(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(7-hydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthren-4-yl)oxy]oxane-3,4,5-triol

Details

• Internal ID: 629f315f-12d5-4ace-bf54-745288ac3941
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(7-hydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthren-4-yl)oxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C(=C2C(=C1)CCC3=CC(=C(C=C32)OC)O)OC4C(C(C(C(O4)CO)O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)CCC3=CC(=C(C=C32)OC)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC
• InChI: InChI=1S/C23H28O10/c1-29-14-8-12-10(6-13(14)25)4-5-11-7-15(30-2)21(31-3)22(17(11)12)33-23-20(28)19(27)18(26)16(9-24)32-23/h6-8,16,18-20,23-28H,4-5,9H2,1-3H3/t16-,18-,19+,20-,23+/m1/s1
• InChI Key: PJYXGQUZRRCEQW-GBHDBEGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₁₀
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.16824709 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6551	65.51%
Caco-2	-	0.6694	66.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5886	58.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7310	73.10%
P-glycoprotein inhibitior	-	0.6820	68.20%
P-glycoprotein substrate	-	0.7852	78.52%
CYP3A4 substrate	+	0.6262	62.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7447	74.47%
CYP3A4 inhibition	-	0.9362	93.62%
CYP2C9 inhibition	-	0.8162	81.62%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.8989	89.89%
CYP1A2 inhibition	-	0.6434	64.34%
CYP2C8 inhibition	+	0.6054	60.54%
CYP inhibitory promiscuity	-	0.7808	78.08%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7164	71.64%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9265	92.65%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3766	37.66%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.7427	74.27%
skin sensitisation	-	0.9094	90.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.7857	78.57%
Androgen receptor binding	-	0.5599	55.99%
Thyroid receptor binding	+	0.6490	64.90%
Glucocorticoid receptor binding	+	0.6496	64.96%
Aromatase binding	+	0.5908	59.08%
PPAR gamma	+	0.6920	69.20%
Honey bee toxicity	-	0.8366	83.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	-	0.4444	44.44%

Targets

Proven Targets:

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	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.95%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.32%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.17%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	87.65%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.23%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.11%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	85.65%	95.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.56%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.04%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.93%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.84%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.05%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.24%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.40%	96.00%

Plants that contains it

• Epimedium grandiflorum

Cross-Links

• PubChem: 14135384
• LOTUS: LTS0168060
• wikiData: Q105210227