(+/-)-cochlearin A

Details

• Internal ID: 2144111c-647e-4f4d-a8f9-f1db6bdfcad3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3R,4R)-3-(2,5-dihydroxyphenyl)-4-(6-methylhepta-1,5-dien-2-yl)cyclohexene-1-carbaldehyde
• InChI: InChI=1S/C21H26O3/c1-14(2)5-4-6-15(3)18-9-7-16(13-22)11-19(18)20-12-17(23)8-10-21(20)24/h5,8,10-13,18-19,23-24H,3-4,6-7,9H2,1-2H3/t18-,19+/m0/s1
• InChI Key: MFJVVAMIAWYEJH-RBUKOAKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6327	63.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9422	94.22%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7326	73.26%
P-glycoprotein inhibitior	-	0.6226	62.26%
P-glycoprotein substrate	-	0.6518	65.18%
CYP3A4 substrate	+	0.6040	60.40%
CYP2C9 substrate	+	0.7980	79.80%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	+	0.5960	59.60%
CYP2C9 inhibition	+	0.6958	69.58%
CYP2C19 inhibition	+	0.7594	75.94%
CYP2D6 inhibition	-	0.7748	77.48%
CYP1A2 inhibition	+	0.7515	75.15%
CYP2C8 inhibition	+	0.5381	53.81%
CYP inhibitory promiscuity	+	0.8662	86.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7473	74.73%
Carcinogenicity (trinary)	Non-required	0.6800	68.00%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.7842	78.42%
Skin irritation	-	0.7642	76.42%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4016	40.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5517	55.17%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5792	57.92%
Acute Oral Toxicity (c)	III	0.6976	69.76%
Estrogen receptor binding	+	0.6167	61.67%
Androgen receptor binding	+	0.6389	63.89%
Thyroid receptor binding	+	0.6380	63.80%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	-	0.5664	56.64%
PPAR gamma	+	0.8136	81.36%
Honey bee toxicity	-	0.8577	85.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	98.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.77%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.71%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.41%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.00%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.90%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.11%	100.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.19%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	84.15%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.01%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.57%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.09%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684350
• LOTUS: LTS0151384
• wikiData: Q105162780