(Z,2S)-6-(acetyloxymethyl)-9-(furan-3-yl)-2-(4-methylpent-3-enyl)non-6-enoic acid

Details

• Internal ID: 5427f383-6c10-4558-8497-74a663f305a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (Z,2S)-6-(acetyloxymethyl)-9-(furan-3-yl)-2-(4-methylpent-3-enyl)non-6-enoic acid
• SMILES (Canonical): CC(=CCCC(CCCC(=CCCC1=COC=C1)COC(=O)C)C(=O)O)C
• SMILES (Isomeric): CC(=CCC[C@H](CCC/C(=C/CCC1=COC=C1)/COC(=O)C)C(=O)O)C
• InChI: InChI=1S/C22H32O5/c1-17(2)7-4-11-21(22(24)25)12-6-10-19(16-27-18(3)23)8-5-9-20-13-14-26-15-20/h7-8,13-15,21H,4-6,9-12,16H2,1-3H3,(H,24,25)/b19-8-/t21-/m1/s1
• InChI Key: TWRSTRYRRLHTOB-HUHAETNCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	-	0.6447	64.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8227	82.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7838	78.38%
OATP1B3 inhibitior	+	0.9108	91.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9151	91.51%
P-glycoprotein inhibitior	+	0.7388	73.88%
P-glycoprotein substrate	-	0.7137	71.37%
CYP3A4 substrate	+	0.5885	58.85%
CYP2C9 substrate	-	0.5814	58.14%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	+	0.5401	54.01%
CYP2C19 inhibition	-	0.6635	66.35%
CYP2D6 inhibition	-	0.8441	84.41%
CYP1A2 inhibition	+	0.5294	52.94%
CYP2C8 inhibition	-	0.6385	63.85%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6746	67.46%
Eye corrosion	-	0.9489	94.89%
Eye irritation	-	0.9357	93.57%
Skin irritation	-	0.7019	70.19%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7575	75.75%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.6788	67.88%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5410	54.10%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7259	72.59%
Acute Oral Toxicity (c)	III	0.7175	71.75%
Estrogen receptor binding	+	0.7303	73.03%
Androgen receptor binding	-	0.5167	51.67%
Thyroid receptor binding	-	0.6004	60.04%
Glucocorticoid receptor binding	+	0.5673	56.73%
Aromatase binding	-	0.5468	54.68%
PPAR gamma	-	0.6225	62.25%
Honey bee toxicity	-	0.8778	87.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.48%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	94.42%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.45%	94.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.33%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.98%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.90%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.15%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.14%	96.90%

Plants that contains it

• Pteronia divaricata

Cross-Links

• PubChem: 162881949
• LOTUS: LTS0140993
• wikiData: Q105266048