[(1S,2R,5R,6R,7R,8R,11R)-5,7,11-trihydroxy-2,6,7-trimethyl-4,10-dioxo-9-oxatricyclo[6.3.1.01,5]dodecan-6-yl]methyl acetate

Details

• Internal ID: 0d2e2b05-876c-4000-953e-00bc91156c03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,2R,5R,6R,7R,8R,11R)-5,7,11-trihydroxy-2,6,7-trimethyl-4,10-dioxo-9-oxatricyclo[6.3.1.01,5]dodecan-6-yl]methyl acetate
• InChI: InChI=1S/C17H24O8/c1-8-5-10(19)17(23)14(3,7-24-9(2)18)15(4,22)11-6-16(8,17)12(20)13(21)25-11/h8,11-12,20,22-23H,5-7H2,1-4H3/t8-,11-,12+,14-,15+,16+,17+/m1/s1
• InChI Key: OYMKKWFQISOWIX-LYCIFHPYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₈
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.14711772 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7900	79.00%
Caco-2	-	0.7205	72.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7528	75.28%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	-	0.8858	88.58%
P-glycoprotein inhibitior	-	0.7970	79.70%
P-glycoprotein substrate	-	0.7389	73.89%
CYP3A4 substrate	+	0.6345	63.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.8709	87.09%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.9137	91.37%
CYP2D6 inhibition	-	0.9692	96.92%
CYP1A2 inhibition	-	0.8567	85.67%
CYP2C8 inhibition	-	0.7598	75.98%
CYP inhibitory promiscuity	-	0.9045	90.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7132	71.32%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8498	84.98%
Skin irritation	-	0.6896	68.96%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5500	55.00%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5409	54.09%
skin sensitisation	-	0.9385	93.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7224	72.24%
Acute Oral Toxicity (c)	I	0.4387	43.87%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.7281	72.81%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	+	0.6275	62.75%
Aromatase binding	+	0.5603	56.03%
PPAR gamma	-	0.6463	64.63%
Honey bee toxicity	-	0.8172	81.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9643	96.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.59%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.19%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.70%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.28%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.74%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.41%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.41%	99.23%

Plants that contains it

• Illicium floridanum

Cross-Links

• PubChem: 11792569
• LOTUS: LTS0238543
• wikiData: Q105203400