Molecule

Cryptophycin B

AlkaPlorer ID: AK015274

Synonym: None

IUPAC Name: (3S,6R,10R,13E,16S)-10-[(4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone

Structure

SMILES: COC1=CC=C(C[C@H]2N=C(O)/C=C/C[C@@H]([C@H](C)[C@H]3O[C@@H]3C3=CC=CC=C3)OC(=O)[C@H](CC(C)C)OC(=O)[C@H](C)CN=C2O)C=C1

InChI: InChI=1S/C35H44N2O8/c1-21(2)18-29-35(41)43-28(23(4)31-32(45-31)25-10-7-6-8-11-25)12-9-13-30(38)37-27(19-24-14-16-26(42-5)17-15-24)33(39)36-20-22(3)34(40)44-29/h6-11,13-17,21-23,27-29,31-32H,12,18-20H2,1-5H3,(H,36,39)(H,37,38)/b13-9+/t22-,23+,27-,28+,29+,31-,32-/m1/s1

InChIKey: YFGZFQNBPSCWPN-FOLMERSESA-N

Reference

Structure determination, conformational analysis, chemical stability studies, and antitumor evaluation of the cryptophycins. Isolation of 18 new analogs from Nostoc sp. strain GSV 224

PubChem CID: 5468424

LOTUS: LTS0177130

NPASS: NPC207675

{

NPAtlas: NPA005731

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Katsuwonus pelamis	Katsuwonus	Scombridae	Scombriformes	Actinopteri	Chordata	Metazoa	Eukaryota
Cladrastis sikokiana	Cladrastis	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Neurolaena lobata	Neurolaena	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Peperomia clusiifolia	Peperomia	Piperaceae	Piperales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Grevillea robusta	Grevillea	Proteaceae	Proteales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Smilax moranensis	Smilax	Smilacaceae	Liliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Eleutherococcus sieboldianus	Eleutherococcus	Araliaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Vaccinium arctostaphylos	Vaccinium	Ericaceae	Ericales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces pilosus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Eriobotrya deflexa	Eriobotrya	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lasius meridionalis	Lasius	Formicidae	Hymenoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Meyerozyma guilliermondii	Meyerozyma	Debaryomycetaceae	Saccharomycetales	Saccharomycetes	Ascomycota	Fungi	Eukaryota
Ajuga nipponensis	Ajuga	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Nostoc sp.	Nostoc	Nostocaceae	Nostocales	Cyanophyceae	Cyanobacteriota	None	Bacteria
Anneissia japonica	Anneissia	Comatulidae	Comatulida	Crinoidea	Echinodermata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 620.7430000000003

TPSA？: 139.54000000000002

MolLogP？: 5.761200000000006

Number of H-Donors: 2

Number of H-Acceptors: 8

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	786-0	GI50	0.01247	nM	None
Homo sapiens	A498	GI50	0.02153	nM	None
Homo sapiens	A549	GI50	0.03155	nM	None
Homo sapiens	ACHN	GI50	0.05929	nM	None
Homo sapiens	CAKI-1	GI50	0.01247	nM	None
Homo sapiens	CCRF-CEM	GI50	0.0175	nM	None
Homo sapiens	COLO 205	GI50	0.01991	nM	None
Homo sapiens	DU-145	GI50	0.02958	nM	None
Homo sapiens	EKVX	GI50	0.03767	nM	None
Homo sapiens	HCC 2998	GI50	0.04446	nM	None
Homo sapiens	HCT-116	GI50	0.0157	nM	None
Homo sapiens	HCT-15	GI50	0.04276	nM	None
Homo sapiens	HL-60	GI50	0.01549	nM	None
Homo sapiens	HOP-62	GI50	0.02472	nM	None
Homo sapiens	Hs-578T	GI50	0.01012	nM	None
Homo sapiens	HT-29	GI50	0.008185	nM	None
Homo sapiens	HT-29	IC50	0.3	nM	10.1016/0960-894X(96)00182-5
Homo sapiens	IGROV-1	GI50	0.03243	nM	None
Homo sapiens	K562	GI50	0.009268	nM	None
Homo sapiens	KB	IC50	0.3	nM	10.1016/0960-894X(96)00182-5
Homo sapiens	KB	IC50	0.8	nM	10.1016/0960-894X(96)00182-5
Homo sapiens	KM12	GI50	0.03926	nM	None
Homo sapiens	LOX IMVI	GI50	0.01742	nM	None
Homo sapiens	M14	GI50	0.01722	nM	None
Homo sapiens	Malme-3M	GI50	0.02193	nM	None
Homo sapiens	MCF7	GI50	0.08954	nM	None
Homo sapiens	MDA-MB-231	GI50	0.04487	nM	None
Homo sapiens	MDA-MB-435	GI50	0.003373	nM	None
Homo sapiens	MDA-N	GI50	0.005309	nM	None
Homo sapiens	MOLT-4	GI50	0.02851	nM	None
Homo sapiens	NCI/ADR-RES	GI50	0.1	nM	None
Homo sapiens	NCI-H226	GI50	0.04406	nM	None
Homo sapiens	NCI-H23	GI50	0.02535	nM	None
Homo sapiens	NCI-H322M	GI50	0.02618	nM	None
Homo sapiens	NCI-H460	GI50	0.03133	nM	None
Homo sapiens	NCI-H522	GI50	0.01054	nM	None
Homo sapiens	OVCAR-3	GI50	0.01585	nM	None
Homo sapiens	OVCAR-4	GI50	0.1	nM	None
Homo sapiens	OVCAR-5	GI50	0.03936	nM	None
Homo sapiens	OVCAR-8	GI50	0.01687	nM	None
Homo sapiens	PC-3	GI50	0.02089	nM	None
Homo sapiens	RPMI-8226	GI50	0.02851	nM	None
Homo sapiens	RXF 393	GI50	0.009268	nM	None
Homo sapiens	SF-268	GI50	0.07129	nM	None
Homo sapiens	SF-295	GI50	0.01074	nM	None
Homo sapiens	SF-539	GI50	0.01936	nM	None
Homo sapiens	SK-MEL-2	GI50	0.04416	nM	None
Homo sapiens	SK-MEL-28	GI50	0.04831	nM	None
Homo sapiens	SK-MEL-5	GI50	0.007534	nM	None
Homo sapiens	SK-OV-3	GI50	0.02056	nM	None
Homo sapiens	SN12C	GI50	0.03945	nM	None
Homo sapiens	SNB-19	GI50	0.02466	nM	None
Homo sapiens	SNB-75	GI50	0.01472	nM	None
Homo sapiens	SR	GI50	0.003365	nM	None
Homo sapiens	SW-620	GI50	0.01403	nM	None
Homo sapiens	T47D	GI50	0.1	nM	None
Homo sapiens	TK-10	GI50	0.1	nM	None
Homo sapiens	U-251	GI50	0.02864	nM	None
Homo sapiens	UACC-257	GI50	0.05888	nM	None
Homo sapiens	UACC-62	GI50	0.006714	nM	None
Homo sapiens	UO-31	GI50	0.0471	nM	None
Mus musculus	B16-F10	IC50	0.3	nM	10.1016/0960-894X(96)00182-5
Mus musculus	DA-3 cell line	IC50	0.2	nM	10.1016/0960-894X(96)00182-5