NP-MRD: Showing NP-Card for 6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline (NP0050081)

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Record Information

Version

2.0

Created at

2022-03-17 21:22:55 UTC

Updated at

2022-03-17 21:22:55 UTC

NP-MRD ID

NP0050081

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline

Description

6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline is found in Hytios reticulatus.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310031818342D          

 21 23  0  0  0  0            999 V2000
    2.5702    1.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5588   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9529    1.2143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0295    0.2459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4931    1.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4880    0.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2101    1.5187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2000   -0.1313    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9988    0.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2512    1.5444    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2640   -0.1365    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1246    2.3832    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0911   -1.0031    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7667    0.7848    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6255    0.1000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5842    0.6729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3733    1.4237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3642   -0.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    0.6782    0.0000 S   0  0  1  0  0  0  0  0  0  0  0  0
    2.6923    0.8483    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8991   -0.5687    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
  7 12  1  1  0  0  0
  8 13  1  1  0  0  0
 14  9  1  0  0  0  0
 15  9  1  0  0  0  0
 17  1  1  0  0  0  0
 18  2  1  0  0  0  0
 19 16  2  0  0  0  0
 19 17  1  6  0  0  0
 19 18  1  0  0  0  0
  3 20  1  6  0  0  0
  4 21  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0050081

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CO[S@](=O)OC[C@@]1([H])[C@]1(Cl)C(Cl)=C(Cl)[C@@]2(Cl)C1(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2/t3-,4+,7+,8-,19-

> <INCHI_KEY>
RDYMFSUJUZBWLH-FYHLGZKHSA-N

> <FORMULA>
C9H6Cl6O3S

> <MOLECULAR_WEIGHT>
406.9

> <EXACT_MASS>
403.8168814

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
31.631570136927422

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5R,8S,9S)-1,9,10,11,12,12-hexachloro-4,6-dioxa-5lambda4-thiatricyclo[7.2.1.0^{2,8}]dodec-10-en-5-one

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
2.5991262023333332

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.4864099707963145

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
76.9761

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5R,8S,9S)-1,9,10,11,12,12-hexachloro-4,6-dioxa-5lambda4-thiatricyclo[7.2.1.0^{2,8}]dodec-10-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 03-OCT-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-OCT-18         0                                  
HETATM    1  C   UNK     0       4.798   3.009   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.776  -0.451   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.645   2.267   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.788   0.459   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.920   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.911   0.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.259   2.835   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.240  -0.245   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.864   1.297   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      -0.469   2.883   0.000  0.00  0.00          Cl+0
HETATM   11 Cl   UNK     0      -0.493  -0.255   0.000  0.00  0.00          Cl+0
HETATM   12 Cl   UNK     0       2.099   4.449   0.000  0.00  0.00          Cl+0
HETATM   13 Cl   UNK     0       2.037  -1.873   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0       3.298   1.465   0.000  0.00  0.00          Cl+0
HETATM   15 Cl   UNK     0       3.034   0.187   0.000  0.00  0.00          Cl+0
HETATM   16  O   UNK     0       8.557   1.256   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.297   2.658   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.280  -0.117   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       6.957   1.266   0.000  0.00  0.00           S+0
HETATM   20  H   UNK     0       5.026   1.584   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.545  -1.062   0.000  0.00  0.00           H+0
CONECT    1    3   17                                                       
CONECT    2    4   18                                                       
CONECT    3    1    4    7   20                                             
CONECT    4    2    3    8   21                                             
CONECT    5    6    7   10                                                  
CONECT    6    5    8   11                                                  
CONECT    7    3    5    9   12                                             
CONECT    8    4    6    9   13                                             
CONECT    9    7    8   14   15                                             
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15    9                                                            
CONECT   16   19                                                            
CONECT   17    1   19                                                       
CONECT   18    2   19                                                       
CONECT   19   16   17   18                                                  
CONECT   20    3                                                            
CONECT   21    4                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
b-endoSulfan	Generator
b-endoSulphan	Generator
beta-endoSulphan	Generator
Β-endosulfan	Generator
Β-endosulphan	Generator

Chemical Formula

C₉H₆Cl₆O₃S

Average Mass

406.9000 Da

Monoisotopic Mass

403.81688 Da

IUPAC Name

(1R,2R,5R,8S,9S)-1,9,10,11,12,12-hexachloro-4,6-dioxa-5lambda4-thiatricyclo[7.2.1.0^{2,8}]dodec-10-en-5-one

Traditional Name

(1R,2R,5R,8S,9S)-1,9,10,11,12,12-hexachloro-4,6-dioxa-5lambda4-thiatricyclo[7.2.1.0^{2,8}]dodec-10-en-5-one

CAS Registry Number

Not Available

SMILES

[H][C@]12CO[S@](=O)OC[C@@]1([H])[C@]1(Cl)C(Cl)=C(Cl)[C@@]2(Cl)C1(Cl)Cl

InChI Identifier

InChI=1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2/t3-,4+,7+,8-,19-

InChI Key

RDYMFSUJUZBWLH-FYHLGZKHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinidia chinensis	FooDB	PHYTOHUB
Ananas comosus	FooDB	PHYTOHUB
Hytios reticulatus	-	KNApSAcK
Musa acuminata	FooDB	PHYTOHUB
Solanum lycopersicum	FooDB	PHYTOHUB

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.32	ALOGPS
logP	2.6	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.98 m³·mol⁻¹	ChemAxon
Polarizability	31.63 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline (NP0050081)

MOL for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

3D MOL for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

3D SDF for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

3D-SDF for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

PDB for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

3D PDB for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

SMILES for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

INCHI for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

Structure for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)

3D Structure for NP0050081 (6-hydroxy-1-methyl-1,2,3,4-tetrahydro-beta-carboline)