(2R)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: a037e96f-a68f-4143-ab46-b6698a858a89
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2R)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC=CC=C3)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C[C@@H](O2)C3=CC=CC=C3)C)O
• InChI: InChI=1S/C17H16O4/c1-9-15(19)10(2)17-14(16(9)20)12(18)8-13(21-17)11-6-4-3-5-7-11/h3-7,13,19-20H,8H2,1-2H3/t13-/m1/s1
• InChI Key: HAIHGFWQOPJMPV-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9385	93.85%
Caco-2	-	0.5962	59.62%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8009	80.09%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8119	81.19%
P-glycoprotein inhibitior	-	0.8101	81.01%
P-glycoprotein substrate	-	0.9433	94.33%
CYP3A4 substrate	-	0.5635	56.35%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7747	77.47%
CYP3A4 inhibition	+	0.8649	86.49%
CYP2C9 inhibition	+	0.8644	86.44%
CYP2C19 inhibition	+	0.8207	82.07%
CYP2D6 inhibition	-	0.7188	71.88%
CYP1A2 inhibition	+	0.9147	91.47%
CYP2C8 inhibition	-	0.6131	61.31%
CYP inhibitory promiscuity	+	0.7428	74.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.6228	62.28%
Skin irritation	-	0.6422	64.22%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5384	53.84%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7046	70.46%
Acute Oral Toxicity (c)	III	0.3665	36.65%
Estrogen receptor binding	+	0.6600	66.00%
Androgen receptor binding	-	0.5063	50.63%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.7201	72.01%
Aromatase binding	-	0.6069	60.69%
PPAR gamma	+	0.6347	63.47%
Honey bee toxicity	-	0.9487	94.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8897	88.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.95%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.43%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.83%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.79%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.29%	94.73%

Plants that contains it

• Bauhinia purpurea
• Dryopteris crassirhizoma

Cross-Links

• PubChem: 158419628
• LOTUS: LTS0119019
• wikiData: Q105024896