Molecule

Vindolinine

AlkaPlorer ID: AK003203

Synonym: None

IUPAC Name: methyl (1R,9R,10R,12R,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6,13-tetraene-10-carboxylate

Structure

SMILES: COC(=O)[C@@H]1C[C@@]23C=CCN4CC[C@@]5(C6=CC=CC=C6N[C@]15[C@@H]2C)[C@@H]43

InChI: InChI=1S/C21H24N2O2/c1-13-19-8-5-10-23-11-9-20(18(19)23)14-6-3-4-7-16(14)22-21(13,20)15(12-19)17(24)25-2/h3-8,13,15,18,22H,9-12H2,1-2H3/t13-,15+,18+,19+,20-,21-/m1/s1

InChIKey: JSLDLCGKZDUQSH-SBDPWIONSA-N

Reference

Isolation of indole alkaloids from Catharanthus roseus by centrifugal partition chromatography in the pH-zone refining mode

PubChem CID: 24148538

CAS: 5980-02-9

LOTUS: LTS0207596

SuperNatural Ⅲ: SN0173998-08

NPASS: NPC137589

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Melodinus tenuicaudatus	Melodinus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Catharanthus longifolius	Catharanthus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Catharanthus roseus	Catharanthus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Catharanthus ovalis	Catharanthus	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 336.435

TPSA？: 41.57

MolLogP？: 2.5618000000000007

Number of H-Donors: 1

Number of H-Acceptors: 4

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	26300.0	nM	10.1021/np100086x
Homo sapiens	HL-60	IC50	6800.0	nM	10.1021/np100086x
Homo sapiens	MCF7	IC50	21900.0	nM	10.1021/np100086x
Homo sapiens	SMMC-7721	IC50	20700.0	nM	10.1021/np100086x
Homo sapiens	SW480	IC50	15200.0	nM	10.1021/np100086x