Rhein

Representations & DB's id
ChEBI:	CHEBI:8825
ChEMBL:	CHEMBL418068
PubChem:	10168
IUPAC:	4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid
Standard InChI:	InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)
Standard InChI Key:	FCDLCPWAQCPTKC-UHFFFAOYSA-N
SMILES:	Oc1cc(cc2c1C(=O)c1c(C2=O)cccc1O)C(=O)O

Molecular propeties
AlogP:	1.57
Hydrogen bonds acceptors:	5
Hydrogen bonds donors:	3
Rotatable bonds:	1
Number of rings:	3
Molecular Weight:	284.03
Topological polar surface area:	112
Number of aromatic rings:	2
Fsp3:	0
Number of carbons:	15

Plant sources

Part of plant	Plant name	Ref.
Plant	Verbascum thapsiforme
Plant	Lavandula vera
Plant	Tanacetum coccineum
Rhizoma	Rheum palmatum
Rhizoma	Rheum palmatum
Rhizoma	Rheum palmatum
Rhizoma	Rheum palmatum
Plant	Ruta graveolens
Folium	Cassia acutifolia

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
IC50	130000 nM	Sialidase 2	Q9Y3R4
Potency	12589.3 nM	Prelamin-A/C	P02545
Potency	12589.3 nM	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Q99714
Potency	3162.3 nM	ATP-dependent DNA helicase Q1	P46063
Potency	28183.8 nM	Lysine-specific demethylase 4D-like	B2RXH2
Potency	14125.4 nM	Lysine-specific demethylase 4D-like	B2RXH2
IC50	19620 nM	Protein-tyrosine phosphatase LC-PTP	P35236
Potency	25118.9 nM	Caspase-7	P55210
Potency	2818.4 nM	Survival motor neuron protein	Q16637
Potency	15848.9 nM	Caspase-1	P29466
Potency	15848.9 nM	Thyroid stimulating hormone receptor	P16473
Potency	501.2 nM	Tyrosyl-DNA phosphodiesterase 1	Q9NUW8
Potency	10000 nM	Microtubule-associated protein tau	P10636
Potency	28183.8 nM	Thyroid hormone receptor beta-1	P10828
Potency	17782.8 nM	Microtubule-associated protein tau	P10636
Potency	12589.3 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	28183.8 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	39810.7 nM	Aldehyde dehydrogenase 1A1	P00352
Potency	12589.3 nM	Arachidonate 15-lipoxygenase	P16050
Potency	12589.3 nM	Hypoxia-inducible factor 1 alpha	Q16665
Potency	35481.3 nM	Microtubule-associated protein tau	P10636
Potency	15848.9 nM	Arachidonate 12-lipoxygenase	P18054
Potency	25118.9 nM	Caspase-1	P29466
Potency	15848.9 nM	Thyroid stimulating hormone receptor	P16473
Potency	31622.8 nM	Caspase-1	P29466
Potency	35481.3 nM	15-hydroxyprostaglandin dehydrogenase [NAD+]	P15428
Potency	39810.7 nM	Caspase-1	P29466
Potency	11220.2 nM	DNA polymerase beta	P06746
Potency	35481.3 nM	Bloom syndrome protein	P54132
Potency	25118.9 nM	Caspase-1	P29466
Potency	10000 nM	Cytochrome P450 3A4	P08684
Potency	125892.5 nM	ATP-dependent DNA helicase Q1	P46063
Potency	10000 nM	Cytochrome P450 3A4	P08684
Potency	56234.1 nM	Lysine-specific demethylase 4A	O75164
Potency	50118.7 nM	Tumor susceptibility gene 101 protein	Q99816
IC50	155815.3 nM	Plectin	Q15149
Potency	39810.7 nM	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Q96KQ7
Potency	50118.7 nM	Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8
Potency	25118.9 nM	Arachidonate 15-lipoxygenase, type II	O15296
IC50	200000 nM	Plectin	Q15149
IC50	32104.8 nM	Plectin	Q15149
Potency	29092.9 nM	Geminin	O75496
Potency	33491.5 nM	Nuclear factor erythroid 2-related factor 2	Q16236
Potency	22387.2 nM	Glutaminase kidney isoform, mitochondrial	O94925
Potency	26679.5 nM	Werner syndrome ATP-dependent helicase	Q14191
Potency	74978 nM	Interleukin-8	P10145
Potency	14125.4 nM	Transcriptional regulator ERG	P11308
Potency	37578 nM	Nuclear receptor ROR-gamma	P51449
Potency	36587.9 nM	Tumor susceptibility gene 101 protein	Q99816
IC50	10000 nM	Acetylcholinesterase	P22303
IC50	17000 nM	Butyrylcholinesterase	P06276
Others	49.9 %	Beta amyloid A4 protein	P05067
Others	40.8 %	Microtubule-associated protein tau	P10636

Rhein

Representations & DB's id

Molecular propeties

Plant sources

In vitro data