[(1S,3R,7S,9S,10R,12R,14S)-9,14-dimethyl-4-methylidene-5-oxo-6,13-dioxatetracyclo[8.4.0.03,7.012,14]tetradecan-10-yl] acetate

Details

• Internal ID: ae8167ff-8ccf-464a-bb54-98a090561c6a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(1S,3R,7S,9S,10R,12R,14S)-9,14-dimethyl-4-methylidene-5-oxo-6,13-dioxatetracyclo[8.4.0.03,7.012,14]tetradecan-10-yl] acetate
• InChI: InChI=1S/C17H22O5/c1-8-5-12-11(9(2)15(19)20-12)6-13-16(4)14(22-16)7-17(8,13)21-10(3)18/h8,11-14H,2,5-7H2,1,3-4H3/t8-,11+,12-,13+,14+,16-,17+/m0/s1
• InChI Key: NHFIMEDITZLSNZ-GUMUSTOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• 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	+	0.9836	98.36%
Caco-2	+	0.7287	72.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.8736	87.36%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8983	89.83%
P-glycoprotein inhibitior	-	0.7292	72.92%
P-glycoprotein substrate	-	0.7203	72.03%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.5144	51.44%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	-	0.8363	83.63%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.6178	61.78%
CYP2C8 inhibition	-	0.6566	65.66%
CYP inhibitory promiscuity	-	0.9079	90.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6177	61.77%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8463	84.63%
Skin irritation	-	0.5946	59.46%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6450	64.50%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6630	66.30%
skin sensitisation	-	0.6958	69.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7150	71.50%
Acute Oral Toxicity (c)	II	0.4328	43.28%
Estrogen receptor binding	+	0.9009	90.09%
Androgen receptor binding	+	0.6668	66.68%
Thyroid receptor binding	+	0.5771	57.71%
Glucocorticoid receptor binding	+	0.5988	59.88%
Aromatase binding	+	0.6002	60.02%
PPAR gamma	+	0.6244	62.44%
Honey bee toxicity	-	0.7446	74.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5662	56.62%
Fish aquatic toxicity	+	0.9954	99.54%

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	95.95%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.98%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.70%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.42%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.38%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.17%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.45%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.37%	97.25%

Plants that contains it

• Leucophyta brownii

Cross-Links

• PubChem: 162945711
• LOTUS: LTS0240811
• wikiData: Q105179355