4-hydroxy-3-[2-hydroxy-5-[(2S,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl]benzaldehyde

Details

• Internal ID: 5e41b072-4a08-4ff7-9fb4-acc2d5858eeb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: 4-hydroxy-3-[2-hydroxy-5-[(2S,3R)-3,5,7-trihydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenyl]benzaldehyde
• InChI: InChI=1S/C22H16O8/c23-9-10-1-3-15(25)13(5-10)14-6-11(2-4-16(14)26)22-21(29)20(28)19-17(27)7-12(24)8-18(19)30-22/h1-9,21-22,24-27,29H/t21-,22-/m0/s1
• InChI Key: BGNQVVFWQJYTCP-VXKWHMMOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆O₈
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.08451746 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9125	91.25%
Caco-2	-	0.9201	92.01%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6107	61.07%
OATP2B1 inhibitior	+	0.5745	57.45%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	-	0.2998	29.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	-	0.5705	57.05%
P-glycoprotein substrate	-	0.9083	90.83%
CYP3A4 substrate	+	0.5380	53.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7954	79.54%
CYP3A4 inhibition	-	0.5174	51.74%
CYP2C9 inhibition	+	0.8930	89.30%
CYP2C19 inhibition	-	0.5645	56.45%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	+	0.7733	77.33%
CYP2C8 inhibition	+	0.5176	51.76%
CYP inhibitory promiscuity	+	0.5441	54.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.5485	54.85%
Skin irritation	+	0.5624	56.24%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6281	62.81%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7067	70.67%
Acute Oral Toxicity (c)	II	0.6569	65.69%
Estrogen receptor binding	+	0.7260	72.60%
Androgen receptor binding	+	0.7043	70.43%
Thyroid receptor binding	+	0.6086	60.86%
Glucocorticoid receptor binding	+	0.7984	79.84%
Aromatase binding	-	0.5508	55.08%
PPAR gamma	+	0.7001	70.01%
Honey bee toxicity	-	0.8334	83.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9252	92.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.69%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	96.10%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.77%	89.00%
CHEMBL3194	P02766	Transthyretin	95.42%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.53%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.23%	99.23%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.30%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.32%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	85.73%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.82%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.16%	96.09%

Plants that contains it

• Hypnum cupressiforme

Cross-Links

• PubChem: 162997398
• LOTUS: LTS0170264
• wikiData: Q104935648