7-[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one

Details

• Internal ID: 94fa47c7-89b3-4bf0-b722-36abbb4d3bd8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-3,5-dihydroxychromen-4-one
• SMILES (Canonical): CC(C1C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)O)O
• SMILES (Isomeric): CC(C1C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C21H20O11/c1-7(22)19-17(28)18(29)21(32-19)30-9-5-12(25)14-13(6-9)31-20(16(27)15(14)26)8-2-3-10(23)11(24)4-8/h2-7,17-19,21-25,27-29H,1H3
• InChI Key: QALQCLOCLGDLDQ-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: 1.40
• Atomic LogP (AlogP): 0.49
• 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	+	0.8971	89.71%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7551	75.51%
OATP2B1 inhibitior	+	0.5986	59.86%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7819	78.19%
P-glycoprotein inhibitior	-	0.6973	69.73%
P-glycoprotein substrate	-	0.6658	66.58%
CYP3A4 substrate	+	0.6501	65.01%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	+	0.6047	60.47%
CYP2C9 inhibition	-	0.5983	59.83%
CYP2C19 inhibition	+	0.5408	54.08%
CYP2D6 inhibition	-	0.8550	85.50%
CYP1A2 inhibition	+	0.6219	62.19%
CYP2C8 inhibition	+	0.8408	84.08%
CYP inhibitory promiscuity	+	0.6837	68.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4429	44.29%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8730	87.30%
Skin irritation	-	0.6631	66.31%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4683	46.83%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8830	88.30%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.6815	68.15%
Androgen receptor binding	+	0.6865	68.65%
Thyroid receptor binding	+	0.5878	58.78%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	-	0.5422	54.22%
PPAR gamma	+	0.7513	75.13%
Honey bee toxicity	-	0.7487	74.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9606	96.06%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.39%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.65%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.62%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.85%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.99%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.58%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.20%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.66%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.87%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.80%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.53%	99.17%
CHEMBL3194	P02766	Transthyretin	83.18%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.93%	93.65%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.53%	83.00%

Plants that contains it

• Lathyrus sativus

Cross-Links

• PubChem: 163032411
• LOTUS: LTS0048438
• wikiData: Q105217509