NP-MRD: Showing NP-Card for Inflexin (NP0052016)

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Record Information

Version

2.0

Created at

2022-04-27 23:12:25 UTC

Updated at

2022-04-27 23:12:25 UTC

NP-MRD ID

NP0052016

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Inflexin

Description

MLS004491740 belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Inflexin is found in Isodon excisus, Isodon inflexa, Isodon inflexus, Isodon lungshengensis and Rabdosia inflexa. Based on a literature review very few articles have been published on MLS004491740.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201122D          

 31 34  0  0  1  0            999 V2000
    3.3179    1.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667    0.6438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0099    0.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043    0.2129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9555    0.9995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5123    1.6083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2635    2.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204    3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716    3.7902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    2.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344    1.2014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5353    0.5473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8407   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084   -1.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0598    1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5166    1.5456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0434    2.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8890    2.0461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4433    2.6571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975    0.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7105    0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4101   -0.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5988   -0.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723    0.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6211   -0.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4267   -0.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0643   -0.9294    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  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  1  0  0  0
 14 15  2  0  0  0  0
 12 16  1  1  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  1  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
  5 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  2 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

     RDKit          3D

 63 66  0  0  0  0  0  0  0  0999 V2000
    5.2608    1.0047    2.0113 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2509    0.5019    1.3474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8386    0.4639    1.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3168    1.1037    2.6645 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0977   -0.4674    0.7609 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3271   -1.3552    1.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1930   -1.9287    0.9256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823   -3.1116    0.8574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115   -0.9054    0.3211 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0405   -1.4313   -0.0322 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5725   -1.9640    1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0908   -2.6142   -0.9440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -0.2841   -0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1035   -0.3721    0.2356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3437   -0.5918   -0.2472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5130   -0.6604    0.6605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5199   -0.7390   -1.4573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2719    1.0454   -0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760    1.2058   -0.8073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3193    2.2391    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1556    3.4281   -0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075    4.4023    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    3.6623   -1.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -0.0412   -0.6736 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0262   -0.6178   -2.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4036    0.2719   -0.2826 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3408    0.4290   -1.4922 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5499   -0.6982   -2.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7089    0.8497   -0.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2751   -0.1883   -0.0013 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3029   -1.2840    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2624    0.9588    1.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1030    1.4651    2.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709   -0.6928    2.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9720   -2.0941    2.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -0.2037    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6811   -1.9719    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606   -2.9700    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754   -1.2674    2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658   -3.4256   -0.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636   -2.3749   -1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1361   -3.1047   -1.1345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581   -0.4399   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2262   -0.4338    1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3452    0.0173    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9726   -1.6805    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988    1.3469    0.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8764    1.7653   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8025    1.6378   -1.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0547    5.2731    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714    4.7674    0.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9931    3.9050    1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0732   -0.5963   -2.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4094   -1.6007   -2.1738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4640    0.1771   -2.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3661    1.3564    0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0252    1.3248   -2.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -0.8574   -2.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895    0.8414   -1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7146    1.8654   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2821   -0.5118   -0.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1222   -2.0413   -0.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747   -1.7879    1.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 17  2  0
 15 14  1  0
 14 13  1  0
 13 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 19 24  1  0
 24 25  1  6
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
 10 13  1  0
  9 24  1  0
  5 26  1  0
  2 30  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 13 43  1  6
 18 47  1  0
 18 48  1  0
 19 49  1  6
 22 50  1  0
 22 51  1  0
 22 52  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  1
 27 57  1  6
 28 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  6
 31 62  1  0
 31 63  1  0
  6 34  1  0
  6 35  1  0
  9 36  1  1
 11 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1652304282201122D          

 31 34  0  0  1  0            999 V2000
    3.3179    1.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667    0.6438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0099    0.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043    0.2129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9555    0.9995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5123    1.6083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2635    2.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8204    3.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5716    3.7902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6260    2.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1344    1.2014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5353    0.5473    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8407   -0.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084   -1.1897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0598    1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5166    1.5456    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0434    2.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8890    2.0461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4433    2.6571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975    0.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7105    0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2745    0.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4101   -0.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7161    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5988   -0.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8603   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3723    0.4660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6211   -0.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4267   -0.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0643   -0.9294    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  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  4 14  1  1  0  0  0
 14 15  2  0  0  0  0
 12 16  1  1  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  1  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  2  0  0  0  0
  5 25  1  1  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  2 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052016

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C[C@@H](OC(C)=O)[C@@]2(C)[C@@H]3[C@H](O)C[C@@H]4C[C@@]3(CC(=O)[C@@H]2C1(C)C)C(=O)C4=C

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-11-14-7-15(27)20-23(6)18(31-13(3)26)8-17(30-12(2)25)22(4,5)19(23)16(28)10-24(20,9-14)21(11)29/h14-15,17-20,27H,1,7-10H2,2-6H3/t14-,15-,17+,18-,19-,20+,23-,24+/m1/s1

> <INCHI_KEY>
YVMIOJMVICZZJA-UIZRKYKGSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.513

> <EXACT_MASS>
432.21480337

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
45.174711149879684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R,6S,8R,9S,10S,11R,13S)-8-(acetyloxy)-11-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-6-yl acetate

> <ALOGPS_LOGP>
1.50

> <JCHEM_LOGP>
1.576608508333333

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.255656092927286

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.867928834596405

> <JCHEM_PKA_STRONGEST_BASIC>
-2.854710058657287

> <JCHEM_POLAR_SURFACE_AREA>
106.97000000000003

> <JCHEM_REFRACTIVITY>
109.9416

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,6S,8R,9S,10S,11R,13S)-8-(acetyloxy)-11-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-6-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.193   2.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.658   1.202   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.618   0.065   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.115   0.397   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.650   1.866   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.690   3.002   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.225   4.470   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.265   5.607   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.800   7.075   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.768   5.275   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.118   2.243   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.999   1.022   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.569  -0.447   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080  -0.758   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.562  -2.221   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.112   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.964   2.885   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.081   4.116   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.659   3.819   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.694   4.960   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.675   1.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.193   1.177   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.512   0.307   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.766  -1.212   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.203   3.340   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.718  -1.013   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.339  -1.449   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.162   0.870   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.626  -0.598   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.130  -0.930   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.587  -1.735   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   28                                                  
CONECT    3    2    4   26   27                                             
CONECT    4    3    5   14                                                  
CONECT    5    4    6   11   25                                             
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   19                                                  
CONECT   12   11   13   16   23                                             
CONECT   13   12   14                                                       
CONECT   14   13    4   15                                                  
CONECT   15   14                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   11   20                                                  
CONECT   20   19                                                            
CONECT   21   17   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   12   24                                                  
CONECT   24   23                                                            
CONECT   25    5                                                            
CONECT   26    3                                                            
CONECT   27    3                                                            
CONECT   28    2   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
3beta,11beta-Diacetoxy-1alpha-hydroxykaura-16-ene-6,15-dione	Kegg
3b,11b-Diacetoxy-1a-hydroxykaura-16-ene-6,15-dione	Generator
3Β,11β-diacetoxy-1α-hydroxykaura-16-ene-6,15-dione	Generator

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5130 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

(1S,4R,6S,8R,9S,10S,11R,13S)-8-(acetyloxy)-11-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-6-yl acetate

Traditional Name

(1S,4R,6S,8R,9S,10S,11R,13S)-8-(acetyloxy)-11-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecan-6-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@@H](OC(C)=O)[C@@]2(C)[C@@H]3[C@H](O)C[C@@H]4C[C@@]3(CC(=O)[C@@H]2C1(C)C)C(=O)C4=C

InChI Identifier

InChI=1S/C24H32O7/c1-11-14-7-15(27)20-23(6)18(31-13(3)26)8-17(30-12(2)25)22(4,5)19(23)16(28)10-24(20,9-14)21(11)29/h14-15,17-20,27H,1,7-10H2,2-6H3/t14-,15-,17+,18-,19-,20+,23-,24+/m1/s1

InChI Key

YVMIOJMVICZZJA-UIZRKYKGSA-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
Isodon excisus	Plant	KNApSAcK
Isodon inflexa	Plant	KNApSAcK
Isodon inflexus	Plant	KNApSAcK
Isodon lungshengensis	Plant	KNApSAcK
Rabdosia inflexa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Kaurenes (C09111 )

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	1.5	ALOGPS
logP	1.58	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	14.87	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.94 m³·mol⁻¹	ChemAxon
Polarizability	45.17 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

C00003438

Chemspider ID

390590

KEGG Compound ID

C09111

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442041

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Inflexin (NP0052016)

MOL for NP0052016 (Inflexin)

3D MOL for NP0052016 (Inflexin)

3D SDF for NP0052016 (Inflexin)

3D-SDF for NP0052016 (Inflexin)

PDB for NP0052016 (Inflexin)

3D PDB for NP0052016 (Inflexin)

SMILES for NP0052016 (Inflexin)

INCHI for NP0052016 (Inflexin)

Structure for NP0052016 (Inflexin)

3D Structure for NP0052016 (Inflexin)