Synonyms
UNII 5G06TVY3R7
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 IKGXIBQEEMLURG-NVPNHPEKSA-N
Smiles C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O
InChI
InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H30O16
Molecular Weight 610.52
AlogP -1.16
Hydrogen Bond Acceptor 16.0
Hydrogen Bond Donor 10.0
Number of Rotational Bond 6.0
Polar Surface Area 265.52
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 43.0
Assay Description Organism Bioactivity Reference
Nematotoxic activity against freshly hatched Meloidogyne incognita J2 (root-knot nematode) isolated from tomato roots assessed as induction of nematode paralysis measured 24 hr after immersion in compound test solutions Meloidogyne incognita 1000.0 ug.mL-1
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 72 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 2% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 5% under dark conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 2% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 5% under light conditions measured 5 to 60 min post dose by stereoscopic microscopy Heterodera zeae None
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 70.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 0.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 0.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under dark conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 48 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.125% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 0.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.25% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 0.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 0.5% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Nematicidal activity against Heterodera zeae infective stage larvae assessed as nematode mortality at 1% under light conditions measured 24 hr post dose by stereoscopic microscopy Heterodera zeae 100.0 %
Antioxidant activity assessed as hydroxyl radical scavenging activity at 200 ug/ml None 32.0 %
Antioxidant activity assessed as hydroxyl radical scavenging activity at 100 ug/ml None 21.0 %
Antihyperlipidemic activity in Rattus norvegicus Charles Foster (rat) trition WR-1339-induced hyperlipidimic model assessed as reduction of total triglyceride level in plasma at 200 mg/kg, po Rattus norvegicus 11.0 %
Antihyperlipidemic activity in Rattus norvegicus Charles Foster (rat) trition WR-1339-induced hyperlipidimic model assessed as reduction of total phospholipid level in plasma at 200 mg/kg, po Rattus norvegicus 10.0 %
Antihyperlipidemic activity in Rattus norvegicus Charles Foster (rat) trition WR-1339-induced hyperlipidimic model assessed as reduction of total cholesterol level in plasma at 200 mg/kg, po Rattus norvegicus 8.0 %
Antifungal activity against Candida albicans PC31 at 0.06 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 0.15 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 0.30 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 0.40 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 0.50 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 0.60 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 1.25 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 1.30 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 1.60 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 1.90 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 2.10 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 2.50 mg/ml after 48 hr Candida albicans None
Antifungal activity against Candida albicans PC31 at 2.20 mg/ml after 48 hr Candida albicans None
1-octanol-water partition coefficient, log P of the compound None 0.31
Antioxidant activity in high cholesterol diet fed Mus musculus KM (mouse) assessed as MDA level in liver at 70 mg/kg, ig for 10 days (Rvb = 9.95 +/- 0.15 nmol/ml) Mus musculus 5.1 nmol/ml
Hypolipidemic activity in high cholesterol diet fed Mus musculus KM (mouse) assessed as high density lipoprotein cholesterol at 70 mg/kg, ig for 10 days (Rvb = 1.028 +/- 0.139 mmol/l) Mus musculus 1.42 mmol/L
Hypolipidemic activity in high cholesterol diet fed Mus musculus KM (mouse) assessed as low density lipoprotein cholesterol at 70 mg/kg, ig for 10 days (Rvb = 3.386 +/- 0.958 mmol/l) Mus musculus 2.64 mmol/L
Hypolipidemic activity in high cholesterol diet fed Mus musculus KM (mouse) assessed as triglyceride level at 70 mg/kg, ig for 10 days (Rvb = 1.391 +/- 0.351 mmol/l) Mus musculus 0.828 mmol/L
Hypolipidemic activity in high cholesterol diet fed Mus musculus KM (mouse) assessed as total cholesterol level at 70 mg/kg, ig for 10 days (Rvb = 4.402 +/- 0.8 mmol/l) Mus musculus 3.12 mmol/L
Antioxidant activity assessed as ferric ion reducing activity measured as trolox equivalents by FRAP assay None None
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 5 umol/disk by paper disk method Ralstonia solanacearum None
Antibacterial activity against Ralstonia solanacearum grown on potato semi-synthetic agar medium at 0.5 umol/disk by paper disk method Ralstonia solanacearum None
Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of PMA-induced macrophages respiratory burst measured up to 30 min by chemiluminescence method Mus musculus 15070.0 nM
Non-competitive inhibition of trypsin (unknown origin) using BApNA as substrate by Lineweaver-Burk/Dixon plot analysis Homo sapiens 17500.0 nM
Inhibition of trypsin (unknown origin) using BApNA as substrate incubated for 15 min prior to substrate addition measured after 30 min by UV/VIS spectrophotometric analysis Homo sapiens 16000.0 nM
Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 at 100 ug/ml measured every 24 hr by BACTEC 460 radiometric assay Mycobacterium tuberculosis H37Rv None

Cross References

Resources Reference
ChEMBL CHEMBL226335
FDA SRS 5G06TVY3R7
PDB RUT
PubChem 5280805
SureChEMBL SCHEMBL23243