10-Hydroxy-5,9,13-trimethyl-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecan-4-one

Details

• Internal ID: a4460561-96f3-496f-bd22-73db75132f46
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 10-hydroxy-5,9,13-trimethyl-3,14-dioxatetracyclo[7.5.0.01,13.02,6]tetradecan-4-one
• SMILES (Canonical): CC1C2CCC3(C(CCC4(C3(C2OC1=O)O4)C)O)C
• SMILES (Isomeric): CC1C2CCC3(C(CCC4(C3(C2OC1=O)O4)C)O)C
• InChI: InChI=1S/C15H22O4/c1-8-9-4-6-13(2)10(16)5-7-14(3)15(13,19-14)11(9)18-12(8)17/h8-11,16H,4-7H2,1-3H3
• InChI Key: PDANCDQNWPMOTE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	+	0.7371	73.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6472	64.72%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	-	0.2363	23.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.8835	88.35%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8281	82.81%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.7698	76.98%
CYP2C19 inhibition	-	0.7260	72.60%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.6050	60.50%
CYP2C8 inhibition	-	0.9075	90.75%
CYP inhibitory promiscuity	-	0.9796	97.96%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5339	53.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9555	95.55%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.8653	86.53%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6725	67.25%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6835	68.35%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.3814	38.14%
Estrogen receptor binding	+	0.8274	82.74%
Androgen receptor binding	+	0.6867	68.67%
Thyroid receptor binding	+	0.6205	62.05%
Glucocorticoid receptor binding	+	0.6404	64.04%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	-	0.6271	62.71%
Honey bee toxicity	-	0.8646	86.46%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9521	95.21%

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	93.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.82%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.35%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.87%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.64%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.91%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.33%	93.04%

Plants that contains it

• Tanacetum cadmeum

Cross-Links

• PubChem: 163000119
• LOTUS: LTS0243425
• wikiData: Q105206271