[(2R,3S,4R,5R,6R)-6-[(2R,3R,4S,5S,6R)-2-[5,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 64b1fd7d-1219-47da-9b3a-70e3e6bb4127
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6R)-6-[(2R,3R,4S,5S,6R)-2-[5,8-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC(=C(C=C5)OC)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@@H]2OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC(=C(C=C5)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C30H34O18/c1-10(32)43-9-19-22(37)24(39)26(41)29(47-19)48-28-25(40)21(36)18(8-31)46-30(28)45-17-7-14(35)20-13(34)6-16(44-27(20)23(17)38)11-3-4-15(42-2)12(33)5-11/h3-7,18-19,21-22,24-26,28-31,33,35-41H,8-9H2,1-2H3/t18-,19-,21-,22-,24-,25+,26-,28-,29-,30+/m1/s1
• InChI Key: LORXOTCKKVEWGS-BOPWLZGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₈
• Molecular Weight: 682.60 g/mol
• Exact Mass: 682.17451423 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.84
• H-Bond Acceptor: 18
• 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	-	0.5231	52.31%
Caco-2	-	0.8986	89.86%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5234	52.34%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6017	60.17%
P-glycoprotein inhibitior	-	0.5341	53.41%
P-glycoprotein substrate	+	0.5415	54.15%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.9234	92.34%
CYP2C19 inhibition	-	0.9300	93.00%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.9276	92.76%
CYP2C8 inhibition	+	0.7426	74.26%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.8456	84.56%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7740	77.40%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.8216	82.16%
skin sensitisation	-	0.9307	93.07%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8768	87.68%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.5900	59.00%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.6239	62.39%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.7124	71.24%
Honey bee toxicity	-	0.6828	68.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8743	87.43%

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	99.04%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.36%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.56%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.75%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.15%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.76%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.66%	96.21%
CHEMBL3194	P02766	Transthyretin	86.40%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.76%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.68%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.60%	92.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.86%	97.28%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.65%	99.15%

Plants that contains it

• Sideritis pungens

Cross-Links

• PubChem: 162889656
• LOTUS: LTS0009015
• wikiData: Q105154882