3,5,7-Trihydroxyflavanone; Dihydrogalangin

Details

• Internal ID: 666b735d-a5ba-4597-9dc2-97ca14b9711f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: 3,5,7-trihydroxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1=CC=C(C=C1)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• InChI: InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H
• InChI Key: SUYJZKRQHBQNCA-UHFFFAOYSA-N
• Popularity: 204 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: 2.20
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• SCHEMBL14461145
• FT-0775731

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	-	0.5697	56.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8527	85.27%
P-glycoprotein inhibitior	-	0.8096	80.96%
P-glycoprotein substrate	-	0.9730	97.30%
CYP3A4 substrate	-	0.5844	58.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	+	0.7241	72.41%
CYP2C9 inhibition	+	0.8948	89.48%
CYP2C19 inhibition	+	0.6434	64.34%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7652	76.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9392	93.92%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7317	73.17%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7084	70.84%
Acute Oral Toxicity (c)	II	0.6238	62.38%
Estrogen receptor binding	+	0.5437	54.37%
Androgen receptor binding	+	0.6173	61.73%
Thyroid receptor binding	+	0.6310	63.10%
Glucocorticoid receptor binding	+	0.6715	67.15%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.7487	74.87%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8967	89.67%

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	97.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.01%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.57%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.58%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.44%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.55%	94.73%
CHEMBL3194	P02766	Transthyretin	80.64%	90.71%

Plants that contains it

• Alnus sieboldiana
• Alpinia officinarum
• Bulbophyllum odoratissimum
• Dalbergia parviflora
• Flourensia riparia
• Lychnophora pinaster
• Lychnophora pohlii
• Muntingia calabura
• Ozothamnus stirlingii
• Pinus morrisonicola
• Pinus ponderosa
• Pinus virginiana
• Populus laurifolia
• Populus nigra

Cross-Links

• PubChem: 3519897
• NPASS: NPC74416
• LOTUS: LTS0114373
• wikiData: Q105261674