(2r,3r)-3,5,7,3',5'-Pentahydroxyflavanone

Details

• Internal ID: bd2d31b2-15a4-4472-af3c-43ee40055b3c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: (2R,3R)-2-(3,5-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1=C(C=C(C=C1O)O)C2C(C(=O)C3=C(C=C(C=C3O2)O)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)O)[C@@H]2[C@H](C(=O)C3=C(C=C(C=C3O2)O)O)O
• InChI: InChI=1S/C15H12O7/c16-7-1-6(2-8(17)3-7)15-14(21)13(20)12-10(19)4-9(18)5-11(12)22-15/h1-5,14-19,21H/t14-,15+/m0/s1
• InChI Key: SRHDEHLQIMAWNV-LSDHHAIUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• (2r,3r)-3,5,7,3',5'-pentahydroxyflavanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	-	0.9005	90.05%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.6987	69.87%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	-	0.5697	56.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8753	87.53%
P-glycoprotein inhibitior	-	0.8909	89.09%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.5637	56.37%
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	-	0.7573	75.73%
CYP inhibitory promiscuity	+	0.7652	76.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.9660	96.60%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6014	60.14%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.7177	71.77%
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	+	0.7244	72.44%
Acute Oral Toxicity (c)	II	0.6238	62.38%
Estrogen receptor binding	+	0.5432	54.32%
Androgen receptor binding	+	0.5694	56.94%
Thyroid receptor binding	+	0.6636	66.36%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	-	0.5118	51.18%
PPAR gamma	+	0.6894	68.94%
Honey bee toxicity	-	0.8850	88.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	97.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.96%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.33%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	86.25%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.41%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.95%	99.15%
CHEMBL3194	P02766	Transthyretin	82.47%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.63%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

• Magnolia acuminata
• Paeonia suffruticosa

Cross-Links

• PubChem: 5320468
• NPASS: NPC21835