(2S,3R)-5-hydroxy-3,6,7,8-tetramethoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 684e564c-78bf-48a1-b5e7-421fdf2d31fd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S,3R)-5-hydroxy-3,6,7,8-tetramethoxy-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C19H20O7/c1-22-16-12(20)11-13(21)17(23-2)19(25-4)18(24-3)15(11)26-14(16)10-8-6-5-7-9-10/h5-9,14,16,21H,1-4H3/t14-,16-/m0/s1
• InChI Key: SNDDQHPBNHSNNS-HOCLYGCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7016	70.16%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5381	53.81%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	-	0.9466	94.66%
CYP3A4 substrate	+	0.5058	50.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.4739	47.39%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.4777	47.77%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4484	44.84%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6497	64.97%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.7666	76.66%
Androgen receptor binding	-	0.5190	51.90%
Thyroid receptor binding	+	0.6601	66.01%
Glucocorticoid receptor binding	+	0.7670	76.70%
Aromatase binding	-	0.5869	58.69%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.9047	90.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8902	89.02%

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	97.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.38%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.08%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.46%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.77%	94.00%

Plants that contains it

• Helichrysum cephaloideum

Cross-Links

• PubChem: 163193570
• LOTUS: LTS0037691
• wikiData: Q105256349