Synonyms
Molecule Category Free-form
UNII LU4B53JYVE
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key IELOKBJPULMYRW-NJQVLOCASA-N
Smiles CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(OC(=O)CCC(=O)O)c(C)c(C)c2O1
InChI
InChI=1S/C33H54O5/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-20-33(8)21-19-28-27(7)31(25(5)26(6)32(28)38-33)37-30(36)18-17-29(34)35/h22-24H,9-21H2,1-8H3,(H,34,35)/t23-,24-,33-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C33H54O5
Molecular Weight 530.78
AlogP 10.3
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 17.0
Polar Surface Area 72.83
Molecular species ACID
Aromatic Rings 1.0
Heavy Atoms 38.0
Assay Description Organism Bioactivity Reference
Antiangiogenic activity against Homo sapiens (human) HepG2 cells assessed as reduction in VEGF level at 55 uM from 24 to 48 hr by ELISA relative to control Homo sapiens None
Antiangiogenic activity against Homo sapiens (human) HCT116 cells assessed as reduction in VEGF level at 52.3 uM after 48 hr by ELISA relative to control Homo sapiens 54.0 %
Antiangiogenic activity against Homo sapiens (human) HCT116 cells assessed as reduction in VEGF level at 52.3 uM after 24 hr by ELISA relative to control Homo sapiens 39.0 %
Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as DNA fragmentation at 55 uM from 24 to 48 hr by agarose gel electrophoresis Homo sapiens None
Cytotoxicity against Homo sapiens (human) HCT116 cells assessed as DNA fragmentation at 53.2 uM after 48 hr by agarose gel electrophoresis Homo sapiens None
Induction of apoptosis in Homo sapiens (human) HepG2 cells assessed as caspase9 cleavage at 55 uM at 16 hr by Western blot analysis Homo sapiens None
Induction of apoptosis in Homo sapiens (human) HCT116 cells assessed as caspase9 cleavage at 52.3 uM at 16 hr by Western blot analysis Homo sapiens None
Induction of apoptosis in Homo sapiens (human) HepG2 cells assessed as effect on Bcl2 level at 55 uM from 3 to 24 hr by Western blot analysis Homo sapiens None
Induction of apoptosis in Homo sapiens (human) HCT116 cells assessed as effect on Bcl2 level at 52.3 uM from 3 to 24 hr by Western blot analysis Homo sapiens None
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as G2/M phase cells at 55 uM at 48 hr by flow cytometric analysis (Rvb = 4 +/- 0.9 cells) Homo sapiens 1.8 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as G2/M phase cells at 55 uM at 24 hr by flow cytometric analysis (Rvb = 4 +/- 0.9 cells) Homo sapiens 2.1 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as G2/M phase cells at 55 uM at 16 hr by flow cytometric analysis (Rvb = 4 +/- 0.9 cells) Homo sapiens 2.9 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as S phase cells at 55 uM at 48 hr by flow cytometric analysis (Rvb = 46.4 +/- 3.6 cells) Homo sapiens 15.4 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as S phase cells at 55 uM at 24 hr by flow cytometric analysis (Rvb = 46.4 +/- 3.6 cells) Homo sapiens 33.01 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as S phase cells at 55 uM at 16 hr by flow cytometric analysis (Rvb = 46.4 +/- 3.6 cells) Homo sapiens 38.4 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as increase in G0/G1 phase cells at 55 uM at 48 hr by flow cytometric analysis relative to control Homo sapiens 62.1 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as increase in G0/G1 phase cells at 55 uM at 24 hr by flow cytometric analysis relative to control Homo sapiens 27.4 %
Induction of cell cycle arrest in Homo sapiens (human) HepG2 cells assessed as G0/G1 phase cells at 55 uM at 16 hr by flow cytometric analysis (Rvb = 50.4 +/- 1.7 cells) Homo sapiens 60.0 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as G2/M phase cells at 52.3 uM at 48 hr by flow cytometric analysis (Rvb = 9.7 +/- 0.8 cells) Homo sapiens 2.7 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as G2/M phase cells at 52.3 uM at 24 hr by flow cytometric analysis (Rvb = 9.7 +/- 0.8 cells) Homo sapiens 4.4 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as G2/M phase cells at 52.3 uM at 16 hr by flow cytometric analysis (Rvb = 9.7 +/- 0.8 cells) Homo sapiens 9.5 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as S phase cells at 52.3 uM at 48 hr by flow cytometric analysis (Rvb = 33.6 +/- 0.6 cells) Homo sapiens 13.4 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as S phase cells at 52.3 uM at 24 hr by flow cytometric analysis (Rvb = 33.6 +/- 0.6 cells) Homo sapiens 19.9 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as S phase cells at 52.3 uM at 16 hr by flow cytometric analysis (Rvb = 33.6 +/- 0.6 cells) Homo sapiens 32.7 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as increase in G0/G1 phase cells at 52.3 uM at 48 hr by flow cytometric analysis relative to control Homo sapiens 47.3 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as increase in G0/G1 phase cells at 52.3 uM at 24 hr by flow cytometric analysis relative to control Homo sapiens 32.3 %
Induction of cell cycle arrest in Homo sapiens (human) HCT116 cells assessed as G0/G1 phase cells at 52.3 uM at 16 hr by flow cytometric analysis (Rvb = 58.2 +/- 3.7 cells) Homo sapiens 58.7 %
Cytotoxicity against Homo sapiens (human) MCF7 cells at 20 to 100 uM by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HeLa cells at 20 to 100 uM by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HepG2 cells at 20 to 100 uM by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HCT116 cells at 20 to 100 uM by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) MCF7 cells after 24 to 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HeLa cells after 24 to 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HepG2 cells after 24 to 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HCT116 cells after 24 to 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HepG2 cells after 48 hr by SRB assay Homo sapiens 55000.0 nM
Cytotoxicity against Homo sapiens (human) HCT116 cells after 48 hr by SRB assay Homo sapiens 52300.0 nM
Cytotoxicity against Homo sapiens (human) MCF7 cells at 100 uM after 24 hr by SRB assay Homo sapiens 45.0 %
Cytotoxicity against Homo sapiens (human) HepG2 cells at 100 uM after 24 hr by SRB assay Homo sapiens 55.0 %
Cytotoxicity against Homo sapiens (human) HeLa cells at 100 uM after 24 hr by SRB assay Homo sapiens 65.0 %
Cytotoxicity against Homo sapiens (human) HCT116 cells at 100 uM after 24 hr by SRB assay Homo sapiens 47.0 %
Cytotoxicity against Homo sapiens (human) MCF7 cells at 40 uM after 48 hr by SRB assay Homo sapiens 14.0 %
Cytotoxicity against Homo sapiens (human) HepG2 cells at 40 uM after 72 hr by SRB assay Homo sapiens 15.0 %
Cytotoxicity against Homo sapiens (human) HeLa cells at 40 uM after 72 hr by SRB assay Homo sapiens 20.0 %
Cytotoxicity against Homo sapiens (human) HCT116 cells at 40 uM after 72 hr by SRB assay Homo sapiens 48.0 %
Cytotoxicity against Homo sapiens (human) MCF7 cells at 20 uM after 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HCT116 cells at 20 uM after 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HeLa cells at 20 uM after 72 hr by SRB assay Homo sapiens None
Cytotoxicity against Homo sapiens (human) HepG2 cells at 20 uM after 72 hr by SRB assay Homo sapiens None

Cross References

Resources Reference
ChEMBL CHEMBL81421
FDA SRS LU4B53JYVE
PubChem 20353
SureChEMBL SCHEMBL134422