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

Details

• Internal ID: f74fc3bd-640c-409d-9b85-7ba1de9fc2e7
• 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-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=C(C(=O)OC2(CC34C1(C(CCC3O4)C)C)OC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2=C(C(=O)OC2(CC34C1(C(CCC3O4)C)C)OC)C
• InChI: InChI=1S/C21H28O6/c1-7-11(2)17(22)25-16-15-13(4)18(23)27-21(15,24-6)10-20-14(26-20)9-8-12(3)19(16,20)5/h7,12,14,16H,8-10H2,1-6H3
• InChI Key: CBAPLTCHHBGQDY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.06
• 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	+	0.9919	99.19%
Caco-2	+	0.7982	79.82%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7243	72.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9796	97.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6439	64.39%
P-glycoprotein inhibitior	+	0.5897	58.97%
P-glycoprotein substrate	-	0.6436	64.36%
CYP3A4 substrate	+	0.6647	66.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.7790	77.90%
CYP2C9 inhibition	-	0.8006	80.06%
CYP2C19 inhibition	-	0.8638	86.38%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.5845	58.45%
CYP2C8 inhibition	-	0.5654	56.54%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5008	50.08%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.5971	59.71%
Skin corrosion	-	0.8974	89.74%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3909	39.09%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6889	68.89%
skin sensitisation	-	0.8025	80.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.8663	86.63%
Acute Oral Toxicity (c)	III	0.4120	41.20%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.6709	67.09%
Thyroid receptor binding	+	0.6796	67.96%
Glucocorticoid receptor binding	+	0.8173	81.73%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.8055	80.55%
Honey bee toxicity	-	0.6995	69.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	97.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.57%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.82%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.61%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.86%	91.07%
CHEMBL1871	P10275	Androgen Receptor	85.55%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.27%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.15%	93.03%
CHEMBL2581	P07339	Cathepsin D	80.30%	98.95%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 73409838
• LOTUS: LTS0070668
• wikiData: Q104952151