(2R,3R)-3,4',7-Trihydroxyflavanone

Details

• Internal ID: 79112608-3b01-4e1a-b246-b4d47d0d8070
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: 3,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(=O)C3=C(O2)C=C(C=C3)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2C(C(=O)C3=C(O2)C=C(C=C3)O)O)O
• InChI: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,14-17,19H
• InChI Key: VRTGGIJPIYOHGT-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 3,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• (2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• 3,7,4'-Trihydroxyflavanon
• 3,4',7-Trihydroxyflavanone
• SCHEMBL9663852
• CHEBI:174578
• B0005-476437

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7927	79.27%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.7059	70.59%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7830	78.30%
P-glycoprotein inhibitior	-	0.8455	84.55%
P-glycoprotein substrate	-	0.9331	93.31%
CYP3A4 substrate	-	0.5266	52.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7112	71.12%
CYP3A4 inhibition	-	0.7012	70.12%
CYP2C9 inhibition	+	0.9776	97.76%
CYP2C19 inhibition	+	0.7715	77.15%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.7367	73.67%
CYP inhibitory promiscuity	+	0.6528	65.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.9844	98.44%
Skin irritation	+	0.6540	65.40%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8365	83.65%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6687	66.87%
Acute Oral Toxicity (c)	II	0.5971	59.71%
Estrogen receptor binding	-	0.4815	48.15%
Androgen receptor binding	+	0.6153	61.53%
Thyroid receptor binding	+	0.6823	68.23%
Glucocorticoid receptor binding	+	0.6749	67.49%
Aromatase binding	+	0.7326	73.26%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.8956	89.56%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9185	91.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.05%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	84.50%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.52%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.28%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.86%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.38%	93.40%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.38%	90.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%

Plants that contains it

• Brucea javanica
• Cicer arietinum
• Corymbia citriodora

Cross-Links

• PubChem: 3512634
• NPASS: NPC228824
• LOTUS: LTS0212085
• wikiData: Q105291948