(3S)-3,5,7-trihydroxy-3-[(4-hydroxyphenyl)methyl]-2H-chromen-4-one

Details

• Internal ID: a87df19e-a66d-4989-97b1-57587b18dc86
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans
• IUPAC Name: (3S)-3,5,7-trihydroxy-3-[(4-hydroxyphenyl)methyl]-2H-chromen-4-one
• InChI: InChI=1S/C16H14O6/c17-10-3-1-9(2-4-10)7-16(21)8-22-13-6-11(18)5-12(19)14(13)15(16)20/h1-6,17-19,21H,7-8H2/t16-/m0/s1
• InChI Key: CKOAWBPJSODKQL-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 6
• 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	+	0.9371	93.71%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5759	57.59%
OATP2B1 inhibitior	+	0.5608	56.08%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	-	0.2427	24.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5072	50.72%
P-glycoprotein inhibitior	-	0.8523	85.23%
P-glycoprotein substrate	-	0.8330	83.30%
CYP3A4 substrate	-	0.5265	52.65%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7559	75.59%
CYP3A4 inhibition	-	0.7196	71.96%
CYP2C9 inhibition	-	0.7317	73.17%
CYP2C19 inhibition	-	0.7234	72.34%
CYP2D6 inhibition	-	0.8389	83.89%
CYP1A2 inhibition	-	0.5701	57.01%
CYP2C8 inhibition	+	0.5272	52.72%
CYP inhibitory promiscuity	-	0.6732	67.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.9677	96.77%
Skin irritation	-	0.6996	69.96%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7636	76.36%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7423	74.23%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5652	56.52%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.8693	86.93%
Androgen receptor binding	+	0.8576	85.76%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.6832	68.32%
Aromatase binding	+	0.7940	79.40%
PPAR gamma	+	0.7719	77.19%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.6458	64.58%

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	98.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.07%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.08%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.66%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.32%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.58%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.67%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%

Plants that contains it

• Resnova humifusa

Cross-Links

• PubChem: 162942791
• LOTUS: LTS0064898
• wikiData: Q104962615