Cochlearin I

Details

• Internal ID: 532a30b1-1534-4fed-9e59-a24e7392609f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (2Z,5E)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethylidene]-6,10-dimethylundeca-5,9-dienoate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CC(=O)C1=C(C=CC(=C1)O)O)C(=O)OC)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/C(=O)C1=C(C=CC(=C1)O)O)/C(=O)OC)/C)C
• InChI: InChI=1S/C22H28O5/c1-15(2)7-5-8-16(3)9-6-10-17(22(26)27-4)13-21(25)19-14-18(23)11-12-20(19)24/h7,9,11-14,23-24H,5-6,8,10H2,1-4H3/b16-9+,17-13-
• InChI Key: MRFSMIRSXXECOJ-UTFQDXCBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• Cochlearin I
• BDBM50518445

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.4883	48.83%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9092	90.92%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.8750	87.50%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9203	92.03%
P-glycoprotein inhibitior	+	0.6306	63.06%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.5799	57.99%
CYP2C9 inhibition	+	0.5065	50.65%
CYP2C19 inhibition	+	0.7123	71.23%
CYP2D6 inhibition	-	0.8457	84.57%
CYP1A2 inhibition	+	0.6595	65.95%
CYP2C8 inhibition	-	0.6004	60.04%
CYP inhibitory promiscuity	-	0.7652	76.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6952	69.52%
Carcinogenicity (trinary)	Non-required	0.7372	73.72%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7172	71.72%
Skin irritation	-	0.8056	80.56%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3778	37.78%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6698	66.98%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5503	55.03%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4719	47.19%
Acute Oral Toxicity (c)	III	0.4711	47.11%
Estrogen receptor binding	+	0.8574	85.74%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	+	0.6360	63.60%
Glucocorticoid receptor binding	+	0.7397	73.97%
Aromatase binding	-	0.4827	48.27%
PPAR gamma	+	0.8065	80.65%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	98.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.77%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.79%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.01%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.04%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.62%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.13%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.38%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.15%	93.10%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.95%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.88%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.61%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.90%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684358
• LOTUS: LTS0268111
• wikiData: Q105170530