2-(3,5-Dihydroxyphenyl)-6-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 34ecc5b8-7ebd-4c2b-9a71-297b840f395d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,5-dihydroxyphenyl)-6-hydroxy-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C21H20O11/c22-7-17-18(27)19(28)20(29)21(32-17)31-16-6-15-11(4-13(16)26)12(25)5-14(30-15)8-1-9(23)3-10(24)2-8/h1-6,17-24,26-29H,7H2
• InChI Key: OSDSISOFOWQDCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₁
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.10056145 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9383	93.83%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.5942	59.42%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5242	52.42%
P-glycoprotein inhibitior	-	0.7031	70.31%
P-glycoprotein substrate	-	0.7661	76.61%
CYP3A4 substrate	+	0.5603	56.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.5325	53.25%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8208	82.08%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7301	73.01%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	+	0.6252	62.52%
Thyroid receptor binding	+	0.6146	61.46%
Glucocorticoid receptor binding	+	0.6211	62.11%
Aromatase binding	+	0.5344	53.44%
PPAR gamma	+	0.6928	69.28%
Honey bee toxicity	-	0.7453	74.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6999	69.99%
Fish aquatic toxicity	+	0.8218	82.18%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.55%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.66%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.90%	96.21%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.96%	83.57%
CHEMBL3194	P02766	Transthyretin	87.84%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.06%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.43%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.60%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.02%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.82%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%

Plants that contains it

• Phlomoides tuberosa

Cross-Links

• PubChem: 162915234
• LOTUS: LTS0114963
• wikiData: Q105198803