Eriodyctiol (flavanone)

Details

• Internal ID: 82daee50-150c-4e9b-8a5d-6c2b06960ec5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1[C@@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m1/s1
• InChI Key: SBHXYTNGIZCORC-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• NSC-649412
• (?)-Eriodictyol
• Eriodyctiol (flavanone)
• CHEMBL1975989
• SCHEMBL23686074
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-,Norhesperitin
• NCI60_017216

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8185	81.85%
Caco-2	-	0.5841	58.41%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5959	59.59%
OATP2B1 inhibitior	-	0.6114	61.14%
OATP1B1 inhibitior	+	0.9750	97.50%
OATP1B3 inhibitior	+	0.9799	97.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8991	89.91%
P-glycoprotein inhibitior	-	0.9347	93.47%
P-glycoprotein substrate	-	0.9605	96.05%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7613	76.13%
CYP3A4 inhibition	+	0.7009	70.09%
CYP2C9 inhibition	+	0.5787	57.87%
CYP2C19 inhibition	-	0.7926	79.26%
CYP2D6 inhibition	-	0.7926	79.26%
CYP1A2 inhibition	+	0.8188	81.88%
CYP2C8 inhibition	-	0.6943	69.43%
CYP inhibitory promiscuity	-	0.5488	54.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6191	61.91%
Eye corrosion	-	0.9927	99.27%
Eye irritation	+	0.9845	98.45%
Skin irritation	-	0.5260	52.60%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7598	75.98%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7813	78.13%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5900	59.00%
Acute Oral Toxicity (c)	II	0.4796	47.96%
Estrogen receptor binding	+	0.6896	68.96%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	+	0.6891	68.91%
Glucocorticoid receptor binding	+	0.8039	80.39%
Aromatase binding	+	0.6974	69.74%
PPAR gamma	+	0.8215	82.15%
Honey bee toxicity	-	0.7807	78.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8418	84.18%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3729	P22748	Carbonic anhydrase IV	72.8 nM	Ki	via Super-PRED
CHEMBL2326	P43166	Carbonic anhydrase VII	4.3 nM	Ki	via Super-PRED
CHEMBL3242	O43570	Carbonic anhydrase XII	31.1 nM	Ki	via Super-PRED
CHEMBL4040	P28482	MAP kinase ERK2	7.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.15%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.53%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.02%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.83%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.72%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.68%	93.40%
CHEMBL3194	P02766	Transthyretin	86.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.80%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.67%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.42%	91.49%

Plants that contains it

• Alnus cordata
• Aloe deltoideodonta
• Bauhinia purpurea
• Crinum latifolium
• Dipteryx lacunifera
• Hemionitis aschenborniana
• Leitneria floridana
• Thermopsis mollis

Cross-Links

• PubChem: 373261
• NPASS: NPC188679
• LOTUS: LTS0120134
• wikiData: Q105249460