NP-MRD: Showing NP-Card for 8-Acetylheterophyllisine (NP0069506)

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Record Information

Version

2.0

Created at

2022-04-28 14:51:54 UTC

Updated at

2022-04-28 14:51:54 UTC

NP-MRD ID

NP0069506

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-Acetylheterophyllisine

Description

8-Acetylheterophyllisine belongs to the class of organic compounds known as quinolidines. These are organic compounds containing a quinolidine or decahydroquinoline moiety, which is a bicyclic skeleton consisting of a piperidine fused to a cyclohexane ring. 8-Acetylheterophyllisine is found in Delphinium denudatum and Delphinium denudatum Wall. . 8-Acetylheterophyllisine was first documented in 1997 (PMID: 9170290). Based on a literature review very few articles have been published on 8-acetylheterophyllisine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216512D          

 30 35  0  0  1  0            999 V2000
   -0.3405    0.0303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    0.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361    0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -0.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1563   -1.4482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1073   -2.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -1.7084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1743   -0.8223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5964    0.0647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0229    0.4739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1962   -0.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5357   -1.0101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9446    0.5567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1101   -0.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1609   -0.9044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2571   -0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865   -0.4164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1480   -1.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9523   -0.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2473    0.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5332    0.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582    0.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7553    1.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    1.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461    1.6876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    2.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -1.8468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -2.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.8248    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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10  1  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  1  1  0  0  0
  5 13  1  0  0  0  0
  9 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  1  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  1  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 23  1  0  0  0  0
 14 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  8 28  1  1  0  0  0
 28 29  1  0  0  0  0
  5 30  1  6  0  0  0
M  END

     RDKit          3D

 65 70  0  0  0  0  0  0  0  0999 V2000
   -0.5272    3.4394    2.3483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607    1.9679    2.4804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0497    1.2776    1.3011 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2437    1.4910    0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202    0.4734   -0.4026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3934    1.0542   -1.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5290   -0.5461    0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8220   -1.0108    1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5533   -1.7030    0.9453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9921   -2.2948    2.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3684   -3.6604    2.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6564   -0.8619    0.1603 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4559   -1.7383   -0.3655 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3729   -2.3340    0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981   -2.4620    0.0658 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5988   -1.2199    0.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8460    0.0504    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    0.2274   -0.8817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2920    0.9582   -2.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7809    2.2205   -1.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2859    2.8865   -3.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8215    2.8537   -0.9252 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1872   -1.0149   -1.4748 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1390   -1.9298   -2.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355   -1.9342   -3.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378   -2.8533   -1.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6202    1.0332   -0.3507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4940    1.0342   -1.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579   -0.1504   -1.0052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0914    0.3586    0.8294 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0687    3.7542    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4546    4.0394    2.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471    3.7594    3.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351    1.8473    3.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948    1.5250    3.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0864    1.5041    1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    2.5041    0.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4094    1.3142   -1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5464    0.1754   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8677    1.8687   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4864   -0.0599    0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6685   -1.4436   -0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917   -1.8148    1.9904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5478   -0.2769    2.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -2.5079    0.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4850   -3.7341    2.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8395   -4.1578    2.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683   -4.1682    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -2.5866   -0.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1079   -3.4202    0.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4568   -1.8672    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3178   -3.3299    0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2130   -1.2311    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3611   -1.1732   -0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5403    0.2694    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6254    0.8572   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4691    3.0005   -3.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7165    3.8756   -3.0028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1269    2.2429   -3.5777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128   -0.8054   -2.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802    2.0274    0.0182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9998    2.0215   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1621    1.0702   -2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5857   -0.8169   -1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5840    0.1246    1.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12  9  1  1
 12 29  1  0
 29 28  1  0
 28 27  1  0
 27 30  1  0
 27 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 18 19  1  6
 19 20  1  0
 20 21  1  0
 20 22  2  0
 30  3  1  0
 23 18  1  0
 29  5  1  0
 26 15  1  0
 30 12  1  0
 13 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  6
 11 46  1  0
 11 47  1  0
 11 48  1  0
 29 64  1  6
 28 62  1  0
 28 63  1  0
 27 61  1  1
 30 65  1  1
 17 55  1  0
 17 56  1  0
 16 53  1  0
 16 54  1  0
 15 52  1  1
 14 50  1  0
 14 51  1  0
 13 49  1  6
 23 60  1  6
 21 57  1  0
 21 58  1  0
 21 59  1  0
M  END


  Mrv1652304282216512D          

 30 35  0  0  1  0            999 V2000
   -0.3405    0.0303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144    0.7056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361    0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6607   -0.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1563   -1.4482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1073   -2.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -1.7084    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1743   -0.8223    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5964    0.0647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0229    0.4739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1962   -0.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5357   -1.0101    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9446    0.5567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1101   -0.2186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1609   -0.9044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2571   -0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6865   -0.4164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1480   -1.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9523   -0.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2473    0.5827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5332    0.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582    0.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7553    1.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3560    1.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1461    1.6876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    2.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -1.8468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5292   -2.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.8248    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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10  1  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  1  1  0  0  0
  5 13  1  0  0  0  0
  9 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  1  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  1  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 23  1  0  0  0  0
 14 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  8 28  1  1  0  0  0
 28 29  1  0  0  0  0
  5 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0069506

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(C)CC[C@H](OC)[C@@]34[C@@H]2C[C@@H]([C@@H]13)[C@]1(CC[C@H]2C[C@@H]4[C@@H]1C(=O)O2)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO5/c1-5-25-12-22(3)8-7-18(28-4)24-15-10-14-6-9-23(30-13(2)26,19(15)21(27)29-14)16(20(24)25)11-17(22)24/h14-20H,5-12H2,1-4H3/t14-,15+,16-,17+,18-,19+,20+,22-,23-,24+/m0/s1

> <INCHI_KEY>
IYIKMJOMHPPBMO-VVUWITMBSA-N

> <FORMULA>
C24H35NO5

> <MOLECULAR_WEIGHT>
417.546

> <EXACT_MASS>
417.251523231

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.3241206481728

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3S,6S,9S,10S,11R,14R,17S,18R)-12-ethyl-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.1^{2,6}.0^{1,11}.0^{3,9}.0^{14,18}]icosan-9-yl acetate

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
1.7634157440000002

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.41103049593694

> <JCHEM_POLAR_SURFACE_AREA>
65.07

> <JCHEM_REFRACTIVITY>
109.5372

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,6S,9S,10S,11R,14R,17S,18R)-12-ethyl-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.1^{2,6}.0^{1,11}.0^{3,9}.0^{14,18}]icosan-9-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  N   UNK     0      -0.636   0.057   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.520   1.317   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.054   1.181   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.233  -1.424   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.292  -2.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.200  -4.220   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.737  -4.501   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.668  -3.189   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.192  -1.535   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.113   0.121   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.909   0.885   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.366  -0.356   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.000  -1.886   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.630   1.039   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.939  -0.408   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.034  -1.688   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.080  -1.724   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.882  -0.777   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.876  -2.422   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.511  -0.351   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.062   1.088   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       6.595   0.869   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.149   1.634   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.276   2.538   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.398   3.594   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.873   3.150   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.044   5.092   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.186  -3.447   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.721  -4.891   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.662  -3.406   0.000  0.00  0.00           C+0
CONECT    1    2    4   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6   13   30                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   28                                                  
CONECT    9    8   10   13   16                                             
CONECT   10    9    1   11                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    5    9                                                  
CONECT   14   11   15   23   24                                             
CONECT   15   14   16   20                                                  
CONECT   16   15    9   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20                                                            
CONECT   22   18   23                                                       
CONECT   23   22   14                                                       
CONECT   24   14   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    8   29                                                       
CONECT   29   28                                                            
CONECT   30    5                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₅NO₅

Average Mass

417.5460 Da

Monoisotopic Mass

417.25152 Da

IUPAC Name

(1S,2R,3S,6S,9S,10S,11R,14R,17S,18R)-12-ethyl-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.1^{2,6}.0^{1,11}.0^{3,9}.0^{14,18}]icosan-9-yl acetate

Traditional Name

(1S,2R,3S,6S,9S,10S,11R,14R,17S,18R)-12-ethyl-17-methoxy-14-methyl-4-oxo-5-oxa-12-azahexacyclo[8.7.2.1^{2,6}.0^{1,11}.0^{3,9}.0^{14,18}]icosan-9-yl acetate

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(C)CC[C@H](OC)[C@@]34[C@@H]2C[C@@H]([C@@H]13)[C@]1(CC[C@H]2C[C@@H]4[C@@H]1C(=O)O2)OC(C)=O

InChI Identifier

InChI=1S/C24H35NO5/c1-5-25-12-22(3)8-7-18(28-4)24-15-10-14-6-9-23(30-13(2)26,19(15)21(27)29-14)16(20(24)25)11-17(22)24/h14-20H,5-12H2,1-4H3/t14-,15+,16-,17+,18-,19+,20+,22-,23-,24+/m0/s1

InChI Key

IYIKMJOMHPPBMO-VVUWITMBSA-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
Delphinium denudatum	LOTUS Database	35616633
Delphinium denudatum Wall.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolidines. These are organic compounds containing a quinolidine or decahydroquinoline moiety, which is a bicyclic skeleton consisting of a piperidine fused to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolidines

Sub Class

Not Available

Direct Parent

Quinolidines

Alternative Parents

Substituents

Quinolidine
Caprolactone
Azepane
Delta valerolactone
Delta_valerolactone
Oxepane
Dicarboxylic acid or derivatives
Oxane
Piperidine
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary aliphatic amine
Tertiary amine
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
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	2.36	ALOGPS
logP	1.76	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	10.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	65.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.54 m³·mol⁻¹	ChemAxon
Polarizability	45.32 Å³	ChemAxon
Number of Rings	6	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

C00027778

Chemspider ID

23339358

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44566628

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Atta-ur-Rahman, Nasreen A, Akhtar F, Shekhani MS, Clardy J, Parvez M, Choudhary MI: Antifungal diterpenoid alkaloids from Delphinium denudatum. J Nat Prod. 1997 May;60(5):472-4. doi: 10.1021/np960663n. [PubMed:9170290 ]

Showing NP-Card for 8-Acetylheterophyllisine (NP0069506)

MOL for NP0069506 (8-Acetylheterophyllisine)

3D MOL for NP0069506 (8-Acetylheterophyllisine)

3D SDF for NP0069506 (8-Acetylheterophyllisine)

3D-SDF for NP0069506 (8-Acetylheterophyllisine)

PDB for NP0069506 (8-Acetylheterophyllisine)

3D PDB for NP0069506 (8-Acetylheterophyllisine)

SMILES for NP0069506 (8-Acetylheterophyllisine)

INCHI for NP0069506 (8-Acetylheterophyllisine)

Structure for NP0069506 (8-Acetylheterophyllisine)

3D Structure for NP0069506 (8-Acetylheterophyllisine)