(1R,2S,3R,6S,7R,8S,11S)-3-ethenyl-13-(2-methoxy-2-oxoethyl)-3,7-dimethyl-10-oxo-9,14-dioxatetracyclo[6.5.1.01,6.07,11]tetradec-12-ene-2-carboxylic acid

Details

• Internal ID: 428d9edf-a571-4b13-bfd5-d4a1765c74c0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (1R,2S,3R,6S,7R,8S,11S)-3-ethenyl-13-(2-methoxy-2-oxoethyl)-3,7-dimethyl-10-oxo-9,14-dioxatetracyclo[6.5.1.01,6.07,11]tetradec-12-ene-2-carboxylic acid
• InChI: InChI=1S/C20H24O7/c1-5-18(2)7-6-12-19(3)11-8-10(9-13(21)25-4)20(12,14(18)15(22)23)27-17(19)26-16(11)24/h5,8,11-12,14,17H,1,6-7,9H2,2-4H3,(H,22,23)/t11-,12+,14+,17-,18+,19+,20-/m1/s1
• InChI Key: VDZBODVHGVXMCG-GCROAMGXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• 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	+	0.9746	97.46%
Caco-2	-	0.5349	53.49%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	-	0.3850	38.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	-	0.6859	68.59%
P-glycoprotein inhibitior	-	0.6161	61.61%
P-glycoprotein substrate	-	0.7029	70.29%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.7136	71.36%
CYP2C9 inhibition	-	0.8127	81.27%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.6186	61.86%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	-	0.8424	84.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5175	51.75%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9235	92.35%
Skin irritation	-	0.5269	52.69%
Skin corrosion	-	0.8889	88.89%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6592	65.92%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4799	47.99%
Acute Oral Toxicity (c)	II	0.3194	31.94%
Estrogen receptor binding	+	0.7684	76.84%
Androgen receptor binding	+	0.6679	66.79%
Thyroid receptor binding	+	0.5841	58.41%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	-	0.5199	51.99%
PPAR gamma	+	0.6435	64.35%
Honey bee toxicity	-	0.8239	82.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	96.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.36%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	89.11%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.27%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.30%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.80%	100.00%
CHEMBL5028	O14672	ADAM10	83.48%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.27%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.09%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.03%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.97%	91.07%

Plants that contains it

• Thapsia transtagana

Cross-Links

• PubChem: 163038468
• LOTUS: LTS0028285
• wikiData: Q105284453