7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-10H-anthracen-9-one

Details

• Internal ID: 4a187e3c-5b2d-45da-a06d-8f7607baea03
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-10H-anthracen-9-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(CC5=C(C4=O)C(=CC=C5)O)C=C3)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC4=C(CC5=C(C4=O)C(=CC=C5)O)C=C3)CO)O)O)O)O)O
• InChI: InChI=1S/C26H30O12/c1-10-18(29)21(32)23(34)25(35-10)38-24-22(33)20(31)16(9-27)37-26(24)36-13-6-5-11-7-12-3-2-4-15(28)17(12)19(30)14(11)8-13/h2-6,8,10,16,18,20-29,31-34H,7,9H2,1H3/t10-,16+,18-,20+,21+,22-,23+,24+,25-,26+/m0/s1
• InChI Key: RUFICYAVBRVLLP-DLTRXZGMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₂
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.17372639 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5561	55.61%
Caco-2	-	0.8981	89.81%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6195	61.95%
OATP2B1 inhibitior	-	0.8466	84.66%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8096	80.96%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.6670	66.70%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	-	0.8377	83.77%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.9441	94.41%
CYP2C19 inhibition	-	0.9268	92.68%
CYP2D6 inhibition	-	0.9507	95.07%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	-	0.6283	62.83%
CYP inhibitory promiscuity	-	0.8021	80.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9417	94.17%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3933	39.33%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9073	90.73%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8456	84.56%
Acute Oral Toxicity (c)	III	0.6235	62.35%
Estrogen receptor binding	+	0.7942	79.42%
Androgen receptor binding	-	0.6024	60.24%
Thyroid receptor binding	+	0.5264	52.64%
Glucocorticoid receptor binding	-	0.4920	49.20%
Aromatase binding	+	0.6333	63.33%
PPAR gamma	+	0.7600	76.00%
Honey bee toxicity	-	0.7641	76.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.7880	78.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.86%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.15%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.96%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.46%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.25%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	93.05%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.04%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.39%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.23%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.14%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.35%	97.36%
CHEMBL4208	P20618	Proteasome component C5	86.05%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.65%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.20%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.92%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	81.61%	93.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%

Plants that contains it

• Polygala caudata

Cross-Links

• PubChem: 100938152
• LOTUS: LTS0163206
• wikiData: Q105245585