4,15-Dimethoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,14-diene-3,11,16-trione

Details

• Internal ID: 96f91100-8512-4f80-947c-1088857226e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 4,15-dimethoxy-2,14,17-trimethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,14-diene-3,11,16-trione
• SMILES (Canonical): CC1=C(C(=O)C2C3(C(CC=C(C3=O)OC)CC4C2(C1CC(=O)O4)C)C)OC
• SMILES (Isomeric): CC1=C(C(=O)C2C3(C(CC=C(C3=O)OC)CC4C2(C1CC(=O)O4)C)C)OC
• InChI: InChI=1S/C21H26O6/c1-10-12-9-15(22)27-14-8-11-6-7-13(25-4)19(24)20(11,2)18(21(12,14)3)16(23)17(10)26-5/h7,11-12,14,18H,6,8-9H2,1-5H3
• InChI Key: ZRGIAGBDZMYYNK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 6
• 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	+	0.9845	98.45%
Caco-2	+	0.6746	67.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6780	67.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5779	57.79%
P-glycoprotein inhibitior	-	0.5265	52.65%
P-glycoprotein substrate	-	0.6190	61.90%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8941	89.41%
CYP3A4 inhibition	-	0.8367	83.67%
CYP2C9 inhibition	-	0.9699	96.99%
CYP2C19 inhibition	-	0.8868	88.68%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.7925	79.25%
CYP2C8 inhibition	-	0.6373	63.73%
CYP inhibitory promiscuity	-	0.8496	84.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.7178	71.78%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7022	70.22%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7088	70.88%
skin sensitisation	-	0.7159	71.59%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7476	74.76%
Acute Oral Toxicity (c)	III	0.6424	64.24%
Estrogen receptor binding	+	0.7962	79.62%
Androgen receptor binding	+	0.5443	54.43%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.7202	72.02%
Aromatase binding	-	0.5305	53.05%
PPAR gamma	+	0.7558	75.58%
Honey bee toxicity	-	0.7386	73.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9327	93.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.62%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.66%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.24%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.55%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.00%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.74%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.48%	97.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.10%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.68%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.99%	97.21%

Plants that contains it

• Picrasma javanica

Cross-Links

• PubChem: 14887770
• LOTUS: LTS0104933
• wikiData: Q105381955