7-Hydroxy-8-(3-methylbut-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 0c21d0c9-8927-4afb-977a-1862735d20de
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 7-hydroxy-8-(3-methylbut-1-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(C)C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)O
• SMILES (Isomeric): CC(C)C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)O
• InChI: InChI=1S/C20H20O3/c1-13(2)8-9-15-17(21)11-10-16-18(22)12-19(23-20(15)16)14-6-4-3-5-7-14/h3-11,13,19,21H,12H2,1-2H3
• InChI Key: AISOGEAVKZHKCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₃
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.77
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7675	76.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9872	98.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7994	79.94%
P-glycoprotein inhibitior	-	0.5427	54.27%
P-glycoprotein substrate	-	0.8694	86.94%
CYP3A4 substrate	-	0.5308	53.08%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7681	76.81%
CYP3A4 inhibition	-	0.6549	65.49%
CYP2C9 inhibition	+	0.7732	77.32%
CYP2C19 inhibition	+	0.8528	85.28%
CYP2D6 inhibition	-	0.8871	88.71%
CYP1A2 inhibition	+	0.8070	80.70%
CYP2C8 inhibition	-	0.7810	78.10%
CYP inhibitory promiscuity	+	0.6558	65.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5609	56.09%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.6161	61.61%
Skin irritation	-	0.6483	64.83%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5301	53.01%
Micronuclear	+	0.7518	75.18%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7220	72.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5562	55.62%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.7962	79.62%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	+	0.7050	70.50%
Glucocorticoid receptor binding	+	0.6798	67.98%
Aromatase binding	+	0.7108	71.08%
PPAR gamma	+	0.7021	70.21%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	98.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.68%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.82%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.23%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.27%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.82%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.48%	85.14%

Plants that contains it

• Tephrosia falciformis

Cross-Links

• PubChem: 162879210
• LOTUS: LTS0221509
• wikiData: Q104912953