CAS 2447-54-3|24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.01<...

General Information

Structure

Molecular Formula

C₂₀H₁₄NO₄+

Molecular Mass

332.32946

Exact Mass

332.09228293

Charge

InChI

InChI=1S/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1

InChIKey

INVGWHRKADIJHF-UHFFFAOYSA-N

Canonic Smiles

C[n+]1cc2c3OCOc3ccc2c2c1c1cc3OCOc3cc1cc2

Isomeric Smiles

O1c2c(OC1)c1c[n+](c3c(c1cc2)ccc1cc2OCOc2cc31)C

Calculated Properties

JChem

LogD (pH = 7.4)

-0.94

LogD (pH = 5.5)

-0.94

Log P

-0.94

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

13.03

Polar Surface Area

40.80

Polarizability

35.61

Molar Refractivity

90.82

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14,16,21,23-nonaen-24-ium 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2(10),3,8,11,14(22),15,17(21),23-nonaen-24-ium

IUPAC Traditional name

sanguinarine 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-1(13),2(10),3,8,11,14(22),15,17(21),23-nonaen-24-ium

Synonyms

SanguinarinePseudochelerythrineSanguinarinesanguinarinesanguinarine13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridiniumSanguinarine

Names and Identifiers

Registration numbers

CHEBI ID

17183CHEBI:9022CHEBI:15064CHEBI:17183CHEBI:26601

Chemspider ID

4970

PubChem CID

5154

CHEMBL

417799CHEMBL417799