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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:41:33 UTC

Update Date

2021-09-26 22:58:38 UTC

HMDB ID

HMDB0248388

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ancistrocladine

Description

Ancistrocladine belongs to the class of organic compounds known as naphthylisoquinolines. These are polycyclic aromatic compounds containing a naphthalene moiety linked to an isoquinoline through a CC or CN single bond. Based on a literature review very few articles have been published on Ancistrocladine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ancistrocladine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ancistrocladine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004191521552D          

 30 33  0  0  0  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  3 15  1  0  0  0  0
  8 15  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 16 30  2  0  0  0  0
 23 30  1  0  0  0  0
M  END

HMDB0248388
     RDKit          3D
Ancistrocladine
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.7715   -1.2578    3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730   -0.5777    2.1468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0889   -0.6362    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398   -1.4032    2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8674   -1.4609    1.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -2.2597    2.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -0.7603    0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769   -0.8074    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -1.7842   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -2.7874   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3546   -1.7800   -1.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -0.8579   -0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5872   -0.8674   -1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -1.8482   -2.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540    0.0953   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761    1.0452    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435    0.9825   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    1.9319    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    2.0074    1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    2.0322    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3382    1.1074    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.1402    0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093    0.0011   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982    0.0822    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757    0.8723   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.1182   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531    1.7568   -1.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0490    2.0976   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7142    3.0404   -2.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752    0.7983   -1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8863   -1.2843    3.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -2.2891    3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643   -0.6750    4.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -1.9710    3.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -2.7624    3.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882   -3.7756   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -2.5306   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188   -2.9768   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923   -2.5536   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -1.6589   -3.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6255   -2.8711   -2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0202   -1.8833   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4050    1.6844    1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9693    0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0129    1.8698   -0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739    2.7307    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    2.7676    2.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.0715    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4172    1.5069    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -1.1128   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4481    0.2531   -1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -0.3006    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5208    1.2367   -2.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8114    2.5515   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200    3.0973   -2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    4.0301   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630    2.6420   -3.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2391    1.0946   -1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7648    0.3554   -2.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 24  3  1  0
 22  8  1  0
 30 23  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
M  END

  Mrv1533004191521552D          

 30 33  0  0  0  0            999 V2000
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  3 15  1  0  0  0  0
  8 15  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 16 30  2  0  0  0  0
 23 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248388

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(O)C=C(OC)C2=C1CC(C)NC2C

> <INCHI_IDENTIFIER>
InChI=1S/C25H29NO4/c1-13-10-20(29-5)25-16(8-7-9-19(25)28-4)22(13)24-17-11-14(2)26-15(3)23(17)21(30-6)12-18(24)27/h7-10,12,14-15,26-27H,11H2,1-6H3

> <INCHI_KEY>
XUFOYASAFNKRRE-UHFFFAOYSA-N

> <FORMULA>
C25H29NO4

> <MOLECULAR_WEIGHT>
407.51

> <EXACT_MASS>
407.209658418

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.73295544312789

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.390484922406589

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.285462691964558

> <JCHEM_PKA_STRONGEST_BASIC>
8.483774802298038

> <JCHEM_POLAR_SURFACE_AREA>
59.95

> <JCHEM_REFRACTIVITY>
119.4513

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248388
     RDKit          3D
Ancistrocladine
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.7715   -1.2578    3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730   -0.5777    2.1468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0889   -0.6362    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398   -1.4032    2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8674   -1.4609    1.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -2.2597    2.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -0.7603    0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769   -0.8074    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -1.7842   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -2.7874   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3546   -1.7800   -1.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -0.8579   -0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5872   -0.8674   -1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -1.8482   -2.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540    0.0953   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761    1.0452    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435    0.9825   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    1.9319    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    2.0074    1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    2.0322    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3382    1.1074    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.1402    0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093    0.0011   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982    0.0822    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757    0.8723   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.1182   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531    1.7568   -1.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0490    2.0976   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7142    3.0404   -2.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752    0.7983   -1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8863   -1.2843    3.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -2.2891    3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643   -0.6750    4.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -1.9710    3.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -2.7624    3.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882   -3.7756   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -2.5306   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188   -2.9768   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923   -2.5536   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -1.6589   -3.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6255   -2.8711   -2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0202   -1.8833   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4050    1.6844    1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9693    0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0129    1.8698   -0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739    2.7307    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    2.7676    2.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.0715    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4172    1.5069    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -1.1128   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4481    0.2531   -1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -0.3006    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5208    1.2367   -2.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8114    2.5515   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200    3.0973   -2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    4.0301   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630    2.6420   -3.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2391    1.0946   -1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7648    0.3554   -2.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 24  3  1  0
 22  8  1  0
 30 23  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.668  -6.930   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   16                                                  
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    3    8                                                  
CONECT   16    7   17   30                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   30                                                  
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   16   23                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0248388
HETATM    1  C1  UNL     1      -4.771  -1.258   3.295  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.373  -0.578   2.147  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.089  -0.636   1.624  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.140  -1.403   2.259  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.867  -1.461   1.741  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.116  -2.260   2.405  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.556  -0.760   0.605  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.777  -0.807   0.043  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.069  -1.784  -0.891  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.064  -2.787  -1.339  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.355  -1.780  -1.392  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.302  -0.858  -0.989  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.587  -0.867  -1.501  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.934  -1.848  -2.460  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.954   0.095  -0.052  1.00  0.00           C  
HETATM   16  C13 UNL     1       3.876   1.045   0.384  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.143   0.982  -0.166  1.00  0.00           O  
HETATM   18  C14 UNL     1       6.122   1.932   0.248  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.537   2.007   1.324  1.00  0.00           C  
HETATM   20  C16 UNL     1       2.258   2.032   1.846  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.338   1.107   1.430  1.00  0.00           C  
HETATM   22  C18 UNL     1       1.683   0.140   0.483  1.00  0.00           C  
HETATM   23  C19 UNL     1      -1.509   0.001  -0.020  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.798   0.082   0.473  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.876   0.872  -0.134  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.938  -0.118  -0.617  1.00  0.00           C  
HETATM   27  N1  UNL     1      -3.453   1.757  -1.169  1.00  0.00           N  
HETATM   28  C23 UNL     1      -2.049   2.098  -1.023  1.00  0.00           C  
HETATM   29  C24 UNL     1      -1.714   3.040  -2.180  1.00  0.00           C  
HETATM   30  C25 UNL     1      -1.275   0.798  -1.256  1.00  0.00           C  
HETATM   31  H1  UNL     1      -5.886  -1.284   3.301  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.381  -2.289   3.364  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.464  -0.675   4.181  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.356  -1.971   3.162  1.00  0.00           H  
HETATM   35  H5  UNL     1      -0.131  -2.762   3.231  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.588  -3.776  -1.504  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.343  -2.531  -2.354  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.719  -2.977  -0.612  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.592  -2.554  -2.134  1.00  0.00           H  
HETATM   40  H10 UNL     1       4.387  -1.659  -3.417  1.00  0.00           H  
HETATM   41  H11 UNL     1       4.626  -2.871  -2.138  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.020  -1.883  -2.649  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.405   1.684   1.290  1.00  0.00           H  
HETATM   44  H14 UNL     1       5.716   2.969   0.219  1.00  0.00           H  
HETATM   45  H15 UNL     1       7.013   1.870  -0.429  1.00  0.00           H  
HETATM   46  H16 UNL     1       4.274   2.731   1.643  1.00  0.00           H  
HETATM   47  H17 UNL     1       1.943   2.768   2.587  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.307   1.072   1.804  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.417   1.507   0.629  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.466  -1.113  -0.801  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.448   0.253  -1.535  1.00  0.00           H  
HETATM   52  H22 UNL     1      -5.698  -0.301   0.195  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.521   1.237  -2.096  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.811   2.552  -0.054  1.00  0.00           H  
HETATM   55  H25 UNL     1      -0.620   3.097  -2.338  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.150   4.030  -2.003  1.00  0.00           H  
HETATM   57  H27 UNL     1      -2.163   2.642  -3.108  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.239   1.095  -1.405  1.00  0.00           H  
HETATM   59  H29 UNL     1      -1.765   0.355  -2.146  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   34
CONECT    5    6    7    7
CONECT    6   35
CONECT    7    8   23
CONECT    8    9    9   22
CONECT    9   10   11
CONECT   10   36   37   38
CONECT   11   12   12   39
CONECT   12   13   15
CONECT   13   14
CONECT   14   40   41   42
CONECT   15   16   16   22
CONECT   16   17   19
CONECT   17   18
CONECT   18   43   44   45
CONECT   19   20   20   46
CONECT   20   21   47
CONECT   21   22   22   48
CONECT   23   24   24   30
CONECT   24   25
CONECT   25   26   27   49
CONECT   26   50   51   52
CONECT   27   28   53
CONECT   28   29   30   54
CONECT   29   55   56   57
CONECT   30   58   59
END

HMDB0248388
     RDKit          3D
Ancistrocladine
 59 62  0  0  0  0  0  0  0  0999 V2000
   -4.7715   -1.2578    3.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730   -0.5777    2.1468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0889   -0.6362    1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1398   -1.4032    2.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8674   -1.4609    1.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1159   -2.2597    2.4047 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -0.7603    0.6052 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769   -0.8074    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694   -1.7842   -0.8914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638   -2.7874   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3546   -1.7800   -1.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3016   -0.8579   -0.9888 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5872   -0.8674   -1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -1.8482   -2.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540    0.0953   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761    1.0452    0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1435    0.9825   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1219    1.9319    0.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372    2.0074    1.3241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578    2.0322    1.8464 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3382    1.1074    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834    0.1402    0.4832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5093    0.0011   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7982    0.0822    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8757    0.8723   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377   -0.1182   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531    1.7568   -1.1690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0490    2.0976   -1.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7142    3.0404   -2.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2752    0.7983   -1.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8863   -1.2843    3.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3812   -2.2891    3.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4643   -0.6750    4.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556   -1.9710    3.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -2.7624    3.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5882   -3.7756   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -2.5306   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7188   -2.9768   -0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5923   -2.5536   -2.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3871   -1.6589   -3.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6255   -2.8711   -2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0202   -1.8833   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4050    1.6844    1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9693    0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0129    1.8698   -0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2739    2.7307    1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9433    2.7676    2.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.0715    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4172    1.5069    0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4657   -1.1128   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4481    0.2531   -1.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977   -0.3006    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5208    1.2367   -2.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8114    2.5515   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6200    3.0973   -2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1500    4.0301   -2.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630    2.6420   -3.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2391    1.0946   -1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7648    0.3554   -2.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 24  3  1  0
 22  8  1  0
 30 23  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 18 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 30 58  1  0
 30 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₅H₂₉NO₄

Average Molecular Weight

407.51

Monoisotopic Molecular Weight

407.209658418

IUPAC Name

5-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

Traditional Name

5-(4,5-dimethoxy-2-methylnaphthalen-1-yl)-8-methoxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-6-ol

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(O)C=C(OC)C2=C1CC(C)NC2C

InChI Identifier

InChI=1S/C25H29NO4/c1-13-10-20(29-5)25-16(8-7-9-19(25)28-4)22(13)24-17-11-14(2)26-15(3)23(17)21(30-6)12-18(24)27/h7-10,12,14-15,26-27H,11H2,1-6H3

InChI Key

XUFOYASAFNKRRE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthylisoquinolines. These are polycyclic aromatic compounds containing a naphthalene moiety linked to an isoquinoline through a CC or CN single bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Naphthylisoquinolines

Direct Parent

Naphthylisoquinolines

Alternative Parents

Substituents

Naphthylisoquinoline
Naphthalene
Tetrahydroisoquinoline
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Benzenoid
Ether
Secondary aliphatic amine
Secondary amine
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

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	3.54	ALOGPS
logP	4.39	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.29	ChemAxon
pKa (Strongest Basic)	8.48	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.95 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	119.45 m³·mol⁻¹	ChemAxon
Polarizability	45.73 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	227.258	30932474
DeepCCS	[M+Na]+	202.329	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.0	32859911
AllCCS	[M+NH4]+	204.5	32859911
AllCCS	[M+Na]+	205.1	32859911
AllCCS	[M-H]-	201.7	32859911
AllCCS	[M+Na-2H]-	201.7	32859911
AllCCS	[M+HCOO]-	201.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ancistrocladine	COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(O)C=C(OC)C2=C1CC(C)NC2C	4150.5	Standard polar	33892256
Ancistrocladine	COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(O)C=C(OC)C2=C1CC(C)NC2C	3293.2	Standard non polar	33892256
Ancistrocladine	COC1=CC=CC2=C(C(C)=CC(OC)=C12)C1=C(O)C=C(OC)C2=C1CC(C)NC2C	3214.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ancistrocladine,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C2=C(C)C=C(OC)C3=C(OC)C=CC=C23)C2=C1C(C)N([Si](C)(C)C)C(C)C2	3211.9	Semi standard non polar	33892256
Ancistrocladine,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C2=C(C)C=C(OC)C3=C(OC)C=CC=C23)C2=C1C(C)N([Si](C)(C)C)C(C)C2	3321.7	Standard non polar	33892256
Ancistrocladine,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C(C2=C(C)C=C(OC)C3=C(OC)C=CC=C23)C2=C1C(C)N([Si](C)(C)C)C(C)C2	3878.3	Standard polar	33892256
Ancistrocladine,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=C(C)C=C(OC)C3=C(OC)C=CC=C23)C2=C1C(C)N([Si](C)(C)C(C)(C)C)C(C)C2	3601.8	Semi standard non polar	33892256
Ancistrocladine,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=C(C)C=C(OC)C3=C(OC)C=CC=C23)C2=C1C(C)N([Si](C)(C)C(C)(C)C)C(C)C2	3677.5	Standard non polar	33892256
Ancistrocladine,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=C(C)C=C(OC)C3=C(OC)C=CC=C23)C2=C1C(C)N([Si](C)(C)C(C)(C)C)C(C)C2	4053.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ancistrocladine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ox-0009000000-2e3476c87b1a2766fc19	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ancistrocladine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ancistrocladine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ancistrocladine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ancistrocladine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ancistrocladine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - Ancistrocladine 10V, Positive-QTOF	splash10-0a4i-0001900000-ae01d1f8b42e5a9e72b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ancistrocladine 20V, Positive-QTOF	splash10-0a6r-0009500000-c44405d3d0ae710df3f6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ancistrocladine 40V, Positive-QTOF	splash10-08ml-0019100000-6df4ae519f98a94bee4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ancistrocladine 10V, Negative-QTOF	splash10-0a4i-0001900000-65e196ad9784dbe420ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ancistrocladine 20V, Negative-QTOF	splash10-05fr-0009400000-feebca640af0db7e2aad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ancistrocladine 40V, Negative-QTOF	splash10-0h90-0009300000-7d5bc5474f7d96fb6c28	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00001803

Chemspider ID

3537287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4332940

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ancistrocladine (HMDB0248388)

MOL for HMDB0248388 (Ancistrocladine)

3D MOL for HMDB0248388 (Ancistrocladine)

3D SDF for HMDB0248388 (Ancistrocladine)

3D-SDF for HMDB0248388 (Ancistrocladine)

PDB for HMDB0248388 (Ancistrocladine)

3D PDB for HMDB0248388 (Ancistrocladine)

SMILES for HMDB0248388 (Ancistrocladine)

INCHI for HMDB0248388 (Ancistrocladine)

Structure for HMDB0248388 (Ancistrocladine)

3D Structure for HMDB0248388 (Ancistrocladine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra