7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,8-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: a0bea3fe-7839-4eb0-8cb9-77c5b4e9e546
• 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-5,8-dihydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• InChI: InChI=1S/C28H32O16/c1-39-11-4-2-10(3-5-11)14-6-12(31)18-13(32)7-15(21(35)25(18)40-14)41-28-26(23(37)20(34)17(9-30)43-28)44-27-24(38)22(36)19(33)16(8-29)42-27/h2-7,16-17,19-20,22-24,26-30,32-38H,8-9H2,1H3
• InChI Key: WDWBIQRRBRJRGX-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	-	0.9035	90.35%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5672	56.72%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4820	48.20%
P-glycoprotein inhibitior	-	0.6289	62.89%
P-glycoprotein substrate	-	0.6557	65.57%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
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	+	0.6131	61.31%
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	-	0.9083	90.83%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9001	90.01%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.7052	70.52%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.5717	57.17%
Aromatase binding	+	0.6736	67.36%
PPAR gamma	+	0.7565	75.65%
Honey bee toxicity	-	0.7223	72.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	99.56%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.34%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.16%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.72%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.38%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.10%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.25%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.19%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.56%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.42%	91.49%
CHEMBL220	P22303	Acetylcholinesterase	89.12%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.87%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.63%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.20%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.88%	96.09%
CHEMBL3194	P02766	Transthyretin	84.11%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.09%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.56%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	82.69%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.67%	97.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.52%	89.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.36%	97.36%

Plants that contains it

• Sideritis pungens

Cross-Links

• PubChem: 74977913
• LOTUS: LTS0029837
• wikiData: Q105302723