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

Details

• Internal ID: 8dff90ff-1337-486e-b464-f608d8777207
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-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=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)OC)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=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)OC)O)CO)O)O)O)O)O
• InChI: InChI=1S/C30H34O17/c1-11(32)42-10-21-24(37)25(38)27(40)29(46-21)47-28-26(39)23(36)20(9-31)45-30(28)43-13-6-15(34)22-16(35)8-17(44-19(22)7-13)12-3-4-14(33)18(5-12)41-2/h3-8,20-21,23-31,33-34,36-40H,9-10H2,1-2H3/t20-,21-,23-,24-,25+,26+,27-,28-,29+,30-/m1/s1
• InChI Key: XEOMCDDFSGTWFB-RXFKRDKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₇
• Molecular Weight: 666.60 g/mol
• Exact Mass: 666.17959961 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.55
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• 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	-	0.9045	90.45%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5234	52.34%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6737	67.37%
P-glycoprotein inhibitior	-	0.5426	54.26%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6488	64.88%
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	+	0.7636	76.36%
CYP inhibitory promiscuity	-	0.8661	86.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.8456	84.56%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7329	73.29%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	-	0.8591	85.91%
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	-	0.8356	83.56%
Acute Oral Toxicity (c)	III	0.6634	66.34%
Estrogen receptor binding	+	0.8409	84.09%
Androgen receptor binding	+	0.5808	58.08%
Thyroid receptor binding	+	0.5182	51.82%
Glucocorticoid receptor binding	+	0.6478	64.78%
Aromatase binding	+	0.6239	62.39%
PPAR gamma	+	0.7439	74.39%
Honey bee toxicity	-	0.6664	66.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	99.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.34%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.05%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.41%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.98%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.53%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.35%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.11%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.94%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.84%	94.73%
CHEMBL3194	P02766	Transthyretin	87.33%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.32%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.28%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.20%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.84%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.47%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.18%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.93%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.84%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.61%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.84%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	80.76%	94.45%

Plants that contains it

• Angylocalyx braunii
• Archidendron lucidum
• Chrysocoma microphylla
• Cucumis myriocarpus
• Euphorbia sieboldiana
• Leionema ambiens
• Narthecium asiaticum
• Passiflora edulis
• Passiflora foetida
• Psorospermum orientale
• Stachyurus himalaicus
• Tripterygium regelii
• Tsuga diversifolia
• Vernonanthura pinguis
• Veronica persica
• Wedelia calycina

Cross-Links

• PubChem: 11377340
• NPASS: NPC269904