3-Oxo-7,15-pimaradien-19,6-olide

Details

• Internal ID: dfcea0d4-552e-4500-b0aa-6f8606c23e91
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5-ethenyl-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-7-ene-11,13-dione
• SMILES (Canonical): CC1(CCC2C(=CC3C4C2(CCC(=O)C4(C(=O)O3)C)C)C1)C=C
• SMILES (Isomeric): CC1(CCC2C(=CC3C4C2(CCC(=O)C4(C(=O)O3)C)C)C1)C=C
• InChI: InChI=1S/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3
• InChI Key: MPHXYQVSOFGNEN-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7800	78.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6288	62.88%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.8849	88.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	-	0.7076	70.76%
P-glycoprotein inhibitior	-	0.5682	56.82%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.6541	65.41%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.7372	73.72%
CYP2D6 inhibition	-	0.9640	96.40%
CYP1A2 inhibition	+	0.6695	66.95%
CYP2C8 inhibition	-	0.7366	73.66%
CYP inhibitory promiscuity	-	0.8905	89.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5016	50.16%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9749	97.49%
Skin irritation	+	0.5971	59.71%
Skin corrosion	-	0.8620	86.20%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6868	68.68%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4683	46.83%
Acute Oral Toxicity (c)	III	0.6400	64.00%
Estrogen receptor binding	-	0.5426	54.26%
Androgen receptor binding	+	0.6262	62.62%
Thyroid receptor binding	+	0.6223	62.23%
Glucocorticoid receptor binding	+	0.7700	77.00%
Aromatase binding	-	0.5543	55.43%
PPAR gamma	+	0.5469	54.69%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	89.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.55%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	88.45%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.18%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.54%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.26%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.94%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.27%	97.05%

Plants that contains it

• Calohypnum plumiforme
• Oryza sativa

Cross-Links

• PubChem: 18336661
• LOTUS: LTS0260883
• wikiData: Q105169528