(2S)-7-Hydroxy-8-methoxyflavanone

Details

• Internal ID: 6266bc82-ea1c-494d-b317-63ff03e35591
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2S)-7-hydroxy-8-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)O
• SMILES (Isomeric): COC1=C(C=CC2=C1O[C@@H](CC2=O)C3=CC=CC=C3)O
• InChI: InChI=1S/C16H14O4/c1-19-16-12(17)8-7-11-13(18)9-14(20-15(11)16)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3/t14-/m0/s1
• InChI Key: FYIPCBNZSKNQSP-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7316	73.16%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9923	99.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7085	70.85%
P-glycoprotein inhibitior	-	0.8127	81.27%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	-	0.5347	53.47%
CYP2C9 inhibition	+	0.6671	66.71%
CYP2C19 inhibition	+	0.8836	88.36%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	+	0.8508	85.08%
CYP2C8 inhibition	-	0.7098	70.98%
CYP inhibitory promiscuity	+	0.5685	56.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5193	51.93%
Eye corrosion	-	0.9760	97.60%
Eye irritation	+	0.6670	66.70%
Skin irritation	-	0.6118	61.18%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6177	61.77%
Micronuclear	+	0.8518	85.18%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.9326	93.26%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.6662	66.62%
Androgen receptor binding	-	0.5286	52.86%
Thyroid receptor binding	+	0.5562	55.62%
Glucocorticoid receptor binding	+	0.6371	63.71%
Aromatase binding	-	0.5172	51.72%
PPAR gamma	-	0.5453	54.53%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7444	74.44%

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	97.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.25%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.90%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.47%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	84.48%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.91%	97.09%
CHEMBL2535	P11166	Glucose transporter	80.53%	98.75%

Plants that contains it

• Angelica japonica var. hirsutiflora
• Anthoceros punctatus
• Cinchona officinalis
• Clausena anisata
• Crinum bulbispermum
• Datura wrightii
• Elaeocarpus angustifolius
• Helichrysum asperum
• Lophopetalum javanum
• Lupinus holosericeus
• Muntingia calabura
• Searsia leptodictya
• Zuccagnia punctata

Cross-Links

• PubChem: 15549894
• NPASS: NPC204736
• LOTUS: LTS0150942
• wikiData: Q105004508