Preaspernidgulene A2

Details

• Internal ID: ecf0ff24-3669-4d17-abac-5ab0ce85a3f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 13-[(2S)-4-hydroxy-3,3,5-trimethyl-6-oxo-2H-pyran-2-yl]-3,5,7-trimethyltetradeca-2,4,6,8,10,12-hexaenoic acid
• SMILES (Canonical): CC1=C(C(C(OC1=O)C(=CC=CC=CC(=CC(=CC(=CC(=O)O)C)C)C)C)(C)C)O
• SMILES (Isomeric): CC1=C(C([C@@H](OC1=O)C(=CC=CC=CC(=CC(=CC(=CC(=O)O)C)C)C)C)(C)C)O
• InChI: InChI=1S/C25H32O5/c1-16(13-17(2)14-18(3)15-21(26)27)11-9-8-10-12-19(4)23-25(6,7)22(28)20(5)24(29)30-23/h8-15,23,28H,1-7H3,(H,26,27)/t23-/m0/s1
• InChI Key: KMLFNHCEOOZYJG-QHCPKHFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₅
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.22497412 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9254	92.54%
Caco-2	+	0.5258	52.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.7879	78.79%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8533	85.33%
P-glycoprotein inhibitior	+	0.6278	62.78%
P-glycoprotein substrate	-	0.7808	78.08%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.9082	90.82%
CYP3A4 inhibition	-	0.9238	92.38%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.8655	86.55%
CYP2D6 inhibition	-	0.9599	95.99%
CYP1A2 inhibition	-	0.9549	95.49%
CYP2C8 inhibition	-	0.7596	75.96%
CYP inhibitory promiscuity	-	0.9137	91.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7981	79.81%
Carcinogenicity (trinary)	Non-required	0.4789	47.89%
Eye corrosion	-	0.9394	93.94%
Eye irritation	-	0.8722	87.22%
Skin irritation	+	0.5983	59.83%
Skin corrosion	-	0.8943	89.43%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8060	80.60%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5593	55.93%
skin sensitisation	-	0.6119	61.19%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.5454	54.54%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	-	0.5052	50.52%
Thyroid receptor binding	+	0.7112	71.12%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.7559	75.59%
PPAR gamma	+	0.8289	82.89%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8802	88.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.41%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL1870	P28702	Retinoid X receptor beta	93.95%	95.00%
CHEMBL2004	P48443	Retinoid X receptor gamma	92.67%	100.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	92.41%	91.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.37%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.35%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.98%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.86%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.67%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682298
• LOTUS: LTS0026643
• wikiData: Q105143022