(11E)-5,12-dimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),11,15,18-heptaen-10-one

Details

• Internal ID: e6611bdc-4417-41a8-9717-049cad73fa5c
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,para-diphenylether diarylheptanoids
• IUPAC Name: (11E)-5,12-dimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),11,15,18-heptaen-10-one
• InChI: InChI=1S/C21H22O4/c1-23-19-10-6-15-4-8-18(9-5-15)25-21-12-16(3-7-17(22)13-19)11-20(14-21)24-2/h4-5,8-9,11-14H,3,6-7,10H2,1-2H3/b19-13+
• InChI Key: AWWQEQKBBNXGGQ-CPNJWEJPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8977	89.77%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6447	64.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9644	96.44%
P-glycoprotein inhibitior	+	0.7229	72.29%
P-glycoprotein substrate	-	0.8854	88.54%
CYP3A4 substrate	+	0.5087	50.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7911	79.11%
CYP3A4 inhibition	+	0.5289	52.89%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	+	0.5919	59.19%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	+	0.7862	78.62%
CYP2C8 inhibition	-	0.8251	82.51%
CYP inhibitory promiscuity	+	0.5922	59.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8455	84.55%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.6495	64.95%
Skin irritation	-	0.7140	71.40%
Skin corrosion	-	0.9774	97.74%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8149	81.49%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8312	83.12%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4886	48.86%
Acute Oral Toxicity (c)	III	0.5593	55.93%
Estrogen receptor binding	+	0.9012	90.12%
Androgen receptor binding	+	0.7698	76.98%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.8139	81.39%
Aromatase binding	+	0.5355	53.55%
PPAR gamma	-	0.5152	51.52%
Honey bee toxicity	-	0.8981	89.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9695	96.95%

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	94.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.64%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.79%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.64%	93.99%
CHEMBL4208	P20618	Proteasome component C5	87.38%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.66%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.40%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	84.19%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%

Plants that contains it

• Garuga pinnata

Cross-Links

• PubChem: 102195366
• LOTUS: LTS0129051
• wikiData: Q104920333