2,6,10-Trimethyl-13-(5-oxo-2,5-dihydrofuran-3-yl)trideca-2,6,10-trienoic acid

Details

• Internal ID: 370f4a32-0837-44db-ab97-3e630571be7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2,6,10-trimethyl-13-(5-oxo-2H-furan-3-yl)trideca-2,6,10-trienoic acid
• InChI: InChI=1S/C20H28O4/c1-15(9-5-11-17(3)20(22)23)7-4-8-16(2)10-6-12-18-13-19(21)24-14-18/h7,10-11,13H,4-6,8-9,12,14H2,1-3H3,(H,22,23)
• InChI Key: VBZXBFNXHOZDBI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

• DTXSID30825849
• 2,6,10-Trimethyl-13-(5-oxo-2,5-dihydrofuran-3-yl)trideca-2,6,10-trienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9621	96.21%
Caco-2	+	0.5761	57.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6950	69.50%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9014	90.14%
P-glycoprotein inhibitior	-	0.5585	55.85%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	-	0.5150	51.50%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.9186	91.86%
CYP3A4 inhibition	-	0.7030	70.30%
CYP2C9 inhibition	-	0.7121	71.21%
CYP2C19 inhibition	-	0.7903	79.03%
CYP2D6 inhibition	-	0.8205	82.05%
CYP1A2 inhibition	+	0.5088	50.88%
CYP2C8 inhibition	-	0.8571	85.71%
CYP inhibitory promiscuity	-	0.9149	91.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6970	69.70%
Eye corrosion	-	0.9292	92.92%
Eye irritation	-	0.7102	71.02%
Skin irritation	-	0.5120	51.20%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4048	40.48%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7023	70.23%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	-	0.5421	54.21%
Androgen receptor binding	-	0.5082	50.82%
Thyroid receptor binding	+	0.5964	59.64%
Glucocorticoid receptor binding	+	0.5438	54.38%
Aromatase binding	-	0.5362	53.62%
PPAR gamma	+	0.8685	86.85%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	98.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.36%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.85%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	86.38%	92.51%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.15%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.85%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.40%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.26%	92.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.87%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.04%	85.14%

Plants that contains it

• Dimerostemma asperatum

Cross-Links

• PubChem: 71405144
• LOTUS: LTS0207778
• wikiData: Q82809769