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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:35:08 UTC

Update Date

2021-09-24 06:35:08 UTC

HMDB ID

HMDB0304031

Secondary Accession Numbers

None

Metabolite Identification

Common Name

17-O-acetylnorajmaline

Description

17-o-acetylnorajmaline is a member of the class of compounds known as ajmaline-sarpagine alkaloids. Ajmaline-sarpagine alkaloids are organic compounds containing either of the ajmalan, sarpagan skeleton, or derivative thereof. The Sarpagine (Akuammidine) group, based on the sarpagan nucleus, arises from bond formation between C-16 and C-5 of the corynantheine precursor. Ajmaline alkaloids are based on a 17,19-secoyohimban skeleton (oxayohimban) which is invariably present as an ether. 17-o-acetylnorajmaline is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 17-o-acetylnorajmaline can be found in a number of food items such as black chokeberry, sapodilla, common pea, and cardamom, which makes 17-o-acetylnorajmaline a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1533004251516462D          

 26 31  0  0  0  0            999 V2000
   -1.2740    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790    0.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6801   -0.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224   -1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6060   -0.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714   -1.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947   -1.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526   -1.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -2.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -0.3814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197   -0.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2663   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1981   -0.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -0.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0703    0.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    0.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0168    1.2359    0.0000 N   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
M  END

HMDB0304031
     RDKit          3D
17-O-acetylnorajmaline
 52 57  0  0  0  0  0  0  0  0999 V2000
    4.3076    1.6123   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.4527   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -0.4895   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714    0.1746    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987   -0.9452    1.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -1.8519    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8812   -1.4056    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299   -2.3284    0.1085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030   -1.4841    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674   -1.7118    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.7192    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9955    0.5457   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6403    0.7908   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932   -0.1988   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551   -0.2402   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.6045   -1.8518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -0.5116   -1.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234    0.5983   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.9635   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485    1.3732    1.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554    2.6633    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832    3.2140    2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2310    3.4296    0.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922   -1.7515   -0.9729 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -1.7066   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -2.8802   -0.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2445    2.0433   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230    2.3762   -0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419    1.2205    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    0.8799   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6950    0.0171   -1.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297   -0.8395    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    1.0575    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.5591    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918   -1.5694    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -2.9137    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -1.0662    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9641   -3.3418   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880   -2.7289    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4359   -0.9282    0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.3728   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585    1.8030   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1179   -1.6245   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    0.1376   -2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -0.4023   -2.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650    1.4465   -1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8279    1.7872   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487    2.8448    3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    4.3134    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883    2.8413    3.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.6094   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -3.5474   -1.2115 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  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 25  3  1  0
 18  4  1  0
 24  6  1  0
 15  7  1  0
 14  9  1  0
 19 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 25 51  1  0
 26 52  1  0
M  END


  Mrv1533004251516462D          

 26 31  0  0  0  0            999 V2000
   -1.2740    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9790    0.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.4317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4484    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6801   -0.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1224   -1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7556   -0.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6060   -0.9692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714   -1.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947   -1.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526   -1.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -2.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -0.3814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197   -0.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2663   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1981   -0.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -0.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0703    0.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    0.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0168    1.2359    0.0000 N   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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 10 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304031

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1C(O)N2C3CC45C(NC6=CC=CC=C46)C2CC1C3C5OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O3/c1-3-11-12-8-15-18-21(13-6-4-5-7-14(13)22-18)9-16(23(15)20(11)25)17(12)19(21)26-10(2)24/h4-7,11-12,15-20,22,25H,3,8-9H2,1-2H3

> <INCHI_KEY>
VAOXSMUPPRUEKF-UHFFFAOYSA-N

> <FORMULA>
C21H26N2O3

> <MOLECULAR_WEIGHT>
354.45

> <EXACT_MASS>
354.194342705

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.58082453328804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-ethyl-14-hydroxy-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-trien-18-yl acetate

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
1.6566674659999991

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.91847719598582

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.325570619839493

> <JCHEM_PKA_STRONGEST_BASIC>
7.076703263369189

> <JCHEM_POLAR_SURFACE_AREA>
61.8

> <JCHEM_REFRACTIVITY>
97.4825

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-ethyl-14-hydroxy-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-trien-18-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304031
     RDKit          3D
17-O-acetylnorajmaline
 52 57  0  0  0  0  0  0  0  0999 V2000
    4.3076    1.6123   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.4527   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -0.4895   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714    0.1746    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987   -0.9452    1.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -1.8519    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8812   -1.4056    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299   -2.3284    0.1085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030   -1.4841    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674   -1.7118    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.7192    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9955    0.5457   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6403    0.7908   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932   -0.1988   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551   -0.2402   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.6045   -1.8518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -0.5116   -1.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234    0.5983   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.9635   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485    1.3732    1.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554    2.6633    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832    3.2140    2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2310    3.4296    0.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922   -1.7515   -0.9729 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -1.7066   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -2.8802   -0.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2445    2.0433   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230    2.3762   -0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419    1.2205    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    0.8799   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6950    0.0171   -1.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297   -0.8395    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    1.0575    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.5591    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918   -1.5694    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -2.9137    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -1.0662    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9641   -3.3418   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880   -2.7289    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4359   -0.9282    0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.3728   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585    1.8030   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1179   -1.6245   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    0.1376   -2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -0.4023   -2.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650    1.4465   -1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8279    1.7872   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487    2.8448    3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    4.3134    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883    2.8413    3.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.6094   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -3.5474   -1.2115 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  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 25  3  1  0
 18  4  1  0
 24  6  1  0
 15  7  1  0
 14  9  1  0
 19 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 25 51  1  0
 26 52  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.378   1.193   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.895   1.608   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.206   0.531   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.828   0.351   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.771   1.909   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.961   0.806   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.570   1.082   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.003  -0.479   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.962  -2.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.461  -2.178   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.277  -0.837   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.865  -1.809   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.547  -3.190   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.083  -3.289   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.938  -2.008   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.766  -4.670   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.996  -0.712   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       0.410  -0.998   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.497  -2.242   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.617  -0.272   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.836  -1.212   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.260  -0.625   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.465   0.901   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.245   1.841   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.821   1.255   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.631   2.307   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9   12   20                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11    8   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   10    6   18                                                  
CONECT   18   17    3   19                                                  
CONECT   19   18                                                            
CONECT   20    8   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25    7                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

COMPND    HMDB0304031
HETATM    1  C1  UNL     1       4.308   1.612  -0.267  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.816   0.453  -1.127  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.063  -0.489  -0.235  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.871   0.175   0.426  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.299  -0.945   1.304  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.512  -1.852   0.340  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.881  -1.406   0.451  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.930  -2.328   0.109  1.00  0.00           N  
HETATM    9  C8  UNL     1      -3.103  -1.484   0.022  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.467  -1.712   0.199  1.00  0.00           C  
HETATM   11  C10 UNL     1      -5.399  -0.719   0.061  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.995   0.546  -0.262  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.640   0.791  -0.442  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.693  -0.199  -0.306  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.255  -0.240  -0.434  1.00  0.00           C  
HETATM   16  C15 UNL     1      -0.795  -0.604  -1.852  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.690  -0.512  -1.658  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.923   0.598  -0.649  1.00  0.00           C  
HETATM   19  C18 UNL     1      -0.465   0.964  -0.136  1.00  0.00           C  
HETATM   20  O1  UNL     1      -0.448   1.373   1.192  1.00  0.00           O  
HETATM   21  C19 UNL     1      -0.855   2.663   1.496  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.883   3.214   2.858  1.00  0.00           C  
HETATM   23  O2  UNL     1      -1.231   3.430   0.548  1.00  0.00           O  
HETATM   24  N2  UNL     1       1.092  -1.751  -0.973  1.00  0.00           N  
HETATM   25  C21 UNL     1       2.547  -1.707  -0.947  1.00  0.00           C  
HETATM   26  O3  UNL     1       3.099  -2.880  -0.465  1.00  0.00           O  
HETATM   27  H1  UNL     1       5.245   2.043  -0.657  1.00  0.00           H  
HETATM   28  H2  UNL     1       3.523   2.376  -0.119  1.00  0.00           H  
HETATM   29  H3  UNL     1       4.542   1.221   0.760  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.178   0.880  -1.908  1.00  0.00           H  
HETATM   31  H5  UNL     1       4.695   0.017  -1.594  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.730  -0.839   0.581  1.00  0.00           H  
HETATM   33  H7  UNL     1       2.150   1.058   1.018  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.669  -0.559   2.107  1.00  0.00           H  
HETATM   35  H9  UNL     1       2.092  -1.569   1.727  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.588  -2.914   0.656  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.106  -1.066   1.506  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.964  -3.342  -0.058  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.788  -2.729   0.458  1.00  0.00           H  
HETATM   40  H14 UNL     1      -6.436  -0.928   0.203  1.00  0.00           H  
HETATM   41  H15 UNL     1      -5.700   1.373  -0.384  1.00  0.00           H  
HETATM   42  H16 UNL     1      -3.358   1.803  -0.697  1.00  0.00           H  
HETATM   43  H17 UNL     1      -1.118  -1.624  -2.092  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.191   0.138  -2.570  1.00  0.00           H  
HETATM   45  H19 UNL     1       1.261  -0.402  -2.572  1.00  0.00           H  
HETATM   46  H20 UNL     1       1.365   1.447  -1.176  1.00  0.00           H  
HETATM   47  H21 UNL     1      -0.828   1.787  -0.810  1.00  0.00           H  
HETATM   48  H22 UNL     1       0.049   2.845   3.373  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.876   4.313   2.844  1.00  0.00           H  
HETATM   50  H24 UNL     1      -1.788   2.841   3.382  1.00  0.00           H  
HETATM   51  H25 UNL     1       2.861  -1.609  -2.020  1.00  0.00           H  
HETATM   52  H26 UNL     1       3.032  -3.547  -1.211  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   25   32
CONECT    4    5   18   33
CONECT    5    6   34   35
CONECT    6    7   24   36
CONECT    7    8   15   37
CONECT    8    9   38
CONECT    9   10   10   14
CONECT   10   11   39
CONECT   11   12   12   40
CONECT   12   13   41
CONECT   13   14   14   42
CONECT   14   15
CONECT   15   16   19
CONECT   16   17   43   44
CONECT   17   18   24   45
CONECT   18   19   46
CONECT   19   20   47
CONECT   20   21
CONECT   21   22   23   23
CONECT   22   48   49   50
CONECT   24   25
CONECT   25   26   51
CONECT   26   52
END

HMDB0304031
     RDKit          3D
17-O-acetylnorajmaline
 52 57  0  0  0  0  0  0  0  0999 V2000
    4.3076    1.6123   -0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8163    0.4527   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -0.4895   -0.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8714    0.1746    0.4264 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2987   -0.9452    1.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -1.8519    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8812   -1.4056    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299   -2.3284    0.1085 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1030   -1.4841    0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4674   -1.7118    0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3991   -0.7192    0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9955    0.5457   -0.2621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6403    0.7908   -0.4421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6932   -0.1988   -0.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2551   -0.2402   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7951   -0.6045   -1.8518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6898   -0.5116   -1.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9234    0.5983   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.9635   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485    1.3732    1.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554    2.6633    1.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832    3.2140    2.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2310    3.4296    0.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922   -1.7515   -0.9729 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -1.7066   -0.9473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988   -2.8802   -0.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2445    2.0433   -0.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5230    2.3762   -0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5419    1.2205    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1780    0.8799   -1.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6950    0.0171   -1.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7297   -0.8395    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1499    1.0575    1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -0.5591    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918   -1.5694    1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875   -2.9137    0.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -1.0662    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9641   -3.3418   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7880   -2.7289    0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4359   -0.9282    0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.3728   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3585    1.8030   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1179   -1.6245   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    0.1376   -2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -0.4023   -2.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3650    1.4465   -1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8279    1.7872   -0.8103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0487    2.8448    3.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    4.3134    2.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883    2.8413    3.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8607   -1.6094   -2.0197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316   -3.5474   -1.2115 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  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 17 24  1  0
 24 25  1  0
 25 26  1  0
 25  3  1  0
 18  4  1  0
 24  6  1  0
 15  7  1  0
 14  9  1  0
 19 15  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 25 51  1  0
 26 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₆N₂O₃

Average Molecular Weight

354.45

Monoisotopic Molecular Weight

354.194342705

IUPAC Name

13-ethyl-14-hydroxy-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-trien-18-yl acetate

Traditional Name

13-ethyl-14-hydroxy-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6-trien-18-yl acetate

CAS Registry Number

Not Available

SMILES

CCC1C(O)N2C3CC45C(NC6=CC=CC=C46)C2CC1C3C5OC(C)=O

InChI Identifier

InChI=1S/C21H26N2O3/c1-3-11-12-8-15-18-21(13-6-4-5-7-14(13)22-18)9-16(23(15)20(11)25)17(12)19(21)26-10(2)24/h4-7,11-12,15-20,22,25H,3,8-9H2,1-2H3

InChI Key

VAOXSMUPPRUEKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ajmaline-sarpagine alkaloids. These are organic compounds containing either of the ajmalan, sarpagan skeleton, or derivative thereof. The Sarpagine (Akuammidine) group, based on the sarpagan nucleus, arises from bond formation between C-16 and C-5 of the corynantheine precursor. Ajmaline alkaloids are based on a 17,19-secoyohimban skeleton (oxayohimban) which is invariably present as an ether.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ajmaline-sarpagine alkaloids

Sub Class

Not Available

Direct Parent

Ajmaline-sarpagine alkaloids

Alternative Parents

Substituents

Sarpagine-skeleton
Beta-carboline
Pyridoindole
Quinolizidine
Indole or derivatives
Dihydroindole
Quinuclidine
Azepane
Aralkylamine
Secondary aliphatic/aromatic amine
Benzenoid
Piperidine
Hemiaminal
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Secondary amine
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Alkanolamine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

a small molecule (17-O-ACETYLNORAJMALINE )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Indole Alkaloid Biosynthesis (PathBank: SMP0063467)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.4	ALOGPS
logP	1.66	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.33	ChemAxon
pKa (Strongest Basic)	7.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	61.8 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.48 m³·mol⁻¹	ChemAxon
Polarizability	38.58 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	187.497	32859911
AllCCS	[M+H-H2O]+	184.72	32859911
AllCCS	[M+Na]+	190.796	32859911
AllCCS	[M+NH4]+	190.061	32859911
AllCCS	[M-H]-	192.929	32859911
AllCCS	[M+Na-2H]-	192.781	32859911
AllCCS	[M+HCOO]-	192.769	32859911
DeepCCS	[M-2H]-	217.62	30932474
DeepCCS	[M+Na]+	192.847	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17-O-acetylnorajmaline,2TMS,isomer #1	CCC1C2CC3C4N([Si](C)(C)C)C5=CC=CC=C5C45CC(C2C5OC(C)=O)N3C1O[Si](C)(C)C	2812.3	Semi standard non polar	33892256
17-O-acetylnorajmaline,2TMS,isomer #1	CCC1C2CC3C4N([Si](C)(C)C)C5=CC=CC=C5C45CC(C2C5OC(C)=O)N3C1O[Si](C)(C)C	2818.7	Standard non polar	33892256
17-O-acetylnorajmaline,2TMS,isomer #1	CCC1C2CC3C4N([Si](C)(C)C)C5=CC=CC=C5C45CC(C2C5OC(C)=O)N3C1O[Si](C)(C)C	3350.3	Standard polar	33892256
17-O-acetylnorajmaline,2TBDMS,isomer #1	CCC1C2CC3C4N([Si](C)(C)C(C)(C)C)C5=CC=CC=C5C45CC(C2C5OC(C)=O)N3C1O[Si](C)(C)C(C)(C)C	3233.0	Semi standard non polar	33892256
17-O-acetylnorajmaline,2TBDMS,isomer #1	CCC1C2CC3C4N([Si](C)(C)C(C)(C)C)C5=CC=CC=C5C45CC(C2C5OC(C)=O)N3C1O[Si](C)(C)C(C)(C)C	3304.4	Standard non polar	33892256
17-O-acetylnorajmaline,2TBDMS,isomer #1	CCC1C2CC3C4N([Si](C)(C)C(C)(C)C)C5=CC=CC=C5C45CC(C2C5OC(C)=O)N3C1O[Si](C)(C)C(C)(C)C	3548.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 10V, Positive-QTOF	splash10-0a4i-0029000000-9745e12a1644ea32c8c2	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 20V, Positive-QTOF	splash10-01ot-1097000000-506f132cd47ed22fd04e	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 40V, Positive-QTOF	splash10-001j-3790000000-ba3dde278a378f2214d0	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 10V, Negative-QTOF	splash10-0w29-1009000000-45774a6b9c9fcdbcf19e	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 20V, Negative-QTOF	splash10-0ik9-2029000000-3b18b0de4f3b597158d4	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 40V, Negative-QTOF	splash10-06sl-3093000000-38fd1a1ec20cde7ffdf1	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 10V, Positive-QTOF	splash10-0a4i-0009000000-47937e1bca34335c6cdb	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 20V, Positive-QTOF	splash10-0a4i-0029000000-8c6ef66116a76cdbbc3e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 40V, Positive-QTOF	splash10-0zfr-0019000000-b40526a6657c83e887fd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 10V, Negative-QTOF	splash10-0udi-2009000000-1e2571d577c6640e6c02	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 20V, Negative-QTOF	splash10-0zfr-5009000000-b5a1702fdea2aac4d9e2	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-O-acetylnorajmaline 40V, Negative-QTOF	splash10-054p-9024000000-62c90d8025f77d6adfe9	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030276

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

4491170

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 17-O-acetylnorajmaline (HMDB0304031)

MOL for HMDB0304031 (17-O-acetylnorajmaline)

3D MOL for HMDB0304031 (17-O-acetylnorajmaline)

3D SDF for HMDB0304031 (17-O-acetylnorajmaline)

3D-SDF for HMDB0304031 (17-O-acetylnorajmaline)

PDB for HMDB0304031 (17-O-acetylnorajmaline)

3D PDB for HMDB0304031 (17-O-acetylnorajmaline)

SMILES for HMDB0304031 (17-O-acetylnorajmaline)

INCHI for HMDB0304031 (17-O-acetylnorajmaline)

Structure for HMDB0304031 (17-O-acetylnorajmaline)

3D Structure for HMDB0304031 (17-O-acetylnorajmaline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra