Isofangchinoline
Basic information
- CAS
33889-68-8- Standard SMILES
COc1ccc2cc1Oc1ccc(cc1)CC1c3cc(c(OC)cc3CCN1C)Oc1c(O)c(OC)cc3c1C(C2)N(C)CC3- InChIKey
IIQSJHUEZBTSAT-UHFFFAOYSA-N- Molecular formula
- C37H40N2O6
- Average molar mass
- 608.7 g/mol
- Monoisotopic mass
- 608.288637
Overview
Fangchinoline has been reported in Stephania tetrandra, Thalictrum foliolosum, and other organisms with data available.
Names & identifiers
- Preferred name
- Isofangchinoline
- IUPAC
- 9,20,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol
- English name
- Demethyl tetrandrine
- Molecular formula
- C37H40N2O6
- Molecular weight
- 608.72
Names & synonyms
Isofangchinoline9,20,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo(22.6.2.23,6.18,12.114,18.027,31.022,33)hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol9,20,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.18,12.114,18.027,31.022,33]hexatriaconta-3(36),4,6(35),8,10,12(34),18,20,22(33),24,26,31-dodecaen-21-olRefChem:923696Demethyl tetrandrineThalrugosine;ThaligineFrangchinolineNSC2771717-O-DemethyltetrandineFangchinoline [M+H]+6,6',12-trimethoxy-2,2'-dimethylberbaman-7-olSCHEMBL19236300
Show more names
FangchinolineThalrugosine(+)-ThalrugosineThaligineMenisidineNsc 277171Hanfangchin BFangquinolineeFangchinoline B(R)-Fangchinoline
SCHEMBL30929686DTXSID90955479HMS5081B10HMS5081N08MFCD00221726s3606s3611AKOS015895878
Properties
Computed structural properties
- XLogP
- 6.1
- Topological polar surface area
- 72.9 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 45
- Formal charge
- 0
- Complexity
- 963
Physicochemical properties
- Melting point
- 212 · 212-4°C (dec. ).
- Boiling point
- 709.7 · 709.7±60.0 °C(Predicted)
- Density
- 1.204 · 1.204±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
- form
- Solid
- pka
- 9.38 · 9.38±0.20(Predicted)
- color
- Off-White to Pale Beige
- FDA UNII
- 953592 C3ZB · 953592C3ZB
Chemistry & industry
Applications
UsesFangchinoline is an isolate from Stephania Tetrandra that shows anti-cancer activity. It inhibits breast adenocarcinoma proliferation through apoptosis induction. In addition, it has been shown to inhibit HIV-Type 1 replication.
DescriptionThalictrum rugosum Ait also contains this alkaloid which is dextrorotatory with [o:lbo + 128° (MeOH). The ultraviolet spectrum of this base consists of a single absorption maximum at 283 flI/J..
UsesFangchinoline is an isolate from Stephania Tetrandra that shows anti-cancer activity. It inhibits breast adenocarcinoma proliferation through apoptosis induction. In addition, it has been shown to inhibit HIV-Type 1 replication.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…