7-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

• Internal ID: f06eb382-6fa3-4089-9866-6e9327aa0ac7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)C)O)O)OC5C(C(C(CO5)O)O)O)C6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O[C@@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)O)O[C@H]5[C@H]([C@@H]([C@@H](CO5)O)O)O)C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C32H38O18/c1-10-19(36)23(40)26(43)31(45-10)49-28-22(39)18-15(34)7-14(8-17(18)48-27(28)12-3-5-13(33)6-4-12)47-32-29(24(41)20(37)11(2)46-32)50-30-25(42)21(38)16(35)9-44-30/h3-8,10-11,16,19-21,23-26,29-38,40-43H,9H2,1-2H3/t10-,11-,16-,19+,20-,21-,23-,24-,25+,26+,29-,30+,31+,32-/m1/s1
• InChI Key: HFVRSZGPXFXZLJ-VPMUUSHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₈
• Molecular Weight: 710.60 g/mol
• Exact Mass: 710.20581436 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6973	69.73%
Caco-2	-	0.9056	90.56%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6781	67.81%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.8867	88.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8947	89.47%
P-glycoprotein inhibitior	-	0.4737	47.37%
P-glycoprotein substrate	+	0.5878	58.78%
CYP3A4 substrate	+	0.6772	67.72%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8819	88.19%
CYP2C9 inhibition	-	0.9561	95.61%
CYP2C19 inhibition	-	0.9454	94.54%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.8694	86.94%
CYP2C8 inhibition	+	0.7546	75.46%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6975	69.75%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9233	92.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9311	93.11%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.7880	78.80%
Androgen receptor binding	+	0.6319	63.19%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.5776	57.76%
Aromatase binding	+	0.5327	53.27%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.7300	73.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.8821	88.21%

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	99.74%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.46%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.20%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.46%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.20%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.79%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.76%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.61%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.39%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.68%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.98%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.91%	90.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.42%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.78%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.48%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	80.09%	98.35%

Plants that contains it

• Chenopodium murale

Cross-Links

• PubChem: 163188851
• LOTUS: LTS0139786
• wikiData: Q105027577