[(2S,3R,4R,5S,6S)-3-acetyloxy-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate

Details

• Internal ID: 80d95c60-a478-438e-af39-2a8685af054b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-3-acetyloxy-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)O)OC(=O)C)OC(=O)C)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)OC(=O)C)OC(=O)C)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C31H34O16/c1-11-21(36)24(39)25(40)30(41-11)45-17-9-18(35)20-19(10-17)46-26(15-5-7-16(34)8-6-15)28(23(20)38)47-31-29(44-14(4)33)27(43-13(3)32)22(37)12(2)42-31/h5-12,21-22,24-25,27,29-31,34-37,39-40H,1-4H3/t11-,12-,21-,22-,24+,25+,27+,29+,30-,31-/m0/s1
• InChI Key: FRCCTBPYYAMKIB-REFSOVMKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₆
• Molecular Weight: 662.60 g/mol
• Exact Mass: 662.18468499 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7169	71.69%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.5611	56.11%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.8716	87.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8423	84.23%
P-glycoprotein inhibitior	+	0.6920	69.20%
P-glycoprotein substrate	-	0.5243	52.43%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9499	94.99%
CYP2C19 inhibition	-	0.9605	96.05%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	+	0.7954	79.54%
CYP inhibitory promiscuity	-	0.7994	79.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3815	38.15%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7871	78.71%
Acute Oral Toxicity (c)	III	0.5065	50.65%
Estrogen receptor binding	+	0.7197	71.97%
Androgen receptor binding	+	0.6992	69.92%
Thyroid receptor binding	+	0.5262	52.62%
Glucocorticoid receptor binding	+	0.6517	65.17%
Aromatase binding	-	0.5655	56.55%
PPAR gamma	+	0.6670	66.70%
Honey bee toxicity	-	0.7537	75.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9712	97.12%

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	99.10%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.84%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.04%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.60%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.32%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.14%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	91.19%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.67%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.65%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.50%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.68%	94.80%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.31%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.32%	97.36%

Plants that contains it

• Dryopteris crassirhizoma

Cross-Links

• PubChem: 11764950
• LOTUS: LTS0223201
• wikiData: Q105000087