(1R,2R,5S,6S,9R,13R)-5,9,13-trimethyl-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecane-4,10-dione

Details

• Internal ID: ee609b3a-01e2-4cd2-ae02-43b77372857b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1R,2R,5S,6S,9R,13R)-5,9,13-trimethyl-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecane-4,10-dione
• SMILES (Canonical): CC1C2CCC3(C(=O)CCC4(C3(C2OC1=O)O4)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@]3(C(=O)CC[C@@]4([C@@]3([C@@H]2OC1=O)O4)C)C
• InChI: InChI=1S/C15H20O4/c1-8-9-4-6-13(2)10(16)5-7-14(3)15(13,19-14)11(9)18-12(8)17/h8-9,11H,4-7H2,1-3H3/t8-,9-,11+,13-,14+,15-/m0/s1
• InChI Key: FKWYQLQOMUGIDI-HCXPXOSBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9764	97.64%
Caco-2	+	0.8026	80.26%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9825	98.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8725	87.25%
P-glycoprotein inhibitior	-	0.8368	83.68%
P-glycoprotein substrate	-	0.8332	83.32%
CYP3A4 substrate	+	0.5750	57.50%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.8061	80.61%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.6105	61.05%
CYP2C8 inhibition	-	0.9076	90.76%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5863	58.63%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.5707	57.07%
Skin corrosion	-	0.7376	73.76%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6850	68.50%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7802	78.02%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.5001	50.01%
Estrogen receptor binding	+	0.7228	72.28%
Androgen receptor binding	+	0.7001	70.01%
Thyroid receptor binding	+	0.6344	63.44%
Glucocorticoid receptor binding	+	0.5469	54.69%
Aromatase binding	-	0.6221	62.21%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9797	97.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.07%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.30%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.73%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.26%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.57%	94.80%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.29%	92.94%

Plants that contains it

• Seriphidium diffusum

Cross-Links

• PubChem: 162938058
• LOTUS: LTS0169827
• wikiData: Q104996859