MiMeDB: Showing metabocard for Alantrypinene B (MMDBc0006982)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:20:11 UTC

Update Date

2022-08-31 06:26:34 UTC

Metabolite ID

MMDBc0006982

Metabolite Identification

Common Name

Alantrypinene B

Description

Alantrypinene B belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review a significant number of articles have been published on Alantrypinene B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152102202D          

 28 33  0  0  1  0            999 V2000
    0.8106   -1.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830    0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -2.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592   -1.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615   -1.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2077    0.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540    0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331   -0.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    1.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0962    0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -0.5791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9481   -0.0291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2177    0.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396   -0.5791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -0.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.6584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183    1.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    1.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    1.8959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 20  1  1  1  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 21 11  1  6  0  0  0
 21 13  1  0  0  0  0
 21 20  1  0  0  0  0
 22 11  2  0  0  0  0
 22 15  1  0  0  0  0
 23 14  1  0  0  0  0
 23 19  2  0  0  0  0
 24 17  2  0  0  0  0
 24 20  1  0  0  0  0
 25 16  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  2  0  0  0  0
 16 28  1  1  0  0  0
M  END


  Mrv1652305152102202D          

 28 33  0  0  1  0            999 V2000
    0.8106   -1.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830    0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8746   -2.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3830   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6592   -1.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2615   -1.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6685   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8308   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9481    0.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2077    0.6988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540    0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331   -0.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    1.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0962    0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106   -0.5791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9481   -0.0291    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2177    0.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396   -0.5791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962   -0.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5251    0.6584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6183    1.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    1.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    1.8959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  2  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 20  1  1  1  0  0  0
 20 19  1  0  0  0  0
 21 10  1  0  0  0  0
 21 11  1  6  0  0  0
 21 13  1  0  0  0  0
 21 20  1  0  0  0  0
 22 11  2  0  0  0  0
 22 15  1  0  0  0  0
 23 14  1  0  0  0  0
 23 19  2  0  0  0  0
 24 17  2  0  0  0  0
 24 20  1  0  0  0  0
 25 16  1  0  0  0  0
 25 18  1  0  0  0  0
 25 19  1  0  0  0  0
 26 17  1  0  0  0  0
 27 18  2  0  0  0  0
 16 28  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0006982

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12C[C@]3(C=NC4=CC=CC=C34)[C@@](C)(N=C1O)C1=NC3=CC=CC=C3C(=O)N21

> <INCHI_IDENTIFIER>
InChI=1S/C21H16N4O2/c1-20-19-23-14-8-4-2-6-12(14)18(27)25(19)16(17(26)24-20)10-21(20)11-22-15-9-5-3-7-13(15)21/h2-9,11,16H,10H2,1H3,(H,24,26)/t16-,20+,21-/m1/s1

> <INCHI_KEY>
UGJOAVUFFONAPW-TYCQWZJGSA-N

> <FORMULA>
C21H16N4O2

> <MOLECULAR_WEIGHT>
356.385

> <EXACT_MASS>
356.127325771

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
36.91443637907964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'R,3R,12'R)-15'-hydroxy-12'-methyl-2',10',16'-triazaspiro[indole-3,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4',6',8',10',15'-pentaen-3'-one

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
1.7035749962835072

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.847959007570401

> <JCHEM_PKA_STRONGEST_BASIC>
5.069255248479996

> <JCHEM_POLAR_SURFACE_AREA>
77.62

> <JCHEM_REFRACTIVITY>
103.2417

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,3R,12'R)-15'-hydroxy-12'-methyl-2',10',16'-triazaspiro[indole-3,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4',6',8',10',15'-pentaen-3'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       1.513  -2.621   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.182   1.229   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.499  -3.837   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.182  -0.311   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.964  -3.361   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.848   1.999   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.355  -2.806   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.848  -1.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.284  -1.855   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.770   0.972   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.254   1.304   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.514   1.229   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.675  -1.300   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.514  -0.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.252  -0.404   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.513   1.999   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.180   1.229   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.181   1.999   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.847  -0.311   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.513  -1.081   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.770  -0.054   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.140   0.716   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       4.181  -1.081   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       0.180  -0.311   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       2.847   1.229   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      -1.154   1.999   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.181   3.539   0.000  0.00  0.00           O+0
HETATM   28  H   UNK     0       1.513   3.539   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2    4    6                                                       
CONECT    3    5    7                                                       
CONECT    4    2    8                                                       
CONECT    5    3    9                                                       
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   14                                                       
CONECT    9    5   15                                                       
CONECT   10   16   21                                                       
CONECT   11   21   22                                                       
CONECT   12    6   14   18                                                  
CONECT   13    7   15   21                                                  
CONECT   14    8   12   23                                                  
CONECT   15    9   13   22                                                  
CONECT   16   10   17   25   28                                             
CONECT   17   16   24   26                                                  
CONECT   18   12   25   27                                                  
CONECT   19   20   23   25                                                  
CONECT   20    1   19   21   24                                             
CONECT   21   10   11   13   20                                             
CONECT   22   11   15                                                       
CONECT   23   14   19                                                       
CONECT   24   17   20                                                       
CONECT   25   16   18   19                                                  
CONECT   26   17                                                            
CONECT   27   18                                                            
CONECT   28   16                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

Synonyms

Not Available

Molecular Formula

C₂₁H₁₆N₄O₂

Average Mass

356.385

Monoisotopic Mass

356.127325771

IUPAC Name

(1'R,3R,12'R)-15'-hydroxy-12'-methyl-2',10',16'-triazaspiro[indole-3,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4',6',8',10',15'-pentaen-3'-one

Traditional Name

(1'R,3R,12'R)-15'-hydroxy-12'-methyl-2',10',16'-triazaspiro[indole-3,13'-tetracyclo[10.2.2.0^{2,11}.0^{4,9}]hexadecane]-4',6',8',10',15'-pentaen-3'-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3(C=NC4=CC=CC=C34)[C@@](C)(N=C1O)C1=NC3=CC=CC=C3C(=O)N21

InChI Identifier

InChI=1S/C21H16N4O2/c1-20-19-23-14-8-4-2-6-12(14)18(27)25(19)16(17(26)24-20)10-21(20)11-22-15-9-5-3-7-13(15)21/h2-9,11,16H,10H2,1H3,(H,24,26)/t16-,20+,21-/m1/s1

InChI Key

UGJOAVUFFONAPW-TYCQWZJGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridopyrimidines

Sub Class

Not Available

Direct Parent

Pyridopyrimidines

Alternative Parents

Substituents

Diazanaphthalene
Pyridopyrimidine
3-alkylindole
Quinazoline
Indole or derivatives
Delta-lactam
Piperidinone
Pyrimidone
Piperidine
Pyridine
Pyrimidine
Benzenoid
Heteroaromatic compound
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Imine
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	2.07	ALOGPS
logP	1.7	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	5.07	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77.62 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	103.24 m³·mol⁻¹	ChemAxon
Polarizability	36.91 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00052188

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

139584890

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Alantrypinene B (MMDBc0006982)

MOL for #<Metabolite:0x0000556b6abc6d28>

3D MOL for #<Metabolite:0x0000556b6abc6d28>

3D SDF for #<Metabolite:0x0000556b6abc6d28>

3D-SDF for #<Metabolite:0x0000556b6abc6d28>

PDB for #<Metabolite:0x0000556b6abc6d28>

3D PDB for #<Metabolite:0x0000556b6abc6d28>

SMILES for #<Metabolite:0x0000556b6abc6d28>

INCHI for #<Metabolite:0x0000556b6abc6d28>

Structure for #<Metabolite:0x0000556b6abc6d28>

3D Structure for #<Metabolite:0x0000556b6abc6d28>