(3S)-3-[(3,4-dihydroxyphenyl)methyl]-5,7-dihydroxy-6-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: a5bbb45d-3f86-4799-888c-666878c2475c
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: (3S)-3-[(3,4-dihydroxyphenyl)methyl]-5,7-dihydroxy-6-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O7/c1-23-17-12(20)6-13-14(16(17)22)15(21)9(7-24-13)4-8-2-3-10(18)11(19)5-8/h2-3,5-6,9,18-20,22H,4,7H2,1H3/t9-/m0/s1
• InChI Key: WZVYGIVWEHBCFU-VIFPVBQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6641	66.41%
Caco-2	+	0.7237	72.37%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6004	60.04%
OATP2B1 inhibitior	-	0.5725	57.25%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6217	62.17%
P-glycoprotein inhibitior	-	0.8281	82.81%
P-glycoprotein substrate	-	0.8367	83.67%
CYP3A4 substrate	+	0.5202	52.02%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7623	76.23%
CYP3A4 inhibition	-	0.5464	54.64%
CYP2C9 inhibition	-	0.6989	69.89%
CYP2C19 inhibition	-	0.6978	69.78%
CYP2D6 inhibition	-	0.7312	73.12%
CYP1A2 inhibition	+	0.8108	81.08%
CYP2C8 inhibition	-	0.6178	61.78%
CYP inhibitory promiscuity	+	0.6794	67.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6855	68.55%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.7331	73.31%
Skin irritation	-	0.7290	72.90%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6003	60.03%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8879	88.79%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7776	77.76%
Acute Oral Toxicity (c)	III	0.7274	72.74%
Estrogen receptor binding	+	0.9062	90.62%
Androgen receptor binding	+	0.8146	81.46%
Thyroid receptor binding	+	0.5836	58.36%
Glucocorticoid receptor binding	+	0.7100	71.00%
Aromatase binding	+	0.5212	52.12%
PPAR gamma	+	0.5313	53.13%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8060	80.60%

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	99.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.03%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.37%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.61%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.39%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.81%	89.00%
CHEMBL4208	P20618	Proteasome component C5	82.76%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.33%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	82.16%	91.49%

Plants that contains it

• Muscari armeniacum

Cross-Links

• PubChem: 102477546
• LOTUS: LTS0173748
• wikiData: Q105323583