Molecule

Cryptophycin A

AlkaPlorer ID: AK036164

Synonym: None

IUPAC Name: (3S,6R,10R,13E,16S)-10-[(3-chloro-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=C1Cl

InChI: InChI=1S/C35H43ClN2O8/c1-20(2)16-29-35(42)44-27(22(4)31-32(46-31)24-10-7-6-8-11-24)12-9-13-30(39)38-26(33(40)37-19-21(3)34(41)45-29)18-23-14-15-28(43-5)25(36)17-23/h6-11,13-15,17,20-22,26-27,29,31-32H,12,16,18-19H2,1-5H3,(H,37,40)(H,38,39)/b13-9+/t21-,22+,26-,27+,29+,31-,32-/m1/s1

InChIKey: PSNOPSMXOBPNNV-VVCTWANISA-N

Reference

Isolation and Structure Determination of Cryptophycins 38, 326, and 327 from the Terrestrial Cyanobacterium <i>Nostoc</i> sp. GSV 224

PubChem CID: 6438401

CAS: 124689-65-2

LOTUS: LTS0026682

NPASS: NPC263507

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
Anneissia japonica	Anneissia	Comatulidae	Comatulida	Crinoidea	Echinodermata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 655.1880000000002

TPSA？: 139.54000000000002

MolLogP？: 6.414600000000007

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	HCT-116	IC50	0.027	nM	10.1016/s0960-894x(02)01023-5
Homo sapiens	Homo sapiens	IC50	0.24	nM	10.1016/s0960-894x(98)00682-9
Homo sapiens	HT-29	IC50	0.002	nM	10.1016/0960-894X(96)00182-5
Homo sapiens	KB	IC50	5e-06	ug.mL-1	10.1016/0960-894X(96)00182-5
Homo sapiens	KB	IC50	0.004	nM	10.1016/0960-894X(96)00182-5
Homo sapiens	KB	IC50	0.0092	nM	10.1021/np0499665
Homo sapiens	KB	IC50	0.0092	nM	10.1021/np960700a
Homo sapiens	KB	IC50	0.035	nM	10.1016/0960-894X(96)00182-5
Homo sapiens	LoVo	IC50	0.0092	nM	10.1021/np960700a
Homo sapiens	MCF7	ED50	0.009	nM	10.1021/jm030278c
Homo sapiens	MCF7	IC50	9.0	nM	10.1021/jm030555f
Homo sapiens	MCF7S	IC50	0.003	nM	10.1016/s0960-894x(02)01023-5
Homo sapiens	NCI/ADR-RES	ED50	0.018	nM	10.1021/jm030278c
Homo sapiens	NCI/ADR-RES	IC50	0.013	nM	10.1016/s0960-894x(02)01023-5
Homo sapiens	NCI/ADR-RES	IC50	18.0	nM	10.1021/jm030555f
Homo sapiens	SK-OV-3	IC50	0.0092	nM	10.1021/np960700a
Homo sapiens	Tubulin	IC50	3700.0	nM	10.1016/s0960-894x(02)01023-5
Mus musculus	B16	ED50	1.3	mM	10.1016/s0960-894x(98)00356-4
Mus musculus	B16-F10	IC50	0.03	nM	10.1016/0960-894X(96)00182-5
Mus musculus	DA-3 cell line	IC50	0.002	nM	10.1016/0960-894X(96)00182-5
Sus scrofa	Tubulin alpha chain	ED50	3.4	uM	10.1021/jm030278c
None	NON-PROTEIN TARGET	ED50	1.0	mM	10.1016/s0960-894x(98)00356-4
None	Unchecked	IC50	3400.0	nM	10.1021/jm030555f
None	Unchecked	Resistance factor	2.0	None	10.1021/jm030555f
None	Unchecked	T/C	5.0	%	10.1016/s0960-894x(98)00682-9