(3,8-Dimethyl-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadec-13(16)-en-12-yl) acetate

Details

• Internal ID: 03b9018c-3f30-429c-9fa5-64c38c8cd2fe
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (3,8-dimethyl-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadec-13(16)-en-12-yl) acetate
• SMILES (Canonical): CC1C2C(CC3(C(O3)CC(C4=CC2OC4=O)OC(=O)C)C)OC1=O
• SMILES (Isomeric): CC1C2C(CC3(C(O3)CC(C4=CC2OC4=O)OC(=O)C)C)OC1=O
• InChI: InChI=1S/C17H20O7/c1-7-14-11-4-9(16(20)22-11)10(21-8(2)18)5-13-17(3,24-13)6-12(14)23-15(7)19/h4,7,10-14H,5-6H2,1-3H3
• InChI Key: ALQWQVLQHXAWBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.6047	60.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6628	66.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8949	89.49%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5977	59.77%
P-glycoprotein inhibitior	-	0.5915	59.15%
P-glycoprotein substrate	-	0.5987	59.87%
CYP3A4 substrate	+	0.6594	65.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8969	89.69%
CYP3A4 inhibition	-	0.7248	72.48%
CYP2C9 inhibition	-	0.8241	82.41%
CYP2C19 inhibition	-	0.8633	86.33%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.5600	56.00%
CYP2C8 inhibition	-	0.7832	78.32%
CYP inhibitory promiscuity	-	0.9136	91.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4887	48.87%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.8553	85.53%
Skin irritation	-	0.5760	57.60%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5148	51.48%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.7142	71.42%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6935	69.35%
Acute Oral Toxicity (c)	III	0.4675	46.75%
Estrogen receptor binding	+	0.8736	87.36%
Androgen receptor binding	+	0.5387	53.87%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.7928	79.28%
Aromatase binding	-	0.5101	51.01%
PPAR gamma	+	0.6360	63.60%
Honey bee toxicity	-	0.6575	65.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	96.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.80%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.71%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.13%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.76%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.59%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.97%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.51%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.35%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.37%	100.00%

Plants that contains it

• Mikania cordata
• Mikania micrantha
• Mikania trachypleura

Cross-Links

• PubChem: 14081915
• LOTUS: LTS0253129
• wikiData: Q104914299