[(1R,2R,4R,5S,6R,9S,10S,11S)-2-hydroxy-2,6,11-trimethyl-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-4-yl] acetate

Details

• Internal ID: 67a91e38-fb01-4224-ba33-e7c7772d03a9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(1R,2R,4R,5S,6R,9S,10S,11S)-2-hydroxy-2,6,11-trimethyl-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-4-yl] acetate
• InChI: InChI=1S/C17H22O7/c1-8-11-10(21-9(2)18)7-16(4,20)17-6-5-15(3,23-24-17)13(17)12(11)22-14(8)19/h5-6,8,10-13,20H,7H2,1-4H3/t8-,10-,11+,12+,13+,15+,16-,17-/m1/s1
• InChI Key: XWXNNEXCFYUIPI-DVWAZLPGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	-	0.6572	65.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5183	51.83%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.8789	87.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8201	82.01%
P-glycoprotein inhibitior	-	0.7126	71.26%
P-glycoprotein substrate	-	0.7267	72.67%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.6567	65.67%
CYP2C9 inhibition	-	0.9504	95.04%
CYP2C19 inhibition	-	0.9251	92.51%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.8604	86.04%
CYP2C8 inhibition	-	0.8277	82.77%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4106	41.06%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.9354	93.54%
Skin irritation	-	0.6780	67.80%
Skin corrosion	-	0.8477	84.77%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4165	41.65%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7734	77.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5832	58.32%
Acute Oral Toxicity (c)	III	0.4255	42.55%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.6427	64.27%
Thyroid receptor binding	+	0.7496	74.96%
Glucocorticoid receptor binding	+	0.5873	58.73%
Aromatase binding	-	0.5372	53.72%
PPAR gamma	+	0.5686	56.86%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.7885	78.85%

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	96.62%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.61%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.06%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.19%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.11%	97.14%

Plants that contains it

• Artemisia montana

Cross-Links

• PubChem: 163106653
• LOTUS: LTS0059205
• wikiData: Q105343858