(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: c89176aa-dfe2-43e0-9286-999e1b616174
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O7/c1-22-15-12(21)5-10(19)14-11(20)6-13(23-16(14)15)7-2-3-8(17)9(18)4-7/h2-5,13,17-19,21H,6H2,1H3/t13-/m0/s1
• InChI Key: DQVNDBVGXKWWNS-ZDUSSCGKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8216	82.16%
Caco-2	+	0.6360	63.60%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6360	63.60%
OATP2B1 inhibitior	+	0.5422	54.22%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9929	99.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8215	82.15%
P-glycoprotein inhibitior	-	0.9119	91.19%
P-glycoprotein substrate	-	0.9421	94.21%
CYP3A4 substrate	+	0.5061	50.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7613	76.13%
CYP3A4 inhibition	+	0.6934	69.34%
CYP2C9 inhibition	-	0.5391	53.91%
CYP2C19 inhibition	+	0.5395	53.95%
CYP2D6 inhibition	-	0.5904	59.04%
CYP1A2 inhibition	+	0.8798	87.98%
CYP2C8 inhibition	-	0.7805	78.05%
CYP inhibitory promiscuity	+	0.6128	61.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5834	58.34%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.8859	88.59%
Skin irritation	-	0.6620	66.20%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5668	56.68%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	+	0.7214	72.14%
Androgen receptor binding	+	0.6596	65.96%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.8246	82.46%
Aromatase binding	-	0.5718	57.18%
PPAR gamma	+	0.5727	57.27%
Honey bee toxicity	-	0.8147	81.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7576	75.76%

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	99.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.19%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.26%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.93%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.40%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.89%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.60%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.14%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.74%	98.75%

Plants that contains it

• Xerochrysum viscosum

Cross-Links

• PubChem: 51346920
• LOTUS: LTS0027097
• wikiData: Q104987209