(10R)-4,6-dimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),8,15,18-heptaene-5,10-diol

Details

• Internal ID: 3db0e798-57bd-4c20-9b19-2e6dbbdfc055
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,para-diphenylether diarylheptanoids
• IUPAC Name: (10R)-4,6-dimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),8,15,18-heptaene-5,10-diol
• InChI: InChI=1S/C21H24O5/c1-24-20-15-9-10-16(22)6-4-3-5-14-7-11-17(12-8-14)26-18(13-15)21(25-2)19(20)23/h7-13,16,22-23H,3-6H2,1-2H3/t16-/m1/s1
• InChI Key: RDUZQLUQTGZOSA-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9522	95.22%
Caco-2	+	0.6889	68.89%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7143	71.43%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8883	88.83%
P-glycoprotein inhibitior	+	0.6212	62.12%
P-glycoprotein substrate	-	0.7100	71.00%
CYP3A4 substrate	+	0.5927	59.27%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.6604	66.04%
CYP3A4 inhibition	-	0.6330	63.30%
CYP2C9 inhibition	-	0.8318	83.18%
CYP2C19 inhibition	-	0.5641	56.41%
CYP2D6 inhibition	-	0.7601	76.01%
CYP1A2 inhibition	+	0.7289	72.89%
CYP2C8 inhibition	+	0.5483	54.83%
CYP inhibitory promiscuity	-	0.6429	64.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5335	53.35%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8298	82.98%
Skin irritation	-	0.7234	72.34%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6693	66.93%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.7914	79.14%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9063	90.63%
Acute Oral Toxicity (c)	III	0.5082	50.82%
Estrogen receptor binding	+	0.7753	77.53%
Androgen receptor binding	+	0.7958	79.58%
Thyroid receptor binding	+	0.6525	65.25%
Glucocorticoid receptor binding	+	0.7662	76.62%
Aromatase binding	+	0.7391	73.91%
PPAR gamma	+	0.7192	71.92%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9107	91.07%

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	99.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.68%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.38%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.64%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL2535	P11166	Glucose transporter	84.26%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.90%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.54%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.51%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%

Plants that contains it

• Corylus avellana

Cross-Links

• PubChem: 163091588
• LOTUS: LTS0112968
• wikiData: Q105234483