(2R,3R)-3,7-Dihydroxyflavanone

Details

• Internal ID: 56dda24f-0419-49d0-8a17-4c01e8d17cd4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: (2R,3R)-3,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1=CC=C(C=C1)C2C(C(=O)C3=C(O2)C=C(C=C3)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@@H]2[C@H](C(=O)C3=C(O2)C=C(C=C3)O)O
• InChI: InChI=1S/C15H12O4/c16-10-6-7-11-12(8-10)19-15(14(18)13(11)17)9-4-2-1-3-5-9/h1-8,14-16,18H/t14-,15+/m0/s1
• InChI Key: LVCUVLHYCYWHDY-LSDHHAIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (2R)-3beta,7-Dihydroxyflavanone
• (2R,3R)-3,7-dihydroxyflavanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.8375	83.75%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7927	79.27%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.7839	78.39%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8062	80.62%
P-glycoprotein inhibitior	-	0.8273	82.73%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	-	0.5677	56.77%
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	+	0.4530	45.30%
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	+	0.9599	95.99%
Skin irritation	+	0.6540	65.40%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8119	81.19%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6650	66.50%
Acute Oral Toxicity (c)	II	0.5971	59.71%
Estrogen receptor binding	-	0.5425	54.25%
Androgen receptor binding	+	0.5905	59.05%
Thyroid receptor binding	+	0.6180	61.80%
Glucocorticoid receptor binding	-	0.4753	47.53%
Aromatase binding	+	0.6610	66.10%
PPAR gamma	+	0.6728	67.28%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.6500	65.00%
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	96.17%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.58%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.20%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.78%	94.62%

Plants that contains it

• Spatholobus suberectus

Cross-Links

• PubChem: 14730799
• NPASS: NPC148011
• LOTUS: LTS0116971
• wikiData: Q105157783