(E)-1-(2,4-dihydroxyphenyl)-3-[(3S,4S)-3,4,8-trihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]prop-2-en-1-one

Details

• Internal ID: 9b2d43c4-b43a-436d-abfe-d73e31b07058
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2,4-dihydroxyphenyl)-3-[(3S,4S)-3,4,8-trihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]prop-2-en-1-one
• InChI: InChI=1S/C20H20O7/c1-20(2)19(26)17(25)13-7-10(8-16(24)18(13)27-20)3-6-14(22)12-5-4-11(21)9-15(12)23/h3-9,17,19,21,23-26H,1-2H3/b6-3+/t17-,19-/m0/s1
• InChI Key: VRYBZCIONJZZPL-QVLYEVLBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 7
• 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	+	0.9493	94.93%
Caco-2	-	0.6327	63.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6354	63.54%
OATP2B1 inhibitior	-	0.5662	56.62%
OATP1B1 inhibitior	+	0.8762	87.62%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6530	65.30%
P-glycoprotein inhibitior	-	0.7051	70.51%
P-glycoprotein substrate	-	0.6848	68.48%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	+	0.6317	63.17%
CYP2C9 inhibition	-	0.6526	65.26%
CYP2C19 inhibition	-	0.7233	72.33%
CYP2D6 inhibition	-	0.8122	81.22%
CYP1A2 inhibition	+	0.8438	84.38%
CYP2C8 inhibition	+	0.7424	74.24%
CYP inhibitory promiscuity	+	0.5608	56.08%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.7610	76.10%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.8402	84.02%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5272	52.72%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.6365	63.65%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6122	61.22%
Acute Oral Toxicity (c)	III	0.6549	65.49%
Estrogen receptor binding	+	0.7052	70.52%
Androgen receptor binding	+	0.7091	70.91%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.6868	68.68%
Aromatase binding	-	0.4905	49.05%
PPAR gamma	+	0.7088	70.88%
Honey bee toxicity	-	0.8039	80.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9746	97.46%

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	98.49%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.28%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3194	P02766	Transthyretin	87.81%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%

Plants that contains it

• Erythrina abyssinica

Cross-Links

• PubChem: 163190647
• LOTUS: LTS0138758
• wikiData: Q105292041