[(2S,3R,4R,5R,6S)-2-[3-[(2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (2S)-2-methylbutanoate

Details

• Internal ID: 9b215a4e-1e9f-4315-a7d7-9d0aaa964612
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5R,6S)-2-[3-[(2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C(OC1OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)OC(=O)C)O)C5=CC=C(C=C5)O)O)C)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H]1[C@@H]([C@H]([C@@H](O[C@H]1OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)C)O)C5=CC=C(C=C5)O)O)C)O)O
• InChI: InChI=1S/C34H40O17/c1-5-13(2)32(44)50-31-26(42)23(39)14(3)45-34(31)47-18-10-19(38)22-20(11-18)48-28(16-6-8-17(37)9-7-16)30(25(22)41)51-33-27(43)29(46-15(4)36)24(40)21(12-35)49-33/h6-11,13-14,21,23-24,26-27,29,31,33-35,37-40,42-43H,5,12H2,1-4H3/t13-,14-,21+,23-,24+,26+,27+,29-,31+,33-,34-/m0/s1
• InChI Key: YACMGOPITHMLRT-SVEZSJQKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₇
• Molecular Weight: 720.70 g/mol
• Exact Mass: 720.22654980 g/mol
• Topological Polar Surface Area (TPSA): 257.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7460	74.60%
Caco-2	-	0.8924	89.24%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6666	66.66%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	+	0.8724	87.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9001	90.01%
P-glycoprotein inhibitior	+	0.6903	69.03%
P-glycoprotein substrate	+	0.6325	63.25%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	+	0.5773	57.73%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.9404	94.04%
CYP2C9 inhibition	-	0.8955	89.55%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9771	97.71%
CYP1A2 inhibition	-	0.8157	81.57%
CYP2C8 inhibition	+	0.7636	76.36%
CYP inhibitory promiscuity	-	0.8847	88.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7053	70.53%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.8547	85.47%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7535	75.35%
Micronuclear	+	0.5674	56.74%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9278	92.78%
Acute Oral Toxicity (c)	III	0.6467	64.67%
Estrogen receptor binding	+	0.7977	79.77%
Androgen receptor binding	+	0.6949	69.49%
Thyroid receptor binding	+	0.5482	54.82%
Glucocorticoid receptor binding	+	0.6307	63.07%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	+	0.6874	68.74%
Honey bee toxicity	-	0.7170	71.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9580	95.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.04%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.36%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.11%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.84%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.66%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.64%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.19%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.86%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.74%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.84%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.86%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.89%	94.80%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.35%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.88%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.11%	95.71%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 162953342
• LOTUS: LTS0162191
• wikiData: Q105345324