(6,9,10-Trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl) propanoate

Details

• Internal ID: 05524af3-c4a4-4252-90f3-0d8f985771ff
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl) propanoate
• SMILES (Canonical): CCC(=O)OC1C2=C(C(=O)C34C1(C(CCC3O4)C)C)OC=C2C
• SMILES (Isomeric): CCC(=O)OC1C2=C(C(=O)C34C1(C(CCC3O4)C)C)OC=C2C
• InChI: InChI=1S/C18H22O5/c1-5-12(19)22-16-13-9(2)8-21-14(13)15(20)18-11(23-18)7-6-10(3)17(16,18)4/h8,10-11,16H,5-7H2,1-4H3
• InChI Key: DUBGJJXETRAWSK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 5
• 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	+	0.9883	98.83%
Caco-2	+	0.6650	66.50%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6125	61.25%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7701	77.01%
P-glycoprotein inhibitior	-	0.5878	58.78%
P-glycoprotein substrate	-	0.7458	74.58%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	0.6275	62.75%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.7047	70.47%
CYP2C19 inhibition	-	0.6844	68.44%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.7366	73.66%
CYP2C8 inhibition	+	0.4862	48.62%
CYP inhibitory promiscuity	-	0.7151	71.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5269	52.69%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.7048	70.48%
Skin corrosion	-	0.8507	85.07%
Ames mutagenesis	-	0.5908	59.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4943	49.43%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7944	79.44%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8491	84.91%
Acute Oral Toxicity (c)	III	0.4958	49.58%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	+	0.7371	73.71%
Aromatase binding	-	0.4846	48.46%
PPAR gamma	+	0.6957	69.57%
Honey bee toxicity	-	0.7963	79.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	95.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.87%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.86%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.11%	97.25%
CHEMBL1871	P10275	Androgen Receptor	86.11%	96.43%
CHEMBL4040	P28482	MAP kinase ERK2	85.76%	83.82%
CHEMBL5255	O00206	Toll-like receptor 4	85.63%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.13%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.00%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.20%	92.62%

Plants that contains it

• Ligularia cyathiceps

Cross-Links

• PubChem: 163047078
• LOTUS: LTS0015459
• wikiData: Q104989149