(11E)-4,6,12-trimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),11,15,18-heptaen-10-one

Details

• Internal ID: ab67c280-2d61-4973-b17c-9503157bbb0a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,para-diphenylether diarylheptanoids
• IUPAC Name: (11E)-4,6,12-trimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),11,15,18-heptaen-10-one
• InChI: InChI=1S/C22H24O5/c1-24-19-11-6-15-4-9-18(10-5-15)27-22-12-16(7-8-17(23)13-19)20(25-2)14-21(22)26-3/h4-5,9-10,12-14H,6-8,11H2,1-3H3/b19-13+
• InChI Key: HADHVBAKVBZOFP-CPNJWEJPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₅
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.16237386 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.9179	91.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9922	99.22%
P-glycoprotein inhibitior	+	0.9058	90.58%
P-glycoprotein substrate	-	0.8061	80.61%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7911	79.11%
CYP3A4 inhibition	-	0.7801	78.01%
CYP2C9 inhibition	-	0.9205	92.05%
CYP2C19 inhibition	+	0.6051	60.51%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	+	0.7732	77.32%
CYP2C8 inhibition	-	0.7159	71.59%
CYP inhibitory promiscuity	+	0.5235	52.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.8013	80.13%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6769	67.69%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8152	81.52%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6136	61.36%
Acute Oral Toxicity (c)	III	0.4804	48.04%
Estrogen receptor binding	+	0.8626	86.26%
Androgen receptor binding	+	0.6059	60.59%
Thyroid receptor binding	+	0.6825	68.25%
Glucocorticoid receptor binding	+	0.8593	85.93%
Aromatase binding	+	0.6004	60.04%
PPAR gamma	+	0.6226	62.26%
Honey bee toxicity	-	0.8163	81.63%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9679	96.79%

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	96.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.60%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.05%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.80%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.03%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.33%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.92%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.49%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.87%	99.17%
CHEMBL1871	P10275	Androgen Receptor	81.30%	96.43%
CHEMBL4208	P20618	Proteasome component C5	80.94%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%

Plants that contains it

• Garuga pinnata

Cross-Links

• PubChem: 14159690
• LOTUS: LTS0085563
• wikiData: Q105024801