NP-MRD: Showing NP-Card for (1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate (NP0295118)

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Record Information

Version

2.0

Created at

2022-09-10 03:57:26 UTC

Updated at

2022-09-10 03:57:27 UTC

NP-MRD ID

NP0295118

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate

Description

Brassicicene E belongs to the class of organic compounds known as fusicoccane diterpenoids. These are diterpenoids with a structure based on a 20-carbon dicyclopenta[a,d]cyclooctane skeleton (5->8->5 ring system) known as fusicoccane. Based on a literature review very few articles have been published on brassicicene E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102205572D          

 30 32  0  0  1  0            999 V2000
    2.8257   -0.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -0.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    1.2765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3322    0.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    1.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408    2.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    2.5745    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2027    1.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    1.8123    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8073    0.9974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    2.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    3.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069    2.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2797    3.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475    1.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147    1.3918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    1.2765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7036    0.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5111    0.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -0.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    3.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405    3.6524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4405    4.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    3.3367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7860    3.9201    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
  4  3  1  6  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  6  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    4.9629    2.6700    0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    2.9234   -0.1790 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6358    2.1506    0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6184    0.8403   -0.4910 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6267    1.0138   -1.8912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7338   -0.0578   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372   -1.4826    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8212   -1.2878   -0.7489 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4197   -0.0220   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5021    0.5569    0.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928    0.2119    1.1553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5960   -0.0293    2.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5970   -0.7908    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542   -0.3501    0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -1.1821   -0.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4307   -0.2968   -1.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0845   -1.4252    0.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0167    0.9978    0.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1019    1.6033    0.8597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    1.4696    1.1356 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7748    2.1196    2.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1814    2.4545    0.2535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9935    2.2118   -1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4645    3.2166   -2.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2880    1.0831   -1.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3443   -2.1532   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021   -2.6211    0.3945 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4894   -2.1884    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -2.4809   -0.6717 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9788   -3.6955   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4456    1.7943   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5967    3.5479   -0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029    2.7206    1.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7317    2.7847   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5974    2.1254    1.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5606    0.8124   -2.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952    0.2304    0.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672   -0.0981   -0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250   -2.1599   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9590   -1.6411    1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -1.0513   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7096    1.5782    0.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473   -0.2555    2.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -2.0601   -0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9195    0.5730   -1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1983   -0.9324   -2.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6520   -0.0755   -2.3199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6491   -2.3243    0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6431   -1.6794    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6954   -0.5337    0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808    3.1674    2.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8237    2.0748    3.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6173    1.6379    3.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1681    2.7810   -2.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106    4.0686   -1.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3671    3.6316   -2.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1558   -2.8667    0.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3598   -2.0994   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1216   -3.7432    0.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885   -2.6885    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5277   -2.7164   -1.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3607   -3.7268    0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3158   -4.5843   -0.5959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7445   -3.7509   -1.2549 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  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 26  1  0
 26 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 14 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 20 22  1  6
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 11  1  0
 11 12  1  1
 11 10  1  0
 10  9  2  0
  9  4  1  0
  9  8  1  0
 11 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  6
 29 61  1  6
 30 62  1  0
 30 63  1  0
 30 64  1  0
 27 59  1  1
 28 60  1  0
 26 57  1  0
 26 58  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 12 43  1  0
 10 42  1  0
M  END


  Mrv1652309102205572D          

 30 32  0  0  1  0            999 V2000
    2.8257   -0.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -0.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    1.2765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3322    0.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    1.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3408    2.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    2.5745    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2027    1.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    1.8123    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8073    0.9974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625    2.5745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401    2.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0043    3.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069    2.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2797    3.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3475    1.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147    1.3918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0509    1.2765    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7036    0.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5111    0.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1481   -0.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250   -0.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083   -0.8339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6783    3.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4405    3.6524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4405    4.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    3.3367    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7860    3.9201    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
  4  3  1  6  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0295118

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@@]1(O)CC[C@H]2[C@@H](C)[C@@H](O)CC3=C(C(C)C)C(=O)[C@](C)(OC(C)=O)[C@]3(O)\C=C1/2

> <INCHI_IDENTIFIER>
InChI=1S/C23H34O7/c1-12(2)19-16-9-18(25)13(3)15-7-8-22(27,11-29-6)17(15)10-23(16,28)21(5,20(19)26)30-14(4)24/h10,12-13,15,18,25,27-28H,7-9,11H2,1-6H3/b17-10+/t13-,15+,18+,21+,22+,23+/m1/s1

> <INCHI_KEY>
BXZRFNRVGCBGTM-ZXHYCMTBSA-N

> <FORMULA>
C23H34O7

> <MOLECULAR_WEIGHT>
422.518

> <EXACT_MASS>
422.230453435

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.45938011689323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4R,9S,10R,11S,14R)-3,9,14-trihydroxy-14-(methoxymethyl)-4,10-dimethyl-5-oxo-6-(propan-2-yl)tricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-4-yl acetate

> <JCHEM_LOGP>
1.0983023673333316

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.47360119096632

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.421714705836223

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8579676118716826

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
111.43759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R,9S,10R,11S,14R)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       5.275  -1.235   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.392  -0.175   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.032   1.323   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.149   2.383   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       8.087   1.161   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.462   3.187   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.103   4.685   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.568   4.806   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.978   3.383   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.556   2.794   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.133   3.383   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.374   1.862   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.543   4.806   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.008   4.685   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.008   5.856   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.506   5.575   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.522   7.308   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.649   3.187   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.774   2.598   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.962   2.383   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.313   0.986   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.821   1.105   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.143  -0.278   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.607  -0.383   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.002  -1.557   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.133   6.228   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.556   6.818   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.556   8.358   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.978   6.228   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.067   7.317   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6    9                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   29                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   20                                             
CONECT   12   11                                                            
CONECT   13   11   14   26                                                  
CONECT   14   13   15   18                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   11   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   13   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    8   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₄O₇

Average Mass

422.5180 Da

Monoisotopic Mass

422.23045 Da

IUPAC Name

(3S,4R,9S,10R,11S,14R)-3,9,14-trihydroxy-14-(methoxymethyl)-4,10-dimethyl-5-oxo-6-(propan-2-yl)tricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-4-yl acetate

Traditional Name

(3S,4R,9S,10R,11S,14R)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-4-yl acetate

CAS Registry Number

Not Available

SMILES

COC[C@@]1(O)CC[C@H]2[C@@H](C)[C@@H](O)CC3=C(C(C)C)C(=O)[C@](C)(OC(C)=O)[C@]3(O)\C=C1/2

InChI Identifier

InChI=1S/C23H34O7/c1-12(2)19-16-9-18(25)13(3)15-7-8-22(27,11-29-6)17(15)10-23(16,28)21(5,20(19)26)30-14(4)24/h10,12-13,15,18,25,27-28H,7-9,11H2,1-6H3/b17-10+/t13-,15+,18+,21+,22+,23+/m1/s1

InChI Key

BXZRFNRVGCBGTM-ZXHYCMTBSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fusicoccane diterpenoids. These are diterpenoids with a structure based on a 20-carbon dicyclopenta[a,d]cyclooctane skeleton (5->8->5 ring system) known as fusicoccane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Fusicoccane diterpenoids

Alternative Parents

Substituents

Fusicoccane diterpenoid
Alpha-acyloxy ketone
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.1	ChemAxon
pKa (Strongest Acidic)	12.42	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.44 m³·mol⁻¹	ChemAxon
Polarizability	45.46 Å³	ChemAxon
Number of Rings	3	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

C00038639

Chemspider ID

78439983

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583166

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate (NP0295118)

MOL for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

3D MOL for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

3D SDF for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

3D-SDF for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

PDB for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

3D PDB for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

SMILES for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

INCHI for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

Structure for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)

3D Structure for NP0295118 ((1e,3s,4r,9s,10r,11s,14r)-3,9,14-trihydroxy-6-isopropyl-14-(methoxymethyl)-4,10-dimethyl-5-oxotricyclo[9.3.0.0³,⁷]tetradeca-1,6-dien-4-yl acetate)