CAS 24240-04-8|CAS 485-91-6|ALLOCRYPTOPINE|β-allocryptopine|7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0^{4,9}.0^{16,20}]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one|7,8-dimethox...

General Information

Structure

Molecular Formula

C₂₁H₂₃NO₅

Molecular Mass

369.41102

Exact Mass

369.15762284

Charge

InChI

InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3

InChIKey

HYBRYAPKQCZIAE-UHFFFAOYSA-N

Canonic Smiles

COc1c(OC)ccc2c1CN(C)CCc1c(C(=O)C2)cc2c(c1)OCO2

Isomeric Smiles

COc1c(OC)c2c(CC(=O)c3cc4c(OCO4)cc3CCN(C)C2)cc1

Calculated Properties

JChem

LogD (pH = 7.4)

2.65

LogD (pH = 5.5)

2.36

Log P

2.65

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

5.48

Polar Surface Area

57.23

Polarizability

39.23

Molar Refractivity

101.73

LOG S

-3.18

Data Source

Names and Identifiers

Synonyms

ALLOCRYPTOPINE3,4-dimethoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]benzo[c]azecin-14(15H)-oneAllocryptopineGamma-Homochelidonine; Beta-HomochelidonineAlpha-FagarineallocryptopineThalictriminealpha-Allocryptopinebeta-HomochelidonineallocryptopineAllocryptopine5,7,8,15-Tetrahydro-3,4-dimethoxy-6-methyl(1,3)benzodioxolo(5,6-e)(2)benzazecin-14(6H)-onealpha-Fagarine

IUPAC Traditional name

β-allocryptopine 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0⁴,⁹.0¹⁶,²⁰]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0^{4,9}.0^{16,20}]henicosa-1(14),4(9),5,7,15,20-hexaen-2-one

IUPAC name

7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0^{4,9}.0^{16,20}]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0⁴,⁹.0¹⁶,²⁰]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0⁴,⁹.0¹⁶,²⁰]henicosa-1(14),4(9),5,7,15,20-hexaen-2-one

Names and Identifiers

Registration numbers

CAS Number

24240-04-8485-91-6

PubChem SID

1620982808144159

PubChem CID

98570

CHEBI ID

CHEBI:2597CHEBI:17390CHEBI:13762CHEBI:22358

BRENDA Database

3.4.23.461.14.14.971.14.11.321.14.11.311.14.14.98

Patent number

WO2006032380US2006154947

SureChEMBL Database

SCHEMBL673252

ACToR Database

24240-04-8485-91-6

MetaboLights Database

MTBLS435MTBLS2825MTBLS4820MTBLS417MTBLS804

IntEnz Database

EC 1.14.14.97EC 1.14.13.37

Rhea Database

BindingDB Database

CHEMBL

KNApSAcK Database

KEGG ID

SABIO-RK Database

Registration numbers

Properties

Product Information

Certificate of Analysis

Download link

Alkaloid from a wide variety of genera in the Fumariaceae ( Corydalis, Dactylicapnos ), Papaveraceae ( Argemone, Bocconia, Eschscholtzia, Glaucium, Hunnemannia, Hylomecon, Macleaya, Meconopsis, Papaver, Sanguinaria,

98.0

Safety Information

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Pharmacology Properties

Potassium outward current inducer

Physical Property

Powder

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

05223801

MP Biomedicals Rare Chemical collection

Molecule Details

References

PubChem Literature

From Data Sources

• Battersby, A.R. et al., J.C.S. Perkin 1, 1975, 1147, (biosynth)

• Haworth, R.D. et al., J.C.S., 1926, 445, (synth)

• Deulofeu, V. et al., J.O.C., 1947, 12, 217, (struct)

• Redemann, C.E. et al., J.A.C.S., 1949, 71, 1030, (uv, struct)

• Dolejs, L. et al., Coll. Czech. Chem. Comm., 1964, 29, 2479, (ms)

• Teitel, S. et al., Helv. Chim. Acta, 1973, 56, 553, (synth)

• Nakashima, T.T. et al., Org. Magn. Reson., 1973, 5, 9, (cmr)

• Sakai, T. et al., Acta Cryst. C, 1988, 44, 838, (cryst struct)

• Ma, J.C.N. et al., Can. J. Chem., 1965, 43, 1849, (pmr)

• Hruban, L. et al., Coll. Czech. Chem. Comm., 1967, 32, 3414, (uv)

• Hanaoka, M. et al., Heterocycles, 1976, 4, 1685, (synth)

• Iwasa, K. et al., J.O.C., 1982, 47, 4275, (pmr, cmr)

• Marek, J. et al., Coll. Czech. Chem. Comm., 1998, 63, 416-424, (cryst struct)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

IUPAC name

Registration numbers

CAS Number

24240-04-8485-91-6

PubChem SID

1620982808144159

PubChem CID

98570

CHEBI ID

CHEBI:2597CHEBI:17390CHEBI:13762CHEBI:22358

BRENDA Database

3.4.23.461.14.14.971.14.11.321.14.11.311.14.14.98

Patent number

WO2006032380US2006154947

SureChEMBL Database

SCHEMBL673252

ACToR Database

24240-04-8485-91-6

MetaboLights Database

MTBLS435MTBLS2825MTBLS4820MTBLS417MTBLS804

IntEnz Database

EC 1.14.14.97EC 1.14.13.37

Rhea Database

BindingDB Database

CHEMBL

KNApSAcK Database

KEGG ID

SABIO-RK Database

Molecule Details

MP Biomedicals Rare Chemical collection

References

PubChem Literature

From Data Sources

• Battersby, A.R. et al., J.C.S. Perkin 1, 1975, 1147, (biosynth)

• Haworth, R.D. et al., J.C.S., 1926, 445, (synth)

• Deulofeu, V. et al., J.O.C., 1947, 12, 217, (struct)

• Redemann, C.E. et al., J.A.C.S., 1949, 71, 1030, (uv, struct)

• Dolejs, L. et al., Coll. Czech. Chem. Comm., 1964, 29, 2479, (ms)

• Teitel, S. et al., Helv. Chim. Acta, 1973, 56, 553, (synth)

• Nakashima, T.T. et al., Org. Magn. Reson., 1973, 5, 9, (cmr)

• Sakai, T. et al., Acta Cryst. C, 1988, 44, 838, (cryst struct)

• Ma, J.C.N. et al., Can. J. Chem., 1965, 43, 1849, (pmr)

• Hruban, L. et al., Coll. Czech. Chem. Comm., 1967, 32, 3414, (uv)

• Hanaoka, M. et al., Heterocycles, 1976, 4, 1685, (synth)

• Iwasa, K. et al., J.O.C., 1982, 47, 4275, (pmr, cmr)

• Marek, J. et al., Coll. Czech. Chem. Comm., 1998, 63, 416-424, (cryst struct)

Bioactivity

PubChem BioAssay

Properties

Product Information

Certificate of Analysis

Download link

98.0

Safety Information

Download link

Pharmacology Properties

Potassium outward current inducer

Physical Property

Powder

Molecule

ID:112417