5-(4-Hydroxy-3,5-dimethoxyphenyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]oxolan-2-one

Details

• Internal ID: 0af380b0-d337-44b7-98c4-b2f46fe5072f
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 5-(4-hydroxy-3,5-dimethoxyphenyl)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]oxolan-2-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=C2CC(OC2=O)C3=CC(=C(C(=C3)OC)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C=C2CC(OC2=O)C3=CC(=C(C(=C3)OC)O)OC
• InChI: InChI=1S/C21H22O8/c1-25-15-6-11(7-16(26-2)19(15)22)5-13-10-14(29-21(13)24)12-8-17(27-3)20(23)18(9-12)28-4/h5-9,14,22-23H,10H2,1-4H3
• InChI Key: KZSJWQVXQDYKAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.13146766 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.5289	52.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7809	78.09%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.8493	84.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8003	80.03%
P-glycoprotein inhibitior	+	0.6453	64.53%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	+	0.5131	51.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7731	77.31%
CYP3A4 inhibition	-	0.6255	62.55%
CYP2C9 inhibition	-	0.5435	54.35%
CYP2C19 inhibition	+	0.8917	89.17%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.5869	58.69%
CYP2C8 inhibition	-	0.7496	74.96%
CYP inhibitory promiscuity	+	0.9104	91.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8839	88.39%
Carcinogenicity (trinary)	Danger	0.5756	57.56%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.7094	70.94%
Skin irritation	-	0.8238	82.38%
Skin corrosion	-	0.9758	97.58%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6449	64.49%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	-	0.8363	83.63%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.3948	39.48%
Estrogen receptor binding	+	0.8829	88.29%
Androgen receptor binding	-	0.5388	53.88%
Thyroid receptor binding	+	0.7981	79.81%
Glucocorticoid receptor binding	+	0.8131	81.31%
Aromatase binding	-	0.6995	69.95%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	99.06%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.20%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.47%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.09%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.32%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.30%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.27%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.53%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.39%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.21%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.07%	90.00%

Plants that contains it

• Descurainia sophia

Cross-Links

• PubChem: 72802691
• LOTUS: LTS0088545
• wikiData: Q105148415