NP-MRD: Showing NP-Card for (-)-Angustisepalin (NP0077513)

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Record Information

Version

1.0

Created at

2022-04-28 22:39:16 UTC

Updated at

2022-04-28 22:39:16 UTC

NP-MRD ID

NP0077513

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Angustisepalin

Description

(1S,2R,5R,6S,10R,11R,14R)-5,10-dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0¹,⁵.0⁶,¹⁰]Pentadecan-14-yl benzoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (-)-Angustisepalin is found in Illicium angustisepalum . Based on a literature review very few articles have been published on (1S,2R,5R,6S,10R,11R,14R)-5,10-dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0¹,⁵.0⁶,¹⁰]Pentadecan-14-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292200392D          

 30 34  0  0  1  0            999 V2000
    3.5537    0.6903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9629   -0.0260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5681   -0.8025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2031   -1.5793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -0.9450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2328   -0.1172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6942    0.6343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2076    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    1.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377    0.2066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7566   -0.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    1.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8838   -0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7252   -1.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -2.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0966   -1.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2664   -2.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7402   -1.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3922   -1.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5704   -1.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7707    0.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813   -0.4129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8606    0.9619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085    1.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4640   -0.6815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426    1.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  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  1  0  0  0  0
  8  9  1  0  0  0  0
  1  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
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
  9 14  1  1  0  0  0
  8 15  1  1  0  0  0
  3 15  1  6  0  0  0
  7 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
  2 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
  1 28  1  0  0  0  0
  2 29  1  1  0  0  0
  1 30  1  1  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
    1.3657   -1.5027   -2.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0524   -1.1658   -1.9607 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2840    0.2269   -2.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8527    0.9857   -1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -0.1107   -0.6687 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4849   -0.5910   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5741   -1.1845   -0.5628 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4326   -2.4382   -0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1013   -2.2377    1.0059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0990   -2.2414    2.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -1.3380    1.8678 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4554   -0.6815    2.7859 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429   -1.1011    0.4661 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2919    0.0001    0.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6593   -0.1540    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964   -1.2962    0.4763 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5595    0.9848    0.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    0.8635    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7683    1.9596    0.5122 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    3.2245    0.5223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8619    3.3684    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0195    2.2509    0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333   -1.0259    1.1567 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2594   -1.3572    0.8809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977   -0.6087    2.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3364   -1.3494    3.5110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3442    0.6339    2.7372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9407    1.1718    1.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4566    0.2025    0.4584 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7377    0.8578   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446   -1.8974   -3.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274   -0.5884   -2.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7791   -2.3125   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6581   -1.9181   -2.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6448    0.6866   -2.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0553    0.1528   -3.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163    1.4170   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5183    1.7743   -1.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8812    0.1783   -2.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7157   -3.2679   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1168   -2.6113   -1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7386   -3.1384    1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1066   -2.0161    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3342   -0.1307    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8356    1.8506    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8365    4.1220    0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4464    4.3520    0.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9610    2.4202    0.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5099   -2.0984    1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8789    1.4029    1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4567    2.1787    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3063    0.1225   -0.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3847    1.1998    0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4733    1.7752   -0.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  6
  5 29  1  0
 29 30  1  6
 29 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  2  0
 25 23  1  0
 23 24  1  6
 23  9  1  0
  9  8  1  0
  7  8  1  1
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
  7  2  1  0
 22 17  1  0
  7  5  1  0
 23 29  1  0
 10  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  6
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
 30 52  1  0
 30 53  1  0
 30 54  1  0
 28 50  1  0
 28 51  1  0
 24 49  1  0
  9 42  1  1
  8 40  1  0
  8 41  1  0
 13 43  1  6
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
M  END


  Mrv1652304292200392D          

 30 34  0  0  1  0            999 V2000
    3.5537    0.6903    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9629   -0.0260    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5681   -0.8025    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2031   -1.5793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569   -1.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006   -2.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -0.9450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2328   -0.1172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6942    0.6343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2076    1.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    1.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4377    0.2066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7566   -0.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0450    1.3810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8838   -0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -1.0176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7252   -1.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990   -2.4410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0966   -1.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2664   -2.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7402   -1.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3922   -1.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5704   -1.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7707    0.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3813   -0.4129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8606    0.9619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085    1.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4640   -0.6815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426    1.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  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  1  0  0  0  0
  8  9  1  0  0  0  0
  1  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
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
  9 14  1  1  0  0  0
  8 15  1  1  0  0  0
  3 15  1  6  0  0  0
  7 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
  2 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
  1 28  1  0  0  0  0
  2 29  1  1  0  0  0
  1 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0077513

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@]2(O)[C@]3(C)COC(=O)[C@]3(O)[C@H]3C[C@@]12[C@@H](OC(=O)C1=CC=CC=C1)C(=O)O3

> <INCHI_IDENTIFIER>
InChI=1S/C22H24O8/c1-12-8-9-21(26)19(2)11-28-18(25)22(19,27)14-10-20(12,21)15(17(24)29-14)30-16(23)13-6-4-3-5-7-13/h3-7,12,14-15,26-27H,8-11H2,1-2H3/t12-,14-,15+,19+,20+,21+,22-/m1/s1

> <INCHI_KEY>
CDSYOSGDCPHTBK-KJTQCIAISA-N

> <FORMULA>
C22H24O8

> <MOLECULAR_WEIGHT>
416.426

> <EXACT_MASS>
416.147117733

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.451250527132096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5R,6S,10R,11R,14R)-5,10-dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0^{1,5}.0^{6,10}]pentadecan-14-yl benzoate

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
1.7460882366666657

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.839768131332988

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.995262127554073

> <JCHEM_PKA_STRONGEST_BASIC>
-3.348486222372679

> <JCHEM_POLAR_SURFACE_AREA>
119.36000000000001

> <JCHEM_REFRACTIVITY>
100.1418

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5R,6S,10R,11R,14R)-5,10-dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0^{1,5}.0^{6,10}]pentadecan-14-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       6.633   1.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.397  -0.049   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.660  -1.498   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       5.979  -2.948   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.400  -3.129   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.734  -4.517   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.537  -1.764   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.168  -0.219   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.029   1.184   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.121   2.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.660   1.941   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.684   0.386   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.412  -0.483   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.684   2.578   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.383  -0.860   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.003  -1.900   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.354  -3.296   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.238  -4.557   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.180  -3.431   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.830  -4.828   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.364  -4.963   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.248  -3.702   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.599  -2.306   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.065  -2.171   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.905   0.265   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.045  -0.771   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.073   1.796   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.669   2.428   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.333  -1.272   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.426   2.815   0.000  0.00  0.00           C+0
CONECT    1    2    9   28   30                                             
CONECT    2    1    3   25   29                                             
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   16                                                  
CONECT    8    7    9   12   15                                             
CONECT    9    8    1   10   14                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12                                                            
CONECT   14    9                                                            
CONECT   15    8    3                                                       
CONECT   16    7   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25    2   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27    1                                                       
CONECT   29    2                                                            
CONECT   30    1                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,5R,6S,10R,11R,14R)-5,10-Dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0,.0,]pentadecan-14-yl benzoic acid	Generator

Chemical Formula

C₂₂H₂₄O₈

Average Mass

416.4260 Da

Monoisotopic Mass

416.14712 Da

IUPAC Name

(1S,2R,5R,6S,10R,11R,14R)-5,10-dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0^{1,5}.0^{6,10}]pentadecan-14-yl benzoate

Traditional Name

(1S,2R,5R,6S,10R,11R,14R)-5,10-dihydroxy-2,6-dimethyl-9,13-dioxo-8,12-dioxatetracyclo[9.3.1.0^{1,5}.0^{6,10}]pentadecan-14-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@]2(O)[C@]3(C)COC(=O)[C@]3(O)[C@H]3C[C@@]12[C@@H](OC(=O)C1=CC=CC=C1)C(=O)O3

InChI Identifier

InChI=1S/C22H24O8/c1-12-8-9-21(26)19(2)11-28-18(25)22(19,27)14-10-20(12,21)15(17(24)29-14)30-16(23)13-6-4-3-5-7-13/h3-7,12,14-15,26-27H,8-11H2,1-2H3/t12-,14-,15+,19+,20+,21+,22-/m1/s1

InChI Key

CDSYOSGDCPHTBK-KJTQCIAISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Illicium angustisepalum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Prezizaane sesquiterpenoid
Sesquiterpenoid
Benzoate ester
Benzoic acid or derivatives
Tricarboxylic acid or derivatives
Benzoyl
Delta valerolactone
Delta_valerolactone
Monocyclic benzene moiety
Benzenoid
Gamma butyrolactone
Oxane
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.22	ALOGPS
logP	1.75	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.14 m³·mol⁻¹	ChemAxon
Polarizability	40.45 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163090385

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Angustisepalin (NP0077513)

MOL for NP0077513 ((-)-Angustisepalin)

3D MOL for NP0077513 ((-)-Angustisepalin)

3D SDF for NP0077513 ((-)-Angustisepalin)

3D-SDF for NP0077513 ((-)-Angustisepalin)

PDB for NP0077513 ((-)-Angustisepalin)

3D PDB for NP0077513 ((-)-Angustisepalin)

SMILES for NP0077513 ((-)-Angustisepalin)

INCHI for NP0077513 ((-)-Angustisepalin)

Structure for NP0077513 ((-)-Angustisepalin)

3D Structure for NP0077513 ((-)-Angustisepalin)