5,6,7-trimethoxy-2-phenyl-3,4-dihydro-2H-chromen-4-ol

Details

• Internal ID: 64a11743-bd4b-4602-b049-6b1b64faf8a7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5,6,7-trimethoxy-2-phenyl-3,4-dihydro-2H-chromen-4-ol
• SMILES (Canonical): COC1=C(C(=C2C(CC(OC2=C1)C3=CC=CC=C3)O)OC)OC
• SMILES (Isomeric): COC1=C(C(=C2C(CC(OC2=C1)C3=CC=CC=C3)O)OC)OC
• InChI: InChI=1S/C18H20O5/c1-20-15-10-14-16(18(22-3)17(15)21-2)12(19)9-13(23-14)11-7-5-4-6-8-11/h4-8,10,12-13,19H,9H2,1-3H3
• InChI Key: DZPHJRLNLJWYER-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.8007	80.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6261	62.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4767	47.67%
P-glycoprotein inhibitior	-	0.5361	53.61%
P-glycoprotein substrate	-	0.9090	90.90%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	0.6241	62.41%
CYP2D6 substrate	+	0.6346	63.46%
CYP3A4 inhibition	-	0.7892	78.92%
CYP2C9 inhibition	-	0.9440	94.40%
CYP2C19 inhibition	-	0.5855	58.55%
CYP2D6 inhibition	-	0.8423	84.23%
CYP1A2 inhibition	+	0.5445	54.45%
CYP2C8 inhibition	+	0.6577	65.77%
CYP inhibitory promiscuity	-	0.6187	61.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5467	54.67%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8406	84.06%
Skin irritation	-	0.7530	75.30%
Skin corrosion	-	0.9739	97.39%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8023	80.23%
Micronuclear	+	0.7218	72.18%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7821	78.21%
Acute Oral Toxicity (c)	III	0.5098	50.98%
Estrogen receptor binding	+	0.6316	63.16%
Androgen receptor binding	+	0.5551	55.51%
Thyroid receptor binding	+	0.7619	76.19%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	-	0.7141	71.41%
PPAR gamma	+	0.5918	59.18%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6051	60.51%
Fish aquatic toxicity	+	0.6496	64.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.49%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.90%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.79%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.77%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.45%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.04%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.63%	85.14%
CHEMBL4208	P20618	Proteasome component C5	80.36%	90.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.15%	94.03%

Plants that contains it

• Beilschmiedia zenkeri

Cross-Links

• PubChem: 75082885
• LOTUS: LTS0014465
• wikiData: Q104991937