Rhynchonin A

Details

• Internal ID: 18531cc9-612c-4723-b003-13ed9cdf0c7a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(7-hydroxy-5-methoxy-2,2-dimethylchromen-6-yl)-3-methylbutan-1-one
• InChI: InChI=1S/C17H22O4/c1-10(2)8-12(18)15-13(19)9-14-11(16(15)20-5)6-7-17(3,4)21-14/h6-7,9-10,19H,8H2,1-5H3
• InChI Key: MLROMOSLEHLJTD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 1-(7-hydroxy-5-methoxy-2,2-dimethylchromen-6-yl)-3-methylbutan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.8630	86.30%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7385	73.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9762	97.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5560	55.60%
P-glycoprotein inhibitior	-	0.8717	87.17%
P-glycoprotein substrate	-	0.7892	78.92%
CYP3A4 substrate	+	0.5401	54.01%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	+	0.5579	55.79%
CYP2C9 inhibition	-	0.5651	56.51%
CYP2C19 inhibition	+	0.7260	72.60%
CYP2D6 inhibition	-	0.6475	64.75%
CYP1A2 inhibition	+	0.6926	69.26%
CYP2C8 inhibition	-	0.7044	70.44%
CYP inhibitory promiscuity	+	0.6403	64.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9819	98.19%
Eye irritation	+	0.7374	73.74%
Skin irritation	-	0.7737	77.37%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3613	36.13%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	-	0.7777	77.77%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6080	60.80%
Acute Oral Toxicity (c)	III	0.3935	39.35%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	-	0.5413	54.13%
Thyroid receptor binding	+	0.6767	67.67%
Glucocorticoid receptor binding	+	0.5540	55.40%
Aromatase binding	+	0.6394	63.94%
PPAR gamma	+	0.6703	67.03%
Honey bee toxicity	-	0.9093	90.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9392	93.92%

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	98.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.09%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	88.84%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.22%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.71%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.52%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.42%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.43%	95.56%

Plants that contains it

• Rhyncholacis penicillata

Cross-Links

• PubChem: 9971470
• LOTUS: LTS0249419
• wikiData: Q105167012