7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 2557d2b0-9c41-4189-9b6d-e05104180e71
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C28H32O16/c1-39-11-4-2-10(3-5-11)13-6-12(31)18-14(40-13)7-15(19(32)22(18)35)41-28-26(24(37)21(34)17(9-30)43-28)44-27-25(38)23(36)20(33)16(8-29)42-27/h2-7,16-17,20-21,23-30,32-38H,8-9H2,1H3
• InChI Key: CQRXRYYRHCZXFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₆
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.16903493 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.12
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9041	90.41%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8003	80.03%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4759	47.59%
P-glycoprotein inhibitior	-	0.6411	64.11%
P-glycoprotein substrate	-	0.6302	63.02%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.6545	65.45%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4101	41.01%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9345	93.45%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8476	84.76%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.6031	60.31%
Aromatase binding	+	0.6961	69.61%
PPAR gamma	+	0.7539	75.39%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	98.84%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.12%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.93%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.24%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.33%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.29%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.76%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.74%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.31%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.27%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.06%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.73%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	85.50%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.65%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.27%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.44%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.10%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.06%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.47%	95.50%

Plants that contains it

• Eupatorium glehnii
• Ophiopogon japonicus
• Stachys annua

Cross-Links

• PubChem: 14802391
• LOTUS: LTS0260422
• wikiData: Q105131259