(1S,2S,4R,5S,6R,11S)-4,5,11-trihydroxy-2,6,11-trimethyl-8-oxatricyclo[4.4.3.01,5]tridecane-9,12-dione

Details

• Internal ID: 02dde4b6-9bf3-46aa-b88f-00fcd0847de3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2S,4R,5S,6R,11S)-4,5,11-trihydroxy-2,6,11-trimethyl-8-oxatricyclo[4.4.3.01,5]tridecane-9,12-dione
• SMILES (Canonical): CC1CC(C2(C13CC(=O)OCC2(CC(=O)C3(C)O)C)O)O
• SMILES (Isomeric): C[C@H]1C[C@H]([C@]2([C@]13CC(=O)OC[C@]2(CC(=O)[C@@]3(C)O)C)O)O
• InChI: InChI=1S/C15H22O6/c1-8-4-9(16)15(20)12(2)5-10(17)13(3,19)14(8,15)6-11(18)21-7-12/h8-9,16,19-20H,4-7H2,1-3H3/t8-,9+,12+,13+,14+,15-/m0/s1
• InChI Key: LJKJTESYAFXEPG-WWYRSNQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8268	82.68%
Caco-2	-	0.5983	59.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6112	61.12%
OATP2B1 inhibitior	-	0.8470	84.70%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9134	91.34%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.7164	71.64%
CYP3A4 substrate	+	0.5657	56.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.9066	90.66%
CYP2D6 inhibition	-	0.9679	96.79%
CYP1A2 inhibition	-	0.8164	81.64%
CYP2C8 inhibition	-	0.8827	88.27%
CYP inhibitory promiscuity	-	0.9929	99.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8840	88.40%
Skin irritation	-	0.6328	63.28%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5642	56.42%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5333	53.33%
skin sensitisation	-	0.8930	89.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.3843	38.43%
Estrogen receptor binding	-	0.5801	58.01%
Androgen receptor binding	+	0.6375	63.75%
Thyroid receptor binding	-	0.6354	63.54%
Glucocorticoid receptor binding	-	0.5642	56.42%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	-	0.7545	75.45%
Honey bee toxicity	-	0.8240	82.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9470	94.70%

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	90.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.63%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.71%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	88.60%	97.79%
CHEMBL2581	P07339	Cathepsin D	88.54%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.24%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.13%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.80%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.83%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162988306
• LOTUS: LTS0141690
• wikiData: Q105152633