Molecule

vincosamide

AlkaPlorer ID: AK003857

Synonym: '', 'ConMedNP.906', 'Vincosamide', 'Strictosamide'

IUPAC Name: (1R,18S,19R,20S)-19-ethenyl-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-14-one

Structure

SMILES: C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C2C(=O)N3CCC4=C(NC5=CC=CC=C45)[C@H]3C[C@H]21

InChI: InChI=1S/C26H30N2O8/c1-2-12-15-9-18-20-14(13-5-3-4-6-17(13)27-20)7-8-28(18)24(33)16(15)11-34-25(12)36-26-23(32)22(31)21(30)19(10-29)35-26/h2-6,11-12,15,18-19,21-23,25-27,29-32H,1,7-10H2/t12-,15+,18-,19-,21-,22+,23-,25+,26+/m1/s1

InChIKey: LBRPLJCNRZUXLS-AZVRXDBZSA-N

Reference

Indonesian Medicinal Plants. XVIII. Kompasinol A, a New Stilbeno-Phenylpropanoid from the Bark of Koompassia malaccensis (Fabaceae).

PubChem CID: 10163855

LOTUS: LTS0176391

NPASS: NPC227138

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Agathis vitiensis	Agathis	Araucariaceae	Araucariales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Uncaria rhynchophylla	Uncaria	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Aframomum zambesiacum	Aframomum	Zingiberaceae	Zingiberales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cornus walteri	Cornus	Cornaceae	Cornales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 498.5320000000003

TPSA？: 144.71

MolLogP？: 0.4725000000000003

Number of H-Donors: 5

Number of H-Acceptors: 8

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	80000.0	nM	10.1021/acs.jnatprod.9b00490
Homo sapiens	HepG2	IC50	80000.0	nM	10.1021/acs.jnatprod.9b00490
Homo sapiens	MCF7	IC50	80000.0	nM	10.1021/acs.jnatprod.9b00490
Homo sapiens	Serotonin 1a (5-HT1a) receptor	EC50	100000.0	nM	10.1021/acs.jnatprod.9b00532