(2R,3S)-5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-2-[(2S,3R)-7-methoxy-3-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dihydrochromen-4-one

Details

• Internal ID: ee6b48db-5740-4173-8e5f-74c1d844a41b
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids
• IUPAC Name: (2R,3S)-5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-2-[(2S,3R)-7-methoxy-3-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-2-yl]-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C33H28O9/c1-38-20-10-6-18(7-11-20)27-30(36)23-13-12-21(39-2)15-25(23)41-32(27)33-28(17-4-8-19(34)9-5-17)31(37)29-24(35)14-22(40-3)16-26(29)42-33/h4-16,27-28,32-35H,1-3H3/t27-,28+,32-,33+/m0/s1
• InChI Key: XCWXPZXXHWLHDD-TYMAPWMDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₈O₉
• Molecular Weight: 568.60 g/mol
• Exact Mass: 568.17333247 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 9
• 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	+	0.9468	94.68%
Caco-2	-	0.7406	74.06%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9227	92.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8608	86.08%
P-glycoprotein inhibitior	+	0.8398	83.98%
P-glycoprotein substrate	-	0.8055	80.55%
CYP3A4 substrate	+	0.6048	60.48%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7896	78.96%
CYP3A4 inhibition	-	0.8149	81.49%
CYP2C9 inhibition	-	0.7845	78.45%
CYP2C19 inhibition	-	0.7197	71.97%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	+	0.5489	54.89%
CYP2C8 inhibition	+	0.5052	50.52%
CYP inhibitory promiscuity	-	0.5516	55.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5581	55.81%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8304	83.04%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3760	37.60%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9432	94.32%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7228	72.28%
Acute Oral Toxicity (c)	III	0.5079	50.79%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.8145	81.45%
Thyroid receptor binding	+	0.6886	68.86%
Glucocorticoid receptor binding	+	0.7680	76.80%
Aromatase binding	-	0.6593	65.93%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9077	90.77%

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	98.73%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.74%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.78%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.53%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.89%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.65%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.21%	99.23%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.98%	91.79%
CHEMBL1907	P15144	Aminopeptidase N	85.94%	93.31%
CHEMBL2535	P11166	Glucose transporter	85.85%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.30%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	83.28%	98.35%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.53%	97.03%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.88%	86.92%
CHEMBL3194	P02766	Transthyretin	81.23%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

• Ochna macrocalyx

Cross-Links

• PubChem: 162863279
• LOTUS: LTS0055682
• wikiData: Q105325491