CAS 130-86-9|protopine|15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22...

General Information

Structure

Molecular Formula

C₂₀H₁₉NO₅

Molecular Mass

353.36856

Exact Mass

353.12632271

Charge

InChI

InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3

InChIKey

GPTFURBXHJWNHR-UHFFFAOYSA-N

Canonic Smiles

CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)c1OCOc1cc2

Isomeric Smiles

c12cc3OCOc3cc1CCN(C)Cc1c(CC2=O)ccc2c1OCO2

Calculated Properties

JChem

LogD (pH = 7.4)

2.59

LogD (pH = 5.5)

2.33

Log P

2.59

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

5.42

Polar Surface Area

57.23

Polarizability

36.68

Molar Refractivity

94.57

LOG S

-3.64

Data Source

Names and Identifiers

IUPAC Traditional name

protopine 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0^{4,12}.0^{6,10}.0^{18,22}]tetracosa-1(24),4(12),5,10,17,22-hexaen-3-one

IUPAC name

15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0⁴,¹².0⁶,¹⁰.0¹⁸,²²]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0⁴,¹².0⁶,¹⁰.0¹⁸,²²]tetracosa-1(24),4,6(10),11,17,22-hexaen-3-one 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0⁴,¹².0⁶,¹⁰.0¹⁸,²²]tetracosa-1(24),4(12),5,10,17,22-hexaen-3-one

Synonyms

Protopine4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-oneBiflorineCorydinine7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-oneMacleyineFumarineFumarinProtopinProtopineProtopineMacleyineCorydinineFumarine7-methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-oneprotopine4,6,7,14-Tetrahydro-5-methyl-bis(1,3)benzodioxolo(4,5-c-5',6'-g)azecin-13(5H)-oneprotopine

Names and Identifiers

Registration numbers

CAS Number

CHEMBL

PubChem CID

Wikipedia Title

PubChem SID