(2-Hydroxy-2,6,11-trimethyl-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-4-yl) propanoate

Details

• Internal ID: 19b2cf5b-711a-4933-83e6-9f9a1114c03c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (2-hydroxy-2,6,11-trimethyl-7-oxo-8,12,13-trioxatetracyclo[9.2.2.01,10.05,9]pentadec-14-en-4-yl) propanoate
• SMILES (Canonical): CCC(=O)OC1CC(C23C=CC(C2C4C1C(C(=O)O4)C)(OO3)C)(C)O
• SMILES (Isomeric): CCC(=O)OC1CC(C23C=CC(C2C4C1C(C(=O)O4)C)(OO3)C)(C)O
• InChI: InChI=1S/C18H24O7/c1-5-11(19)22-10-8-17(4,21)18-7-6-16(3,24-25-18)14(18)13-12(10)9(2)15(20)23-13/h6-7,9-10,12-14,21H,5,8H2,1-4H3
• InChI Key: DFFXSMROWURSPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₇
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.15220310 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	-	0.5438	54.38%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4969	49.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8710	87.10%
OATP1B3 inhibitior	+	0.8330	83.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7079	70.79%
P-glycoprotein inhibitior	-	0.6167	61.67%
P-glycoprotein substrate	-	0.5968	59.68%
CYP3A4 substrate	+	0.6301	63.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.6890	68.90%
CYP2C9 inhibition	-	0.9036	90.36%
CYP2C19 inhibition	-	0.8642	86.42%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.8426	84.26%
CYP2C8 inhibition	-	0.7073	70.73%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5177	51.77%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.9591	95.91%
Skin irritation	-	0.6619	66.19%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5699	56.99%
skin sensitisation	-	0.7760	77.60%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6221	62.21%
Acute Oral Toxicity (c)	III	0.4263	42.63%
Estrogen receptor binding	+	0.7838	78.38%
Androgen receptor binding	+	0.6410	64.10%
Thyroid receptor binding	+	0.7389	73.89%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	+	0.5621	56.21%
PPAR gamma	+	0.5611	56.11%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9085	90.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.98%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%

Plants that contains it

• Artemisia douglasiana

Cross-Links

• PubChem: 162892850
• LOTUS: LTS0184038
• wikiData: Q104977847