(+/-)-cochlearin E

Details

• Internal ID: 7cf419b5-dac5-4eb4-8d81-4e9f1de27c36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 2-[(3E)-4,8-dimethylnona-3,7-dienyl]-2-(hydroxymethyl)chromen-6-ol
• SMILES (Canonical): CC(=CCCC(=CCCC1(C=CC2=C(O1)C=CC(=C2)O)CO)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CCC1(C=CC2=C(O1)C=CC(=C2)O)CO)/C)C
• InChI: InChI=1S/C21H28O3/c1-16(2)6-4-7-17(3)8-5-12-21(15-22)13-11-18-14-19(23)9-10-20(18)24-21/h6,8-11,13-14,22-23H,4-5,7,12,15H2,1-3H3/b17-8+
• InChI Key: CXHVJBDAJKBRIR-CAOOACKPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.6192	61.92%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8066	80.66%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8538	85.38%
P-glycoprotein inhibitior	-	0.6254	62.54%
P-glycoprotein substrate	-	0.5845	58.45%
CYP3A4 substrate	+	0.5913	59.13%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	+	0.3652	36.52%
CYP3A4 inhibition	-	0.6080	60.80%
CYP2C9 inhibition	-	0.6889	68.89%
CYP2C19 inhibition	-	0.5093	50.93%
CYP2D6 inhibition	-	0.8395	83.95%
CYP1A2 inhibition	+	0.5753	57.53%
CYP2C8 inhibition	+	0.4832	48.32%
CYP inhibitory promiscuity	-	0.5084	50.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7088	70.88%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7543	75.43%
Skin irritation	-	0.7840	78.40%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7724	77.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5225	52.25%
Acute Oral Toxicity (c)	III	0.6758	67.58%
Estrogen receptor binding	+	0.8402	84.02%
Androgen receptor binding	+	0.5726	57.26%
Thyroid receptor binding	+	0.7345	73.45%
Glucocorticoid receptor binding	-	0.5218	52.18%
Aromatase binding	+	0.5700	57.00%
PPAR gamma	+	0.8808	88.08%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9718	97.18%

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	98.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.78%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.73%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	93.07%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.77%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.64%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.46%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.04%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.83%	85.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.21%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.45%	86.33%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.89%	85.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.41%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684354
• LOTUS: LTS0030567
• wikiData: Q104971868