Rheochrysin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	640ab355-a797-4fdf-b208-9e38b4d9ff2f
Taxonomy	Benzenoids > Anthracenes > Anthraquinones
IUPAC Name	1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
SMILES (Canonical)	CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3OC4C(C(C(C(O4)CO)O)O)O)OC
SMILES (Isomeric)	CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC
InChI	InChI=1S/C22H22O10/c1-8-3-10-15(12(24)4-8)19(27)16-11(17(10)25)5-9(30-2)6-13(16)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22-/m1/s1
InChI Key	POMKXWCJRHNLRP-DQMLXFRHSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₂O₁₀
Molecular Weight	446.40 g/mol
Exact Mass	446.12129689 g/mol
Topological Polar Surface Area (TPSA)	163.00 Å²
XlogP	1.20
Atomic LogP (AlogP)	-0.34
H-Bond Acceptor	10
H-Bond Donor	5
Rotatable Bonds	4

Synonyms

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23451-01-6

1329-27-7

Physcion 8-O-beta-D-glucopyranoside

Physcion-8-O-beta-D-glucoside

1-hydroxy-6-methoxy-3-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione

Physcion 8-O-beta-D-monoglucoside

Physcion 8-O-|A-D-glucopyranoside

Physcion 1-glucoside

1,8-Dihydroxy-3-methyl-6-methoxy-9,10-anthraquinone-8-O-(beta-D-glucoside)

1-Hydroxy-6-methoxy-3-methyl-8-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)anthracene-9,10-dione

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6138	61.38%
Caco-2	-	0.8193	81.93%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4839	48.39%
OATP2B1 inhibitior	-	0.5655	56.55%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6670	66.70%
P-glycoprotein substrate	-	0.8970	89.70%
CYP3A4 substrate	+	0.5813	58.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.8620	86.20%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.9172	91.72%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.7915	79.15%
CYP2C8 inhibition	-	0.7082	70.82%
CYP inhibitory promiscuity	-	0.8575	85.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7544	75.44%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8872	88.72%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	+	0.7208	72.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.9250	92.50%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6673	66.73%
Acute Oral Toxicity (c)	III	0.6506	65.06%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	-	0.5254	52.54%
Thyroid receptor binding	-	0.5777	57.77%
Glucocorticoid receptor binding	+	0.6879	68.79%
Aromatase binding	-	0.5374	53.74%
PPAR gamma	+	0.5489	54.89%
Honey bee toxicity	-	0.8170	81.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8091	80.91%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.83%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.82%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.40%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.07%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.70%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.64%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.24%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.83%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.19%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.94%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.54%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.29%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.03%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.04%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.61%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.84%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	80.73%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.23%	95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum seravschanicum

Adansonia grandidieri

Albizia myriophylla

Alkekengi officinarum

Amphorogyne spicata

Anaphalis lactea

Anchusa azurea

Aphyllocladus denticulatus

Baccharis sulcata

Balanophora laxiflora

Bassia muricata

Benincasa hispida