Molecule

Cephalomannine

AlkaPlorer ID: AK007986

Synonym: None

IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-3-[[(E)-2-methylbut-2-enoyl]amino]-3-phenylpropanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Structure

SMILES: C/C=C(\C)C(=O)N[C@@H](C1=CC=CC=C1)[C@@H](O)C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)C3=CC=CC=C3)[C@@H]3[C@]4(OC(C)=O)CO[C@@H]4C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C(=C1C)C2(C)C

InChI: InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9+/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1

InChIKey: DBXFAPJCZABTDR-WBYYIXQISA-N

Reference

Biological Activity and Chemistry of Taxoids from the Japanese Yew, Taxus cuspidata

PubChem CID: 6436208

CAS: 71610-00-9

LOTUS: LTS0184742

NPASS: NPC67246

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Taxus canadensis	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Taxus wallichiana	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Taxus mairei	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Taxus baccata	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Luteibacter sp.	Luteibacter	Rhodanobacteraceae	Xanthomonadales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Taxus brevifolia	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Taxus cuspidata	Taxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota
Cephalotaxus hainanensis	Cephalotaxus	Taxaceae	Cupressales	Pinopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 831.912

TPSA？: 221.29

MolLogP？: 3.388100000000001

Number of H-Donors: 4

Number of H-Acceptors: 14

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Artemia	Artemia	LC50	0.81	ug.mL-1	10.1021/np50075a028
Homo sapiens	A2780	IC50	13.0	nM	10.1016/j.bmcl.2015.01.056
Homo sapiens	A2780	IC50	100.0	nM	10.1021/np0701531
Homo sapiens	A549	IC50	8.0	nM	10.1016/j.bmcl.2015.01.056
Homo sapiens	A549	IC50	100.0	nM	10.1021/np0701531
Homo sapiens	Bel-7402	IC50	920.0	nM	10.1021/np0701531
Homo sapiens	BGC-823	IC50	100.0	nM	10.1021/np0701531
Homo sapiens	HCT-8	IC50	310.0	nM	10.1021/np0701531
Homo sapiens	HepG2	IC50	20.0	nM	10.1016/j.bmcl.2015.01.056
Homo sapiens	IGROV-1	IC50	300.0	nM	10.1016/j.bmcl.2009.09.075
Homo sapiens	KB	ED50	3.8	10'-3 ug/ml	10.1021/np50015a013
Homo sapiens	KB	ED50	3.8	10'-3 ug/ml	10.1021/np8006217
Homo sapiens	KB	IC50	0.0015	ug.mL-1	10.1021/np030346y
Homo sapiens	MCF7	IC50	4.0	nM	10.1016/j.bmcl.2015.01.056
Homo sapiens	MCF7	IC50	6.0	nM	10.1021/np0004449
Homo sapiens	SW480	IC50	33.0	nM	10.1016/j.bmcl.2015.01.056
Homo sapiens	Tubulin	ID50 ratio	1.5	None	10.1016/S0960-894X(00)80073-6
Mus musculus	P388	T/C	158.0	%	10.1021/np8006217
Mus musculus	P388	T/C	162.0	%	10.1021/np50015a013
None	ADMET	IC50	600.0	nM	10.1016/j.bmcl.2015.01.056
None	NON-PROTEIN TARGET	IC50	5.0	nM	10.1016/j.bmcl.2015.01.056
None	NON-PROTEIN TARGET	IC50	4900.0	nM	10.1016/j.bmcl.2015.01.056
None	NON-PROTEIN TARGET	IC50	7000.0	nM	10.1016/j.bmcl.2015.01.056
None	NON-PROTEIN TARGET	IC50	7200.0	nM	10.1016/j.bmcl.2015.01.056
None	NON-PROTEIN TARGET	IC50	25000.0	nM	10.1016/j.bmcl.2015.01.056
None	Unchecked	ED50	0.85	uM	10.1021/np50103a016
None	Unchecked	ED50	0.95	uM	10.1021/np50103a016
None	Unchecked	Ratio ED50	1.05	None	10.1021/np50103a016
None	Unchecked	Ratio ED50	1.11	None	10.1021/np50103a016