(2S)-5-hydroxy-7-methoxy-8-(2-methylprop-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: f9ef1d2b-306a-4dea-9f8e-e81517a15304
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S)-5-hydroxy-7-methoxy-8-(2-methylprop-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC)C
• SMILES (Isomeric): CC(=CC1=C(C=C(C2=C1O[C@@H](CC2=O)C3=CC=CC=C3)O)OC)C
• InChI: InChI=1S/C20H20O4/c1-12(2)9-14-18(23-3)11-16(22)19-15(21)10-17(24-20(14)19)13-7-5-4-6-8-13/h4-9,11,17,22H,10H2,1-3H3/t17-/m0/s1
• InChI Key: LYOIBKNKUCEBRP-KRWDZBQOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.8087	80.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8400	84.00%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6063	60.63%
P-glycoprotein inhibitior	+	0.5941	59.41%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	+	0.5381	53.81%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	+	0.5312	53.12%
CYP2C9 inhibition	+	0.7670	76.70%
CYP2C19 inhibition	+	0.9665	96.65%
CYP2D6 inhibition	-	0.7053	70.53%
CYP1A2 inhibition	+	0.7900	79.00%
CYP2C8 inhibition	+	0.4626	46.26%
CYP inhibitory promiscuity	+	0.8964	89.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5609	56.09%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.5427	54.27%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4407	44.07%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5983	59.83%
Acute Oral Toxicity (c)	III	0.4817	48.17%
Estrogen receptor binding	+	0.7233	72.33%
Androgen receptor binding	+	0.6231	62.31%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	+	0.5232	52.32%
PPAR gamma	+	0.8187	81.87%
Honey bee toxicity	-	0.7973	79.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9703	97.03%

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	98.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.76%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.39%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.70%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.85%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.81%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.81%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.28%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.72%	94.00%

Plants that contains it

• Tephrosia villosa

Cross-Links

• PubChem: 163065160
• LOTUS: LTS0203022
• wikiData: Q105159460