methyl 2-[(5Z)-9-acetyloxy-5-(2-methoxy-2-oxoethylidene)-7,8-dimethyl-2,13,15-trioxatetracyclo[8.6.1.04,17.012,16]heptadeca-1(17),10,12(16)-trien-4-yl]-2-oxoacetate

Details

• Internal ID: daf60fa6-a5eb-42f3-86b3-4ee7651255a4
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: methyl 2-[(5Z)-9-acetyloxy-5-(2-methoxy-2-oxoethylidene)-7,8-dimethyl-2,13,15-trioxatetracyclo[8.6.1.04,17.012,16]heptadeca-1(17),10,12(16)-trien-4-yl]-2-oxoacetate
• SMILES (Canonical): CC1CC(=CC(=O)OC)C2(COC3=C2C(=CC4=C3OCO4)C(C1C)OC(=O)C)C(=O)C(=O)OC
• SMILES (Isomeric): CC1C/C(=C/C(=O)OC)/C2(COC3=C2C(=CC4=C3OCO4)C(C1C)OC(=O)C)C(=O)C(=O)OC
• InChI: InChI=1S/C24H26O10/c1-11-6-14(7-17(26)29-4)24(22(27)23(28)30-5)9-31-21-18(24)15(8-16-20(21)33-10-32-16)19(12(11)2)34-13(3)25/h7-8,11-12,19H,6,9-10H2,1-5H3/b14-7-
• InChI Key: IHGCEHKNZOZFOE-AUWJEWJLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₀
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.15259702 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.5934	59.34%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6576	65.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9529	95.29%
P-glycoprotein inhibitior	+	0.8638	86.38%
P-glycoprotein substrate	+	0.5166	51.66%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	+	0.8882	88.82%
CYP2C9 inhibition	-	0.6103	61.03%
CYP2C19 inhibition	+	0.5805	58.05%
CYP2D6 inhibition	-	0.8402	84.02%
CYP1A2 inhibition	-	0.5704	57.04%
CYP2C8 inhibition	+	0.4799	47.99%
CYP inhibitory promiscuity	+	0.5459	54.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4576	45.76%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8715	87.15%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3744	37.44%
Micronuclear	+	0.5081	50.81%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.6330	63.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6489	64.89%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	+	0.8304	83.04%
Androgen receptor binding	+	0.7022	70.22%
Thyroid receptor binding	+	0.5359	53.59%
Glucocorticoid receptor binding	+	0.8915	89.15%
Aromatase binding	+	0.5606	56.06%
PPAR gamma	+	0.7634	76.34%
Honey bee toxicity	-	0.5901	59.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	98.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.00%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.14%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.66%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	89.46%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.83%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.76%	92.62%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.61%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.44%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.19%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.88%	100.00%
CHEMBL5028	O14672	ADAM10	83.26%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.10%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.25%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.83%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.24%	95.50%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.19%	100.00%

Plants that contains it

• Schisandra arisanensis

Cross-Links

• PubChem: 100992545
• LOTUS: LTS0235994
• wikiData: Q105113015