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

Details

• Internal ID: ee6bf71a-b8aa-4f73-ba6a-f7ebd5ee4c79
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3-methoxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)OC)C)OC(=O)C(=C)C)C)O2
• SMILES (Isomeric): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)OC)C)OC(=O)C(=C)C)C)O2
• InChI: InChI=1S/C20H26O6/c1-10(2)16(21)24-15-14-12(4)17(22)26-20(14,23-6)9-19-13(25-19)8-7-11(3)18(15,19)5/h11,13,15H,1,7-9H2,2-6H3
• InChI Key: NQBVCAXKXFSGGA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 6
• 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	+	0.9901	99.01%
Caco-2	+	0.7542	75.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6869	68.69%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7637	76.37%
P-glycoprotein inhibitior	-	0.5244	52.44%
P-glycoprotein substrate	-	0.6133	61.33%
CYP3A4 substrate	+	0.6753	67.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.6642	66.42%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.8347	83.47%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.5169	51.69%
CYP2C8 inhibition	+	0.4716	47.16%
CYP inhibitory promiscuity	-	0.8907	89.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5344	53.44%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8148	81.48%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4504	45.04%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6961	69.61%
skin sensitisation	-	0.7818	78.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.8885	88.85%
Acute Oral Toxicity (c)	III	0.4274	42.74%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.6500	65.00%
Thyroid receptor binding	+	0.6764	67.64%
Glucocorticoid receptor binding	+	0.7225	72.25%
Aromatase binding	+	0.6702	67.02%
PPAR gamma	+	0.8166	81.66%
Honey bee toxicity	-	0.7090	70.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	97.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.52%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.06%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.74%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL1871	P10275	Androgen Receptor	85.13%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.01%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.46%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	82.87%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.91%	91.07%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 162901220
• LOTUS: LTS0201357
• wikiData: Q105183696