(3R)-3-(3,4-dimethoxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroisochromen-1-one

Details

• Internal ID: b1e06849-cdea-4cd3-91bc-4929f4481df6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (3R)-3-(3,4-dimethoxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C23H26O10/c1-29-13-7-6-11(8-16(13)30-2)15-9-12-4-3-5-14(18(12)22(28)31-15)32-23-21(27)20(26)19(25)17(10-24)33-23/h3-8,15,17,19-21,23-27H,9-10H2,1-2H3/t15-,17-,19-,20+,21-,23-/m1/s1
• InChI Key: PTLARODWOGEQLW-KBFLSDKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₀
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.15259702 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5074	50.74%
Caco-2	-	0.8299	82.99%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5968	59.68%
P-glycoprotein inhibitior	-	0.4294	42.94%
P-glycoprotein substrate	-	0.7487	74.87%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	-	0.7277	72.77%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9268	92.68%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3676	36.76%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5953	59.53%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	-	0.5977	59.77%
Thyroid receptor binding	+	0.5242	52.42%
Glucocorticoid receptor binding	+	0.5819	58.19%
Aromatase binding	-	0.6543	65.43%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.8217	82.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7522	75.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.67%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.51%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.99%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.45%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.52%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.73%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.33%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.83%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.10%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL2535	P11166	Glucose transporter	85.65%	98.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.74%	94.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.82%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.41%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	82.23%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.67%	96.95%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.47%	92.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.43%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.27%	94.73%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 21581578
• LOTUS: LTS0136707
• wikiData: Q105214704