Berkedienoic acid

Details

• Internal ID: 2dbc795d-df9e-4bbf-81c0-90729ad2630d
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Medium-chain hydroxy acids and derivatives
• IUPAC Name: (2E,5E)-4-hydroxy-2-propylideneocta-5,7-dienoic acid
• SMILES (Canonical): CCC=C(CC(C=CC=C)O)C(=O)O
• SMILES (Isomeric): CC/C=C(\CC(/C=C/C=C)O)/C(=O)O
• InChI: InChI=1S/C11H16O3/c1-3-5-7-10(12)8-9(6-4-2)11(13)14/h3,5-7,10,12H,1,4,8H2,2H3,(H,13,14)/b7-5+,9-6+
• InChI Key: SSSYMZDZKBTBDM-PDTNFJSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 2
• 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	+	0.9789	97.89%
Caco-2	+	0.5381	53.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8787	87.87%
P-glycoprotein inhibitior	-	0.9889	98.89%
P-glycoprotein substrate	-	0.9687	96.87%
CYP3A4 substrate	-	0.6375	63.75%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.8951	89.51%
CYP3A4 inhibition	-	0.8518	85.18%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8837	88.37%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.8934	89.34%
CYP2C8 inhibition	-	0.9391	93.91%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6335	63.35%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	-	0.5835	58.35%
Eye irritation	-	0.6685	66.85%
Skin irritation	+	0.5107	51.07%
Skin corrosion	+	0.5483	54.83%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6794	67.94%
Micronuclear	-	0.7526	75.26%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.6400	64.00%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.7962	79.62%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5672	56.72%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	-	0.8852	88.52%
Androgen receptor binding	-	0.7841	78.41%
Thyroid receptor binding	-	0.7845	78.45%
Glucocorticoid receptor binding	-	0.6134	61.34%
Aromatase binding	-	0.8842	88.42%
PPAR gamma	-	0.5806	58.06%
Honey bee toxicity	-	0.8414	84.14%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6851	68.51%
Fish aquatic toxicity	+	0.9006	90.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.40%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.17%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.11%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.06%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.41%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.35%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.09%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.17%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.11%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57379198
• LOTUS: LTS0126344
• wikiData: Q75067435