5-[4-Hydroxy-6-(hydroxymethyl)-2,8-dimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid

Details

• Internal ID: e6bcbcdb-e0be-44fd-bb28-4852e1b5f0b6
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 5-[4-hydroxy-6-(hydroxymethyl)-2,8-dimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid
• InChI: InChI=1S/C18H26O4/c1-11-8-16(20)15-9-13(10-19)7-12(2)18(15)14(11)5-3-4-6-17(21)22/h3-6,8,12-16,18-20H,7,9-10H2,1-2H3,(H,21,22)
• InChI Key: KUVSXNIEVWRYCQ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5191	51.91%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7953	79.53%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8682	86.82%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8523	85.23%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.7145	71.45%
CYP3A4 substrate	+	0.5489	54.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9015	90.15%
CYP3A4 inhibition	-	0.8055	80.55%
CYP2C9 inhibition	-	0.8080	80.80%
CYP2C19 inhibition	-	0.8669	86.69%
CYP2D6 inhibition	-	0.8290	82.90%
CYP1A2 inhibition	-	0.6627	66.27%
CYP2C8 inhibition	-	0.7756	77.56%
CYP inhibitory promiscuity	-	0.6664	66.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8350	83.50%
Carcinogenicity (trinary)	Non-required	0.6785	67.85%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9785	97.85%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.6932	69.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.3904	39.04%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.7072	70.72%
skin sensitisation	-	0.6183	61.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7047	70.47%
Acute Oral Toxicity (c)	III	0.6359	63.59%
Estrogen receptor binding	+	0.7013	70.13%
Androgen receptor binding	+	0.5725	57.25%
Thyroid receptor binding	-	0.5599	55.99%
Glucocorticoid receptor binding	-	0.5770	57.70%
Aromatase binding	-	0.5079	50.79%
PPAR gamma	-	0.6206	62.06%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.74%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.56%	91.11%
CHEMBL5028	O14672	ADAM10	81.88%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.45%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.87%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	80.43%	90.17%
CHEMBL2581	P07339	Cathepsin D	80.29%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78160347
• LOTUS: LTS0264501
• wikiData: Q104170613