Rhynchonin B

Details

• Internal ID: 49d30f06-f81a-49c8-8faa-429e392c98f6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(7-hydroxy-5-methoxy-2,2-dimethylchromen-6-yl)-2-methylbutan-1-one
• InChI: InChI=1S/C17H22O4/c1-6-10(2)15(19)14-12(18)9-13-11(16(14)20-5)7-8-17(3,4)21-13/h7-10,18H,6H2,1-5H3
• InChI Key: XFRASGANXRHTAZ-UHFFFAOYSA-N
• Popularity: 1 reference 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: 4.10
• 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)-2-methylbutan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.9485	94.85%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6844	68.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8233	82.33%
OATP1B3 inhibitior	+	0.9764	97.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6717	67.17%
P-glycoprotein inhibitior	-	0.8484	84.84%
P-glycoprotein substrate	-	0.7983	79.83%
CYP3A4 substrate	+	0.5177	51.77%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.5747	57.47%
CYP2C9 inhibition	+	0.5675	56.75%
CYP2C19 inhibition	+	0.7266	72.66%
CYP2D6 inhibition	-	0.7964	79.64%
CYP1A2 inhibition	+	0.7157	71.57%
CYP2C8 inhibition	-	0.5897	58.97%
CYP inhibitory promiscuity	+	0.7109	71.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9745	97.45%
Eye irritation	-	0.5063	50.63%
Skin irritation	-	0.7888	78.88%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6485	64.85%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.7438	74.38%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8041	80.41%
Acute Oral Toxicity (c)	III	0.5380	53.80%
Estrogen receptor binding	+	0.9468	94.68%
Androgen receptor binding	-	0.5716	57.16%
Thyroid receptor binding	+	0.7577	75.77%
Glucocorticoid receptor binding	+	0.7060	70.60%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	+	0.8916	89.16%
Honey bee toxicity	-	0.9375	93.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9758	97.58%

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	98.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.87%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.13%	85.14%
CHEMBL4208	P20618	Proteasome component C5	87.78%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.88%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.17%	97.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.07%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.05%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.65%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.45%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.40%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.07%	94.73%

Plants that contains it

• Rhyncholacis penicillata

Cross-Links

• PubChem: 10424314
• LOTUS: LTS0170500
• wikiData: Q105327219