[(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (2S)-2-methylbutanoate

Details

• Internal ID: a13e8c19-89c3-4334-90f5-a61a99aea699
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(OC(C1O)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)C)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H]1[C@H]([C@@H](O[C@H]([C@@H]1O)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)C)O
• InChI: InChI=1S/C32H38O17/c1-4-11(2)30(43)48-28-21(37)12(3)44-32(26(28)42)45-14-8-17(36)20-18(9-14)46-27(13-5-6-15(34)16(35)7-13)29(23(20)39)49-31-25(41)24(40)22(38)19(10-33)47-31/h5-9,11-12,19,21-22,24-26,28,31-38,40-42H,4,10H2,1-3H3/t11-,12-,19+,21-,22+,24-,25+,26+,28+,31-,32-/m0/s1
• InChI Key: ONNZFWMVOKSPIJ-XQVWFBJASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₇
• Molecular Weight: 694.60 g/mol
• Exact Mass: 694.21089974 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5654	56.54%
Caco-2	-	0.8947	89.47%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	-	0.5673	56.73%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5657	56.57%
P-glycoprotein inhibitior	+	0.5843	58.43%
P-glycoprotein substrate	+	0.5407	54.07%
CYP3A4 substrate	+	0.6640	66.40%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9327	93.27%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.9082	90.82%
CYP2D6 inhibition	-	0.9687	96.87%
CYP1A2 inhibition	-	0.8139	81.39%
CYP2C8 inhibition	+	0.7879	78.79%
CYP inhibitory promiscuity	-	0.8546	85.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.8492	84.92%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7321	73.21%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9275	92.75%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9538	95.38%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	+	0.6699	66.99%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.6159	61.59%
Aromatase binding	+	0.5377	53.77%
PPAR gamma	+	0.6764	67.64%
Honey bee toxicity	-	0.7241	72.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9616	96.16%

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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.91%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.18%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.75%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.56%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.15%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.49%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.45%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.74%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.85%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.75%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.62%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.12%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.00%	94.80%
CHEMBL220	P22303	Acetylcholinesterase	80.40%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.01%	95.89%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 163033554
• LOTUS: LTS0038370
• wikiData: Q105194985