(1S,2S,4R,7R,11S)-7-hydroxy-4-methyl-8,12-dimethylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-13-one

Details

• Internal ID: fdd811c6-e9b4-4bf2-bcc4-b0e381c3f0ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2S,4R,7R,11S)-7-hydroxy-4-methyl-8,12-dimethylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-13-one
• SMILES (Canonical): CC12CCC(C(=C)CCC3C(C1O2)OC(=O)C3=C)O
• SMILES (Isomeric): C[C@@]12CC[C@H](C(=C)CC[C@@H]3[C@@H]([C@@H]1O2)OC(=O)C3=C)O
• InChI: InChI=1S/C15H20O4/c1-8-4-5-10-9(2)14(17)18-12(10)13-15(3,19-13)7-6-11(8)16/h10-13,16H,1-2,4-7H2,3H3/t10-,11+,12-,13-,15+/m0/s1
• InChI Key: CYFISOCVANBOKW-WHRXGGIHSA-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): 59.10 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.73
• 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	+	0.9859	98.59%
Caco-2	+	0.7431	74.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6821	68.21%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5571	55.71%
BSEP inhibitior	-	0.9585	95.85%
P-glycoprotein inhibitior	-	0.8708	87.08%
P-glycoprotein substrate	-	0.8583	85.83%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.8997	89.97%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	+	0.5628	56.28%
CYP2C8 inhibition	-	0.8306	83.06%
CYP inhibitory promiscuity	-	0.9709	97.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4792	47.92%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.7247	72.47%
Skin irritation	-	0.5293	52.93%
Skin corrosion	-	0.8894	88.94%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4396	43.96%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7724	77.24%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7080	70.80%
Acute Oral Toxicity (c)	III	0.4452	44.52%
Estrogen receptor binding	+	0.8429	84.29%
Androgen receptor binding	+	0.7695	76.95%
Thyroid receptor binding	+	0.5263	52.63%
Glucocorticoid receptor binding	+	0.7562	75.62%
Aromatase binding	-	0.6131	61.31%
PPAR gamma	-	0.5374	53.74%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9667	96.67%

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	94.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.34%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.04%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.56%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.42%	99.23%
CHEMBL259	P32245	Melanocortin receptor 4	83.14%	95.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.48%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.40%	95.89%

Plants that contains it

• Tanacetum parthenium

Cross-Links

• PubChem: 15785646
• LOTUS: LTS0073852
• wikiData: Q104391521