.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6071    0.8634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9387    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181    0.7118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0422    1.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991    0.9231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096    2.0757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3447    2.5641    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6129    1.6471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4373    1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483    2.3488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0088    2.9730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200    1.5919    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10  2  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 23  1  1  0  0  0
  8 25  1  0  0  0  0
 14 25  1  0  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
   -3.8254   -1.7640    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2288   -0.7320    0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9185    0.2738   -0.3549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1985    1.2188   -1.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8234    1.8917   -2.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.4186   -1.1193 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5363    2.7411   -0.6894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030    0.5217   -0.0621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3931    1.0865    1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7925   -0.8221   -0.1820 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1245   -1.8620    0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3460   -1.9985    0.3333 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5550   -2.7179   -0.8166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744   -0.6885    0.3764 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2964   -0.2885    1.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4389   -0.8584   -0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4070   -0.8661   -1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3799   -1.8730   -2.4744 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4123    0.4392   -2.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4812    1.3209   -1.1044 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1536    0.4857   -0.0293 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6286    0.3561   -0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0769    1.6208   -0.6305 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1422    2.4670    0.4297 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3292    0.3385   -0.4321 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3634   -1.8293    2.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7108   -2.7484    0.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9432   -1.6123    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598    0.3763   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148    1.2333   -2.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2627    3.0079   -0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    0.3100    2.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    1.9676    1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4666    1.4482    1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -1.1362   -1.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5931   -2.8468    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193   -1.6901    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7765   -2.6194    1.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1915   -2.6150   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6180   -0.9041    2.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2113    0.7726    2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3286   -0.6023    2.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080   -1.6939    0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0644    2.2215   -1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9251    0.9280    0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8334   -0.5518   -0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0890    1.2529   -0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1427    0.1871    0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5761    2.1465   -1.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941    3.4090    0.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2943   -0.1204   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
 17 16  1  0
 16 14  1  0
 14 15  1  1
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11 10  1  0
 10  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  1
  8 25  1  0
 25 23  1  0
 23 24  1  0
 16 21  1  0
 25 14  1  0
 23 20  1  0
  8 10  1  0
 22 46  1  0
 22 47  1  0
 22 48  1  0
 21 45  1  1
 20 44  1  6
 16 43  1  1
 15 40  1  0
 15 41  1  0
 15 42  1  0
 12 38  1  1
 13 39  1  0
 11 36  1  0
 11 37  1  0
 10 35  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  6 30  1  6
  7 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 25 51  1  6
 23 49  1  6
 24 50  1  0
M  END


  Mrv1652309112216202D          

 25 28  0  0  1  0            999 V2000
   -2.3037    0.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663    0.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8160    2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2031    3.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916    2.3495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5542    3.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045    1.6210    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1671    2.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0418    0.9215    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6547    0.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698    0.1639    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5569   -0.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6071    0.8634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9387    0.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181    0.7118    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0422    1.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991    0.9231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0096    2.0757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3447    2.5641    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6129    1.6471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4373    1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5483    2.3488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0088    2.9730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2200    1.5919    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10  2  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 23  1  1  0  0  0
  8 25  1  0  0  0  0
 14 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0315615

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,11-16,21-23H,6H2,1-4H3/t8-,9+,11-,12-,13+,14-,15-,16-,18+,19+/m1/s1

> <INCHI_KEY>
CUGAWYNVYRXBFW-ANTZAFMPSA-N

> <FORMULA>
C19H26O6

> <MOLECULAR_WEIGHT>
350.411

> <EXACT_MASS>
350.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.06144573727031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3R,5S,9S,10S,11S,12R,13R,16R)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0^{2,11}.0^{5,10}]hexadec-6-ene-8,15-dione

> <JCHEM_LOGP>
0.2509230386666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.861205424510029

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.885768543472903

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9530235761162107

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
88.59390000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,5S,9S,10S,11S,12R,13R,16R)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0^{2,11}.0^{5,10}]hexadec-6-ene-8,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.300   0.468   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.484   1.774   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.206   3.134   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.390   4.440   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.113   5.800   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.851   4.386   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.034   5.692   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.128   3.026   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.312   4.332   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.945   1.720   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.222   0.360   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.317   0.306   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.039  -1.054   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.133   1.612   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.752   0.202   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.647   1.329   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.812   2.336   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.225   1.723   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.751   3.875   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.510   4.786   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.011   3.075   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.550   3.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.023   4.384   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.016   5.550   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.411   2.972   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   25                                             
CONECT    9    8                                                            
CONECT   10    8    2   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   25                                             
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   16   22                                                  
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    8   14                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₆

Average Mass

350.4110 Da

Monoisotopic Mass

350.17294 Da

IUPAC Name

(1S,2R,3R,5S,9S,10S,11S,12R,13R,16R)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0^{2,11}.0^{5,10}]hexadec-6-ene-8,15-dione

Traditional Name

(1S,2R,3R,5S,9S,10S,11S,12R,13R,16R)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0^{2,11}.0^{5,10}]hexadec-6-ene-8,15-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H26O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,11-16,21-23H,6H2,1-4H3/t8-,9+,11-,12-,13+,14-,15-,16-,18+,19+/m1/s1

InChI Key

CUGAWYNVYRXBFW-ANTZAFMPSA-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
Eurycoma longifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
C-19 quassinoid skeleton
Diterpene lactone
Diterpenoid
Spongiane diterpenoid
Hydroxysteroid
11-beta-hydroxysteroid
11-hydroxysteroid
Caprolactone
Cyclohexenone
Oxepane
Gamma butyrolactone
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
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	0.25	ChemAxon
pKa (Strongest Acidic)	12.89	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.59 m³·mol⁻¹	ChemAxon
Polarizability	36.06 Å³	ChemAxon
Number of Rings	4	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

24660898

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46878901

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione (NP0315615)

MOL for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

3D MOL for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

3D SDF for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

3D-SDF for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

PDB for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

3D PDB for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

SMILES for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

INCHI for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

Structure for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)

3D Structure for NP0315615 ((1s,2r,3r,5s,9s,10s,11s,12r,13r,16r)-3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0²,¹¹.0⁵,¹⁰]hexadec-6-ene-8,15-dione)