[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-2-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-7-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: df18a17b-0c57-4fa3-8c66-81bb07291442
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-2-[4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-7-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H32O16/c1-11(31)40-10-20-23(35)25(37)27(39)29(45-20)42-14-6-15(32)21-16(33)8-17(43-18(21)7-14)12-2-4-13(5-3-12)41-28-26(38)24(36)22(34)19(9-30)44-28/h2-8,19-20,22-30,32,34-39H,9-10H2,1H3/t19-,20-,22-,23-,24-,25-,26-,27-,28-,29-/m1/s1
• InChI Key: RVQHAYGFBOZFPZ-LSHVOLAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₆
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.16903493 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.91
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5558	55.58%
Caco-2	-	0.8964	89.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6439	64.39%
OATP2B1 inhibitior	-	0.7004	70.04%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9719	97.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8430	84.30%
P-glycoprotein inhibitior	+	0.6012	60.12%
P-glycoprotein substrate	-	0.7544	75.44%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	+	0.5404	54.04%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9678	96.78%
CYP2C9 inhibition	-	0.9372	93.72%
CYP2C19 inhibition	-	0.9340	93.40%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.6622	66.22%
CYP inhibitory promiscuity	-	0.8646	86.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7859	78.59%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7982	79.82%
Acute Oral Toxicity (c)	III	0.5620	56.20%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.6432	64.32%
Thyroid receptor binding	-	0.5221	52.21%
Glucocorticoid receptor binding	-	0.4903	49.03%
Aromatase binding	+	0.5554	55.54%
PPAR gamma	+	0.7238	72.38%
Honey bee toxicity	-	0.7506	75.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.8964	89.64%

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	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.01%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.76%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.21%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	92.12%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.59%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.80%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.97%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.22%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.25%	95.78%
CHEMBL220	P22303	Acetylcholinesterase	83.07%	94.45%
CHEMBL3194	P02766	Transthyretin	82.57%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%

Plants that contains it

• Thalictrum minus subsp. thunbergii
• Thalictrum squarrosum

Cross-Links

• PubChem: 21721986
• LOTUS: LTS0045569
• wikiData: Q105246208