(E,2R)-6-methyl-2-(4-methylpent-3-enyl)-9-(5-oxo-2H-furan-3-yl)non-6-enoic acid

Details

• Internal ID: 15227200-399f-47ed-8d5a-6517e52f4617
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (E,2R)-6-methyl-2-(4-methylpent-3-enyl)-9-(5-oxo-2H-furan-3-yl)non-6-enoic acid
• SMILES (Canonical): CC(=CCCC(CCCC(=CCCC1=CC(=O)OC1)C)C(=O)O)C
• SMILES (Isomeric): CC(=CCC[C@@H](CCC/C(=C/CCC1=CC(=O)OC1)/C)C(=O)O)C
• InChI: InChI=1S/C20H30O4/c1-15(2)7-4-11-18(20(22)23)12-6-9-16(3)8-5-10-17-13-19(21)24-14-17/h7-8,13,18H,4-6,9-12,14H2,1-3H3,(H,22,23)/b16-8+/t18-/m0/s1
• InChI Key: LLMRKBRNUSCSLE-WHMKARLCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	-	0.5392	53.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7568	75.68%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9073	90.73%
P-glycoprotein inhibitior	-	0.6105	61.05%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.5462	54.62%
CYP2C9 substrate	+	0.6298	62.98%
CYP2D6 substrate	-	0.9207	92.07%
CYP3A4 inhibition	-	0.6951	69.51%
CYP2C9 inhibition	-	0.6417	64.17%
CYP2C19 inhibition	-	0.7806	78.06%
CYP2D6 inhibition	-	0.8499	84.99%
CYP1A2 inhibition	-	0.5884	58.84%
CYP2C8 inhibition	-	0.8818	88.18%
CYP inhibitory promiscuity	-	0.9116	91.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.9394	93.94%
Eye irritation	-	0.7211	72.11%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5976	59.76%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7400	74.00%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6976	69.76%
Acute Oral Toxicity (c)	III	0.6178	61.78%
Estrogen receptor binding	-	0.5482	54.82%
Androgen receptor binding	-	0.4938	49.38%
Thyroid receptor binding	+	0.5208	52.08%
Glucocorticoid receptor binding	-	0.5954	59.54%
Aromatase binding	-	0.7179	71.79%
PPAR gamma	+	0.6832	68.32%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	97.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.40%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.90%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.48%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.15%	92.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.05%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.67%	100.00%

Plants that contains it

• Baccharis ochracea

Cross-Links

• PubChem: 162894903
• LOTUS: LTS0038609
• wikiData: Q105153577