Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:15:41 UTC

Update Date

2022-03-07 02:53:45 UTC

HMDB ID

HMDB0033523

Secondary Accession Numbers

HMDB33523

Metabolite Identification

Common Name

(-)-Pyrifolidine

Description

(-)-Pyrifolidine belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids. Based on a literature review a significant number of articles have been published on (-)-Pyrifolidine.

Structure

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

  Mrv0541 05061307102D          

 28 32  0  0  0  0            999 V2000
    0.8622    1.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    2.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3931    0.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804    1.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327    1.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3729    0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6318   -0.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738    2.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2030    0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -0.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529   -0.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    0.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125    0.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144    1.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7998    0.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9139    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293    1.9451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5561    3.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8091   -0.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3837    1.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 16  2  0  0  0  0
 20 17  2  0  0  0  0
 20 19  1  0  0  0  0
 22  5  1  0  0  0  0
 22 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 23 16  1  0  0  0  0
 23 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
 24 21  1  0  0  0  0
 25 15  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 15  2  0  0  0  0
 27  3  1  0  0  0  0
 27 17  1  0  0  0  0
 28  4  1  0  0  0  0
 28 20  1  0  0  0  0
M  END

HMDB0033523
     RDKit          3D
(-)-Pyrifolidine
 60 64  0  0  0  0  0  0  0  0999 V2000
   -1.8803    2.8631    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174    1.8824    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417    0.4316    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226   -0.3867    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5556   -0.1577   -0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -0.3553   -2.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -0.6825   -1.7686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8756   -2.0083   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -1.8901   -1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494   -0.7032   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    0.0879   -0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    1.1554   -1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324    1.7143   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3744    1.1789   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6666    1.7194   -0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431    2.8230   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.0893    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883   -0.4326    1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -0.0012    2.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7645   -0.4438    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776   -1.5521    0.8568 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489   -2.7283    1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285   -3.2026    1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -3.5035    2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2639   -1.2161    0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.0489    1.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0073    0.1690    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790    0.0691   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3743    3.8746    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746    2.7466    1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.9511   -0.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.9844   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    2.1480    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -1.4660    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4554   -0.0565    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3668   -0.9170   -1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    0.8325   -0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128   -1.1128   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6057    0.6068   -2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979   -2.4304   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -2.7191   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -2.8075   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450   -1.6693   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    1.5752   -2.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7115    2.5587   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    3.6236   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    2.5500   -2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9859    3.1528   -1.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7323    0.9548    2.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146    0.0491    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100   -0.7562    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -2.8678    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0891   -4.3423    1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902   -2.9303    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8816   -2.0706    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.7859    1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888   -0.3553    2.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497   -0.7668    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448    0.9716    2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0317   -1.2242 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  1  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
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 27  3  1  0
 28  3  1  0
 28  7  1  0
 25 10  1  0
 20 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
M  END

  Mrv0541 05061307102D          

 28 32  0  0  0  0            999 V2000
    0.8622    1.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286    2.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3931    0.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804    1.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327    1.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3729    0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6318   -0.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738    2.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2030    0.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -0.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529   -0.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    0.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125    0.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8144    1.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7998    0.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9139    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844    1.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.1074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293    1.9451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5561    3.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8091   -0.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3837    1.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  9  1  0  0  0  0
 13  6  1  0  0  0  0
 14 12  1  0  0  0  0
 15  2  1  0  0  0  0
 16  7  1  0  0  0  0
 17  8  1  0  0  0  0
 18  9  1  0  0  0  0
 19 16  2  0  0  0  0
 20 17  2  0  0  0  0
 20 19  1  0  0  0  0
 22  5  1  0  0  0  0
 22 10  1  0  0  0  0
 22 11  1  0  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 23 16  1  0  0  0  0
 23 18  1  0  0  0  0
 23 21  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
 24 21  1  0  0  0  0
 25 15  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 15  2  0  0  0  0
 27  3  1  0  0  0  0
 27 17  1  0  0  0  0
 28  4  1  0  0  0  0
 28 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033523

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N2O3/c1-5-22-10-6-13-24-14-12-23(21(22)24)16-7-8-17(27-3)20(28-4)19(16)25(15(2)26)18(23)9-11-22/h7-8,18,21H,5-6,9-14H2,1-4H3

> <INCHI_KEY>
BTDUGGGJFMJNOB-UHFFFAOYSA-N

> <FORMULA>
C23H32N2O3

> <MOLECULAR_WEIGHT>
384.5118

> <EXACT_MASS>
384.2412929

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
44.80090058410033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethan-1-one

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
2.6254627930000005

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.740372637739435

> <JCHEM_POLAR_SURFACE_AREA>
42.010000000000005

> <JCHEM_REFRACTIVITY>
108.73499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033523
     RDKit          3D
(-)-Pyrifolidine
 60 64  0  0  0  0  0  0  0  0999 V2000
   -1.8803    2.8631    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174    1.8824    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417    0.4316    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226   -0.3867    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5556   -0.1577   -0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -0.3553   -2.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -0.6825   -1.7686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8756   -2.0083   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -1.8901   -1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494   -0.7032   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    0.0879   -0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    1.1554   -1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324    1.7143   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3744    1.1789   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6666    1.7194   -0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431    2.8230   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.0893    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883   -0.4326    1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -0.0012    2.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7645   -0.4438    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776   -1.5521    0.8568 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489   -2.7283    1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285   -3.2026    1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -3.5035    2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2639   -1.2161    0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.0489    1.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0073    0.1690    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790    0.0691   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3743    3.8746    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746    2.7466    1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.9511   -0.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.9844   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    2.1480    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -1.4660    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4554   -0.0565    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3668   -0.9170   -1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    0.8325   -0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128   -1.1128   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6057    0.6068   -2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979   -2.4304   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -2.7191   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -2.8075   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450   -1.6693   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    1.5752   -2.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7115    2.5587   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    3.6236   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    2.5500   -2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9859    3.1528   -1.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7323    0.9548    2.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146    0.0491    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100   -0.7562    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -2.8678    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0891   -4.3423    1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902   -2.9303    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8816   -2.0706    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.7859    1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888   -0.3553    2.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497   -0.7668    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448    0.9716    2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0317   -1.2242 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  1  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
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 27  3  1  0
 28  3  1  0
 28  7  1  0
 25 10  1  0
 20 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.609   2.711   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.880   5.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.800   1.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.403   2.545   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.048   3.261   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.563   0.220   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.646  -0.318   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.133  -0.718   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.924   4.362   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.805   1.740   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.486   3.812   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.846   0.673   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.759  -0.751   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.005  -0.618   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.342   5.002   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.249   1.170   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.223   0.370   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.120   3.392   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.339   2.258   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.826   1.858   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.439   1.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.243   2.291   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.878   1.871   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.197  -0.200   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       8.641   3.631   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       8.505   6.295   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.710  -0.030   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.916   2.946   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   15                                                            
CONECT    3   27                                                            
CONECT    4   28                                                            
CONECT    5    1   22                                                       
CONECT    6   10   13                                                       
CONECT    7    8   16                                                       
CONECT    8    7   17                                                       
CONECT    9   11   18                                                       
CONECT   10    6   22                                                       
CONECT   11    9   22                                                       
CONECT   12   14   23                                                       
CONECT   13    6   24                                                       
CONECT   14   12   24                                                       
CONECT   15    2   25   26                                                  
CONECT   16    7   19   23                                                  
CONECT   17    8   20   27                                                  
CONECT   18    9   23   25                                                  
CONECT   19   16   20   25                                                  
CONECT   20   17   19   28                                                  
CONECT   21   22   23   24                                                  
CONECT   22    5   10   11   21                                             
CONECT   23   12   16   18   21                                             
CONECT   24   13   14   21                                                  
CONECT   25   15   18   19                                                  
CONECT   26   15                                                            
CONECT   27    3   17                                                       
CONECT   28    4   20                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0033523
HETATM    1  C1  UNL     1      -1.880   2.863   0.376  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.017   1.882   0.273  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.542   0.432   0.418  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.823  -0.387   0.291  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.556  -0.158  -0.983  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.609  -0.355  -2.125  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.309  -0.682  -1.769  1.00  0.00           N  
HETATM    8  C7  UNL     1      -1.876  -2.008  -1.795  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.415  -1.890  -1.402  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.449  -0.703  -0.470  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.796   0.088  -0.683  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.175   1.155  -1.446  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.432   1.714  -1.413  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.374   1.179  -0.569  1.00  0.00           C  
HETATM   15  O1  UNL     1       4.667   1.719  -0.505  1.00  0.00           O  
HETATM   16  C14 UNL     1       4.943   2.823  -1.341  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.032   0.089   0.228  1.00  0.00           C  
HETATM   18  O2  UNL     1       3.988  -0.433   1.072  1.00  0.00           O  
HETATM   19  C16 UNL     1       4.184  -0.001   2.402  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.765  -0.444   0.167  1.00  0.00           C  
HETATM   21  N2  UNL     1       1.178  -1.552   0.857  1.00  0.00           N  
HETATM   22  C18 UNL     1       1.749  -2.728   1.336  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.129  -3.203   1.129  1.00  0.00           C  
HETATM   24  O3  UNL     1       1.007  -3.504   2.035  1.00  0.00           O  
HETATM   25  C20 UNL     1      -0.264  -1.216   0.925  1.00  0.00           C  
HETATM   26  C21 UNL     1      -0.513  -0.049   1.855  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.007   0.169   1.789  1.00  0.00           C  
HETATM   28  C23 UNL     1      -1.679   0.069  -0.726  1.00  0.00           C  
HETATM   29  H1  UNL     1      -2.374   3.875   0.492  1.00  0.00           H  
HETATM   30  H2  UNL     1      -1.275   2.747   1.292  1.00  0.00           H  
HETATM   31  H3  UNL     1      -1.285   2.951  -0.550  1.00  0.00           H  
HETATM   32  H4  UNL     1      -3.406   1.984  -0.765  1.00  0.00           H  
HETATM   33  H5  UNL     1      -3.805   2.148   0.971  1.00  0.00           H  
HETATM   34  H6  UNL     1      -3.644  -1.466   0.471  1.00  0.00           H  
HETATM   35  H7  UNL     1      -4.455  -0.057   1.163  1.00  0.00           H  
HETATM   36  H8  UNL     1      -5.367  -0.917  -1.034  1.00  0.00           H  
HETATM   37  H9  UNL     1      -5.051   0.832  -0.996  1.00  0.00           H  
HETATM   38  H10 UNL     1      -4.013  -1.113  -2.824  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.606   0.607  -2.718  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.998  -2.430  -2.813  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.340  -2.719  -1.102  1.00  0.00           H  
HETATM   42  H14 UNL     1      -0.045  -2.807  -0.919  1.00  0.00           H  
HETATM   43  H15 UNL     1       0.145  -1.669  -2.333  1.00  0.00           H  
HETATM   44  H16 UNL     1       0.428   1.575  -2.111  1.00  0.00           H  
HETATM   45  H17 UNL     1       2.711   2.559  -2.025  1.00  0.00           H  
HETATM   46  H18 UNL     1       4.206   3.624  -1.052  1.00  0.00           H  
HETATM   47  H19 UNL     1       4.782   2.550  -2.404  1.00  0.00           H  
HETATM   48  H20 UNL     1       5.986   3.153  -1.164  1.00  0.00           H  
HETATM   49  H21 UNL     1       4.732   0.955   2.460  1.00  0.00           H  
HETATM   50  H22 UNL     1       3.215   0.049   2.931  1.00  0.00           H  
HETATM   51  H23 UNL     1       4.810  -0.756   2.924  1.00  0.00           H  
HETATM   52  H24 UNL     1       3.517  -2.868   0.141  1.00  0.00           H  
HETATM   53  H25 UNL     1       3.089  -4.342   1.052  1.00  0.00           H  
HETATM   54  H26 UNL     1       3.790  -2.930   1.956  1.00  0.00           H  
HETATM   55  H27 UNL     1      -0.882  -2.071   1.184  1.00  0.00           H  
HETATM   56  H28 UNL     1       0.085   0.786   1.504  1.00  0.00           H  
HETATM   57  H29 UNL     1      -0.289  -0.355   2.899  1.00  0.00           H  
HETATM   58  H30 UNL     1      -2.450  -0.767   2.194  1.00  0.00           H  
HETATM   59  H31 UNL     1      -2.345   0.972   2.477  1.00  0.00           H  
HETATM   60  H32 UNL     1      -1.347   1.032  -1.224  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   27   28
CONECT    4    5   34   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8   28
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   25   28
CONECT   11   12   12   20
CONECT   12   13   44
CONECT   13   14   14   45
CONECT   14   15   17
CONECT   15   16
CONECT   16   46   47   48
CONECT   17   18   20   20
CONECT   18   19
CONECT   19   49   50   51
CONECT   20   21
CONECT   21   22   25
CONECT   22   23   24   24
CONECT   23   52   53   54
CONECT   25   26   55
CONECT   26   27   56   57
CONECT   27   58   59
CONECT   28   60
END

HMDB0033523
     RDKit          3D
(-)-Pyrifolidine
 60 64  0  0  0  0  0  0  0  0999 V2000
   -1.8803    2.8631    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0174    1.8824    0.2726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5417    0.4316    0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8226   -0.3867    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5556   -0.1577   -0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -0.3553   -2.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -0.6825   -1.7686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8756   -2.0083   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4153   -1.8901   -1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494   -0.7032   -0.4700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7965    0.0879   -0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    1.1554   -1.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324    1.7143   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3744    1.1789   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6666    1.7194   -0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9431    2.8230   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    0.0893    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9883   -0.4326    1.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841   -0.0012    2.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7645   -0.4438    0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1776   -1.5521    0.8568 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489   -2.7283    1.3358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1285   -3.2026    1.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072   -3.5035    2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2639   -1.2161    0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5131   -0.0489    1.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0073    0.1690    1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6790    0.0691   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3743    3.8746    0.4922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2746    2.7466    1.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.9511   -0.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065    1.9844   -0.7645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    2.1480    0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6440   -1.4660    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4554   -0.0565    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3668   -0.9170   -1.0340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0512    0.8325   -0.9962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128   -1.1128   -2.8245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6057    0.6068   -2.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9979   -2.4304   -2.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -2.7191   -1.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -2.8075   -0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1450   -1.6693   -2.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    1.5752   -2.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7115    2.5587   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    3.6236   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    2.5500   -2.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9859    3.1528   -1.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7323    0.9548    2.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146    0.0491    2.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100   -0.7562    2.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167   -2.8678    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0891   -4.3423    1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7902   -2.9303    1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8816   -2.0706    1.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0853    0.7859    1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2888   -0.3553    2.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497   -0.7668    2.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448    0.9716    2.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0317   -1.2242 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  1  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
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 27  3  1  0
 28  3  1  0
 28  7  1  0
 25 10  1  0
 20 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 23 52  1  0
 23 53  1  0
 23 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 27 59  1  0
 28 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂N₂O₃

Average Molecular Weight

384.5118

Monoisotopic Molecular Weight

384.2412929

IUPAC Name

1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethan-1-one

Traditional Name

1-{12-ethyl-5,6-dimethoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl}ethanone

CAS Registry Number

Not Available

SMILES

CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23

InChI Identifier

InChI=1S/C23H32N2O3/c1-5-22-10-6-13-24-14-12-23(21(22)24)16-7-8-17(27-3)20(28-4)19(16)25(15(2)26)18(23)9-11-22/h7-8,18,21H,5-6,9-14H2,1-4H3

InChI Key

BTDUGGGJFMJNOB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidospermatan-type alkaloids

Sub Class

Not Available

Direct Parent

Aspidospermatan-type alkaloids

Alternative Parents

Substituents

Aspidosperma alkaloid
Plumeran-type alkaloid
Carbazole
Quinolidine
Indole or derivatives
Indolizidine
Anisole
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
N-alkylpyrrolidine
Acetamide
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033523)
Cell membrane (HMDB: HMDB0033523)

Source

Exogenous

Exogenous (HMDB: HMDB0033523)

Food

Food (HMDB: HMDB0033523)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033523)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	148 - 150 °C	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
Water Solubility	0.15 g/L	ALOGPS
logP	3.67	ALOGPS
logP	2.63	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	9.74	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	42.01 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.74 m³·mol⁻¹	ChemAxon
Polarizability	44.8 Å³	ChemAxon
Number of Rings	5	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
DarkChem	[M+H]+	187.618	31661259
DarkChem	[M-H]-	187.687	31661259
DeepCCS	[M-2H]-	223.698	30932474
DeepCCS	[M+Na]+	198.927	30932474
AllCCS	[M+H]+	193.3	32859911
AllCCS	[M+H-H2O]+	190.8	32859911
AllCCS	[M+NH4]+	195.7	32859911
AllCCS	[M+Na]+	196.3	32859911
AllCCS	[M-H]-	198.9	32859911
AllCCS	[M+Na-2H]-	199.4	32859911
AllCCS	[M+HCOO]-	200.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Pyrifolidine	CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23	3998.3	Standard polar	33892256
(-)-Pyrifolidine	CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23	2998.3	Standard non polar	33892256
(-)-Pyrifolidine	CCC12CCCN3CCC4(C(CC1)N(C(C)=O)C1=C4C=CC(OC)=C1OC)C23	3014.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Pyrifolidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mo-1009000000-1d06e222b3205ad9b331	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Pyrifolidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 10V, Positive-QTOF	splash10-000i-0009000000-407ce660ee53421087aa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 20V, Positive-QTOF	splash10-000l-0009000000-c403f70c6794d40e6e18	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 40V, Positive-QTOF	splash10-004l-2049000000-2bdd11e53e8a9d9fb378	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 10V, Negative-QTOF	splash10-001i-0009000000-967db2e384dbeb409129	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 20V, Negative-QTOF	splash10-003u-0009000000-b858f08d0bdb3974681b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 40V, Negative-QTOF	splash10-055v-2089000000-34e9800e2d5201ea08b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 10V, Positive-QTOF	splash10-000i-0009000000-fd02257bf6676d227f57	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 20V, Positive-QTOF	splash10-000i-0009000000-3962536fd154573e4e76	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 40V, Positive-QTOF	splash10-0a6r-0019000000-303ba9da6f31a8f74f3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 10V, Negative-QTOF	splash10-001i-0009000000-3f4221fa8f616e8fdf5b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 20V, Negative-QTOF	splash10-001i-0009000000-3f4221fa8f616e8fdf5b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Pyrifolidine 40V, Negative-QTOF	splash10-057i-0019000000-55629113a82e9123db6a	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB011579

KNApSAcK ID

Not Available

Chemspider ID

504090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

579923

PDB ID

Not Available

ChEBI ID

171724

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (-)-Pyrifolidine (HMDB0033523)

MOL for HMDB0033523 ((-)-Pyrifolidine)

3D MOL for HMDB0033523 ((-)-Pyrifolidine)

3D SDF for HMDB0033523 ((-)-Pyrifolidine)

3D-SDF for HMDB0033523 ((-)-Pyrifolidine)

PDB for HMDB0033523 ((-)-Pyrifolidine)

3D PDB for HMDB0033523 ((-)-Pyrifolidine)

SMILES for HMDB0033523 ((-)-Pyrifolidine)

INCHI for HMDB0033523 ((-)-Pyrifolidine)

Structure for HMDB0033523 ((-)-Pyrifolidine)

3D Structure for HMDB0033523 ((-)-Pyrifolidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra