NP-MRD: Showing NP-Card for Tinocrisposide D (NP0331663)

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Record Information

Version

2.0

Created at

2023-05-31 12:01:29 UTC

Updated at

2025-02-11 15:45:32 UTC

NP-MRD ID

NP0331663

Natural Product DOI

https://doi.org/10.57994/0654

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tinocrisposide D

Description

Tinocrisposide D belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. Tinocrisposide D was first documented in 2023 (PMID: 37200063). Based on a literature review very few articles have been published on Tinocrisposide D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305312314012D          

 53 58  0  0  1  0            999 V2000
    2.2356   -0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    0.5835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9293    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043   -1.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141   -2.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839   -1.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748    1.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1096    1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544    1.4036    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5764    1.1290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    1.9854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4949    2.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    3.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    3.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788    3.8657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1042    4.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6407    5.2704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3661    6.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    6.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280    7.4531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1644    8.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899    8.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4263    9.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517   10.2626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788    9.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8043    9.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424    8.3823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7314    8.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170    7.6043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2805    6.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517    5.1192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9882    5.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.3413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5373    4.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898    3.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4644    2.9365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    4.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    4.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232    5.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584    6.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3911    6.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    5.2280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    4.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    3.9017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4668    2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    1.8908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0399    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.1427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7874    0.4131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128    1.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    1.2812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  4  7  2  0  0  0  0
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  1  0  0  0
 19 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  6  0  0  0
 15 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  2  0  0  0  0
 13 47  1  6  0  0  0
 13 48  1  0  0  0  0
 48 49  1  6  0  0  0
 50 49  1  6  0  0  0
  2 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 48 52  1  0  0  0  0
 52 53  2  0  0  0  0
M  END


  Mrv1652305312314012D          

 53 58  0  0  1  0            999 V2000
    2.2356   -0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642    0.5835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9293    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8392   -0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043   -1.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4141   -2.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0839   -1.0566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7748    1.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1096    1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544    1.4036    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5764    1.1290    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    1.9854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4949    2.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    3.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8423    3.2389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3788    3.8657    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1042    4.6437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6407    5.2704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3661    6.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9026    6.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280    7.4531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1644    8.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899    8.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4263    9.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1517   10.2626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0788    9.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8043    9.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5424    8.3823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7314    8.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8170    7.6043    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2805    6.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517    5.1192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9882    5.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.3413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5373    4.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1898    3.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4644    2.9365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7567    4.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2247    4.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232    5.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9584    6.2933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3911    6.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9452    5.2280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9660    4.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    3.9017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4668    2.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9499    1.8908    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0399    0.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5668    0.1427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7874    0.4131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5128    1.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    1.2812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  4  7  2  0  0  0  0
  3  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  1  0  0  0
 19 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 17 37  1  0  0  0  0
 37 38  1  6  0  0  0
 15 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 41 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 45  1  0  0  0  0
 45 46  2  0  0  0  0
 13 47  1  6  0  0  0
 13 48  1  0  0  0  0
 48 49  1  6  0  0  0
 50 49  1  6  0  0  0
  2 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 48 52  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCC=C(C(=O)OC)[C@@]1(C)[C@@H]1C[C@@H](C(=O)O1)[C@@]2(C)CC(O[C@H]1O[C@@H](CO[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC(OC)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H48O18/c1-33(15-9-20(51-30(15)44)34(2)14(29(43)46-4)6-5-7-19(33)34)10-16(13-8-21(45-3)52-28(13)42)48-32-27(41)25(39)23(37)18(50-32)12-47-31-26(40)24(38)22(36)17(11-35)49-31/h6,8,15-27,31-32,35-41H,5,7,9-12H2,1-4H3/t15-,16?,17-,18-,19+,20-,21?,22-,23-,24+,25+,26-,27-,31-,32-,33+,34+/m0/s1

> <INCHI_KEY>
VOJBZWXZUQDDSW-YHJVUGQZSA-N

> <FORMULA>
C34H48O18

> <MOLECULAR_WEIGHT>
744.74

> <EXACT_MASS>
744.284064706

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
73.30200432051612

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,2S,7R,8S,9R)-8-[2-(5-methoxy-2-oxo-2,5-dihydrofuran-3-yl)-2-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

> <JCHEM_LOGP>
-1.362400500333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.377482841439868

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.88432212484898

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083422322401

> <JCHEM_POLAR_SURFACE_AREA>
266.65999999999997

> <JCHEM_REFRACTIVITY>
169.67540000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,2S,7R,8S,9R)-8-[2-(5-methoxy-2-oxo-5H-furan-3-yl)-2-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-23         0                                  
HETATM    1  C   UNK     0       4.173  -0.450   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.227   1.089   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.468   0.178   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.300  -1.353   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.541  -2.264   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.373  -3.795   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.890  -1.972   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.878   0.798   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.046   2.329   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.805   3.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.395   2.620   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       2.943   2.107   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       3.303   3.706   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.790   5.158   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.792   6.328   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.306   6.046   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.307   7.216   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.795   8.668   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.796   9.838   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.283  11.290   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.285  12.460   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.772  13.913   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.774  15.082   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.261  16.535   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.262  17.705   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.750  19.157   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.747  16.817   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.235  18.269   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.746  15.647   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.232  15.929   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.258  14.195   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.257  13.025   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       8.310   9.556   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       9.311  10.726   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.822   8.104   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.336   7.821   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       7.821   6.934   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.334   5.482   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       3.279   7.780   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.153   9.049   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.217  10.271   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       3.656  11.748   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.597  12.866   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.764   9.759   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       1.803   8.219   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       0.580   7.283   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       4.605   4.529   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.773   3.529   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       1.941   1.754   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.925   0.266   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       1.470   0.771   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       0.957   2.223   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -0.573   2.392   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11   50                                             
CONECT    3    2    4    8                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    2   12   13                                             
CONECT   12   11                                                            
CONECT   13   11   14   47   48                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   39                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   37                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   33                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22   32                                                  
CONECT   32   31                                                            
CONECT   33   19   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   17   38                                                  
CONECT   38   37                                                            
CONECT   39   15   40   45                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41   45                                                       
CONECT   45   44   39   46                                                  
CONECT   46   45                                                            
CONECT   47   13                                                            
CONECT   48   13   49   52                                                  
CONECT   49   48   50                                                       
CONECT   50   49    2   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   48   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₄₈O₁₈

Average Mass

744.7400 Da

Monoisotopic Mass

744.28406 Da

IUPAC Name

methyl (1S,2S,7R,8S,9R)-8-[2-(5-methoxy-2-oxo-2,5-dihydrofuran-3-yl)-2-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

Traditional Name

methyl (1S,2S,7R,8S,9R)-8-[2-(5-methoxy-2-oxo-5H-furan-3-yl)-2-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-({[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^{2,7}]dodec-3-ene-3-carboxylate

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC=C(C(=O)OC)[C@@]1(C)[C@@H]1C[C@@H](C(=O)O1)[C@@]2(C)CC(O[C@H]1O[C@@H](CO[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)C1=CC(OC)OC1=O

InChI Identifier

InChI=1S/C34H48O18/c1-33(15-9-20(51-30(15)44)34(2)14(29(43)46-4)6-5-7-19(33)34)10-16(13-8-21(45-3)52-28(13)42)48-32-27(41)25(39)23(37)18(50-32)12-47-31-26(40)24(38)22(36)17(11-35)49-31/h6,8,15-27,31-32,35-41H,5,7,9-12H2,1-4H3/t15-,16?,17-,18-,19+,20-,21?,22-,23-,24+,25+,26-,27-,31-,32-,33+,34+/m0/s1

InChI Key

VOJBZWXZUQDDSW-YHJVUGQZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, CD₃OD, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Tinospora crispa		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Diterpene lactone
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Fatty alcohol ester
Alkyl glycoside
Tricarboxylic acid or derivatives
Fatty alcohol
Caprolactone
Oxepane
Fatty acid ester
Fatty acyl
Oxane
Monosaccharide
Gamma butyrolactone
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Dihydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-1.4	ChemAxon
pKa (Strongest Acidic)	11.88	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	266.66 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	169.68 m³·mol⁻¹	ChemAxon
Polarizability	73.3 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lam SH, Liu HK, Chung SY, Chang JL, Hong MX, Kuo SC, Liaw CC: Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity. J Nat Prod. 2023 Jun 23;86(6):1437-1448. doi: 10.1021/acs.jnatprod.3c00114. Epub 2023 May 18. [PubMed:37200063 ]
DOI: 10.1021/acs.jnatprod.3c00114

Showing NP-Card for Tinocrisposide D (NP0331663)

MOL for NP0331663 (Tinocrisposide D)

3D MOL for NP0331663 (Tinocrisposide D)

3D SDF for NP0331663 (Tinocrisposide D)

3D-SDF for NP0331663 (Tinocrisposide D)

PDB for NP0331663 (Tinocrisposide D)

3D PDB for NP0331663 (Tinocrisposide D)

SMILES for NP0331663 (Tinocrisposide D)

INCHI for NP0331663 (Tinocrisposide D)

Structure for NP0331663 (Tinocrisposide D)

3D Structure for NP0331663 (Tinocrisposide D)