NP-MRD: Showing NP-Card for propargyl-FK506 (NP0332700)

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Record Information

Version

2.0

Created at

2024-03-21 17:20:08 UTC

Updated at

2024-11-19 02:35:07 UTC

NP-MRD ID

NP0332700

Natural Product DOI

https://doi.org/10.57994/1960

Secondary Accession Numbers

None

Natural Product Identification

Common Name

propargyl-FK506

Description

Propargyl-FK506 belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on propargyl-FK506.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03212417202D          

 57 60  0  0  1  0            999 V2000
   12.1734    6.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4621    5.7520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4684    4.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7572    4.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0395    4.9160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0332    5.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7445    6.1590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7382    6.9839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4494    7.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3283    4.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6106    4.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6043    5.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8994    4.4871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9259    3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4693    2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2909    3.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0468    2.2553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2907    1.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7301    0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9256    1.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6817    1.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2423    2.4381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4358    2.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4063    1.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7272    2.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7388    3.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0070    2.0524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7156    1.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984    2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5782    2.0725    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8696    2.4950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8812    3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    3.7424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4524    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1842    4.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    4.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159    5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    4.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331    4.9497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3447    5.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0649    6.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851    6.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418    4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0302    3.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619    4.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4706    4.5071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4590    3.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1907    4.9096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2023    5.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494    2.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    1.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    1.2476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2752    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9954    1.2275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7040    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8464    0.8451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349    0.0202    0.0000 C   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
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  5 10  1  1  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 25  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  4  0  0  0
 36 38  2  0  0  0  0
 39 38  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  3  0  0  0  0
 39 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 46 45  1  0  0  0  0
 46 47  1  1  0  0  0
 48 46  1  0  0  0  0
 48 13  1  0  0  0  0
 48 49  1  1  0  0  0
 31 50  1  1  0  0  0
 50 51  1  0  0  0  0
 30 52  1  0  0  0  0
 52 53  1  0  0  0  0
 54 53  1  0  0  0  0
 27 54  1  0  0  0  0
 54 55  1  6  0  0  0
 52 56  1  6  0  0  0
 56 57  1  0  0  0  0
M  END


  Mrv2104 03212417202D          

 57 60  0  0  1  0            999 V2000
   12.1734    6.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4621    5.7520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4684    4.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7572    4.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0395    4.9160    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0332    5.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7445    6.1590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7382    6.9839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4494    7.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3283    4.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6106    4.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6043    5.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8994    4.4871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9259    3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4693    2.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2909    3.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0468    2.2553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2907    1.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7301    0.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9256    1.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6817    1.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2423    2.4381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4358    2.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4063    1.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7272    2.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7388    3.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0070    2.0524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7156    1.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2984    2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5782    2.0725    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8696    2.4950    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8812    3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1726    3.7424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4524    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1842    4.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    4.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159    5.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    4.5472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331    4.9497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3447    5.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0649    6.1770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851    6.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0418    4.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0302    3.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7619    4.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4706    4.5071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4590    3.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1907    4.9096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2023    5.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1494    2.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1378    1.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    1.2476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2752    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9954    1.2275    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7040    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8464    0.8451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349    0.0202    0.0000 C   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
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  5 10  1  1  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 25  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  4  0  0  0
 36 38  2  0  0  0  0
 39 38  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
 41 42  3  0  0  0  0
 39 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 46 45  1  0  0  0  0
 46 47  1  1  0  0  0
 48 46  1  0  0  0  0
 48 13  1  0  0  0  0
 48 49  1  1  0  0  0
 31 50  1  1  0  0  0
 50 51  1  0  0  0  0
 30 52  1  0  0  0  0
 52 53  1  0  0  0  0
 54 53  1  0  0  0  0
 27 54  1  0  0  0  0
 54 55  1  6  0  0  0
 52 56  1  6  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@H](C[C@@H](C)CC(C)=C[C@@H](CC#C)C(=O)C[C@H](O)[C@H]1C)OC

> <INCHI_IDENTIFIER>
InChI=1S/C44H67NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h1,19,21,26,28-34,36-40,46-47,52H,11-18,20,22-24H2,2-9H3/b25-19?,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1

> <INCHI_KEY>
GBSHSKPGTYQUSG-KVDYWLTISA-N

> <FORMULA>
C44H67NO12

> <MOLECULAR_WEIGHT>
802.015

> <EXACT_MASS>
801.466326601

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
124

> <JCHEM_AVERAGE_POLARIZABILITY>
87.25763702936413

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,9S,12S,13R,14S,17R,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-(prop-2-yn-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone

> <JCHEM_LOGP>
5.0909534160000005

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.07292893693494

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.95560050948199

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9371108694844956

> <JCHEM_POLAR_SURFACE_AREA>
178.35999999999996

> <JCHEM_REFRACTIVITY>
214.03779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9S,12S,13R,14S,17R,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-(prop-2-yn-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-24         0                                  
HETATM    1  O   UNK     0      22.724  11.517   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      21.396  10.737   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.408   9.197   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.080   8.417   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.740   9.177   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.729  10.717   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.056  11.497   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      20.045  13.037   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      21.372  13.817   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.413   8.396   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.073   9.156   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.061  10.696   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.745   8.376   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.795   6.691   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      15.809   5.533   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      17.343   5.672   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.021   4.210   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.476   2.739   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.429   1.609   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.928   1.950   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.473   3.421   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      13.519   4.551   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.014   3.794   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.958   2.255   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.691   4.582   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.712   6.122   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.346   3.831   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.669   3.043   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.024   4.620   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.679   3.869   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.357   4.657   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.378   6.197   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.055   6.986   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.711   6.235   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.077   8.526   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.421   9.277   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.443  10.817   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.744   8.488   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.089   9.239   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.110  10.779   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.455  11.530   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.799  12.282   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.411   8.451   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       9.390   6.911   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      10.756   9.202   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      12.078   8.413   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      12.057   6.873   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      13.423   9.165   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      13.444  10.704   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       4.012   3.906   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       3.991   2.366   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.658   2.329   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.980   1.540   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       9.325   2.291   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.648   1.503   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       5.313   1.578   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       5.292   0.038   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   48                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   54                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   52                                                  
CONECT   31   30   32   50                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   39   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   13   49                                                  
CONECT   49   48                                                            
CONECT   50   31   51                                                       
CONECT   51   50                                                            
CONECT   52   30   53   56                                                  
CONECT   53   52   54                                                       
CONECT   54   53   27   55                                                  
CONECT   55   54                                                            
CONECT   56   52   57                                                       
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₆₇NO₁₂

Average Mass

802.0150 Da

Monoisotopic Mass

801.46633 Da

IUPAC Name

(1R,9S,12S,13R,14S,17R,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-(prop-2-yn-1-yl)-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@H](C[C@@H](C)CC(C)=C[C@@H](CC#C)C(=O)C[C@H](O)[C@H]1C)OC

InChI Identifier

InChI=1S/C44H67NO12/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7/h1,19,21,26,28-34,36-40,46-47,52H,11-18,20,22-24H2,2-9H3/b25-19?,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1

InChI Key

GBSHSKPGTYQUSG-KVDYWLTISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, C5D5N, experimental)	damjan.makuc@ki.si	National Institute of Chemistry	Damjan Makuc	2024-03-21	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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

Diterpenoid
Diterpene lactone
Alpha-amino acid ester
Alpha-amino acid or derivatives
Piperidinecarboxylic acid
N-acyl-piperidine
Fatty acid ester
Cyclohexanol
Fatty acyl
Piperidine
Oxane
N-acyl-amine
Hemiketal
Beta-hydroxy ketone
Acyloin
Tertiary carboxylic acid amide
Cyclic alcohol
Alpha-hydroxy ketone
Cyclic ketone
Secondary alcohol
Lactone
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Haloacetylene or derivatives
Acetylide
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	5.09	ChemAxon
pKa (Strongest Acidic)	9.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	178.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	214.04 m³·mol⁻¹	ChemAxon
Polarizability	87.26 Å³	ChemAxon
Number of Rings	4	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

Not Available

Showing NP-Card for propargyl-FK506 (NP0332700)

MOL for NP0332700 (propargyl-FK506 )

3D MOL for NP0332700 (propargyl-FK506 )

3D SDF for NP0332700 (propargyl-FK506 )

3D-SDF for NP0332700 (propargyl-FK506 )

PDB for NP0332700 (propargyl-FK506 )

3D PDB for NP0332700 (propargyl-FK506 )

SMILES for NP0332700 (propargyl-FK506 )

INCHI for NP0332700 (propargyl-FK506 )

Structure for NP0332700 (propargyl-FK506 )

3D Structure for NP0332700 (propargyl-FK506 )