(3-Hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-(methoxymethyl)prop-2-enoate

Details

• Internal ID: fdd1077e-8550-4923-88de-b6cf6996b8cd
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-(methoxymethyl)prop-2-enoate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)O)C)OC(=O)C(=C)COC)C)O2
• SMILES (Isomeric): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)O)C)OC(=O)C(=C)COC)C)O2
• InChI: InChI=1S/C20H26O7/c1-10(8-24-5)16(21)25-15-14-12(3)17(22)27-20(14,23)9-19-13(26-19)7-6-11(2)18(15,19)4/h11,13,15,23H,1,6-9H2,2-5H3
• InChI Key: QLLBMEPFJZZJMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 94.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6609	66.09%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7061	70.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	-	0.5905	59.05%
P-glycoprotein inhibitior	-	0.4472	44.72%
P-glycoprotein substrate	-	0.5453	54.53%
CYP3A4 substrate	+	0.6760	67.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7545	75.45%
CYP2C19 inhibition	-	0.8860	88.60%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8074	80.74%
CYP2C8 inhibition	-	0.5701	57.01%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4984	49.84%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8744	87.44%
Skin irritation	-	0.5724	57.24%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6827	68.27%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6246	62.46%
skin sensitisation	-	0.8151	81.51%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8710	87.10%
Acute Oral Toxicity (c)	I	0.3702	37.02%
Estrogen receptor binding	+	0.7083	70.83%
Androgen receptor binding	+	0.6559	65.59%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.8038	80.38%
Aromatase binding	+	0.7618	76.18%
PPAR gamma	+	0.7390	73.90%
Honey bee toxicity	-	0.7767	77.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9882	98.82%

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	97.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.97%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.81%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.02%	97.14%
CHEMBL1871	P10275	Androgen Receptor	82.55%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.62%	89.00%
CHEMBL5028	O14672	ADAM10	81.34%	97.50%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 162844548
• LOTUS: LTS0075848
• wikiData: Q105223649