7-[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5-hydroxy-6,8-dimethylchromen-4-one

Details

• Internal ID: 09049551-0746-4929-bdfc-d50c7b2960d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 7-[(3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-5-hydroxy-6,8-dimethylchromen-4-one
• InChI: InChI=1S/C18H22O9/c1-7-12(21)11-9(20)4-5-25-16(11)8(2)15(7)27-18-14(23)13(22)17(24-3)10(6-19)26-18/h4-5,10,13-14,17-19,21-23H,6H2,1-3H3/t10-,13-,14-,17-,18?/m1/s1
• InChI Key: LUOZZOXABMNNBE-IYAPHFDMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₉
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.12638228 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5614	56.14%
Caco-2	-	0.7851	78.51%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6963	69.63%
OATP2B1 inhibitior	-	0.7089	70.89%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7944	79.44%
P-glycoprotein inhibitior	-	0.7452	74.52%
P-glycoprotein substrate	-	0.8309	83.09%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	0.6795	67.95%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.8540	85.40%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7302	73.02%
CYP2C8 inhibition	-	0.5812	58.12%
CYP inhibitory promiscuity	-	0.7413	74.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6716	67.16%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9342	93.42%
Skin irritation	-	0.8422	84.22%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6803	68.03%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.7108	71.08%
skin sensitisation	-	0.9011	90.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7152	71.52%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.5351	53.51%
Thyroid receptor binding	+	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6895	68.95%
Aromatase binding	+	0.7535	75.35%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.8188	81.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7414	74.14%

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	98.22%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.61%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	93.72%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	92.13%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.24%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.48%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.60%	86.92%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.68%	93.65%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.09%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.05%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Arachniodes miqueliana

Cross-Links

• PubChem: 101304442
• LOTUS: LTS0246647
• wikiData: Q105157576