7-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxychromen-4-one

Details

• Internal ID: 33f27cd8-6945-4dc1-8955-9233c8ecb955
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 7-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,6-dihydroxychromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C20H18O11/c21-6-20(28)7-29-19(18(20)27)31-14-5-13-15(17(26)16(14)25)11(24)4-12(30-13)8-1-2-9(22)10(23)3-8/h1-5,18-19,21-23,25-28H,6-7H2
• InChI Key: QWGPBCPIKAIUCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₁₁
• Molecular Weight: 434.30 g/mol
• Exact Mass: 434.08491139 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.10
• 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	+	0.6445	64.45%
Caco-2	-	0.8932	89.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	+	0.5892	58.92%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7656	76.56%
P-glycoprotein inhibitior	-	0.5842	58.42%
P-glycoprotein substrate	-	0.6160	61.60%
CYP3A4 substrate	+	0.6368	63.68%
CYP2C9 substrate	-	0.8263	82.63%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7718	77.18%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7304	73.04%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.6036	60.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4535	45.35%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8625	86.25%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8433	84.33%
Androgen receptor binding	+	0.8274	82.74%
Thyroid receptor binding	+	0.6492	64.92%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	+	0.7083	70.83%
PPAR gamma	+	0.8427	84.27%
Honey bee toxicity	-	0.6385	63.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.77%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.22%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.10%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.40%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.57%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.08%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.47%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.43%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.04%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.52%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.82%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.46%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.35%	95.83%

Plants that contains it

• Lepidagathis cristata

Cross-Links

• PubChem: 69724542
• LOTUS: LTS0172013
• wikiData: Q105229164