(2E,4E)-5-[(6S,8R)-2-(hydroxymethyl)-6,8-dimethyl-5,6,7,8-tetrahydronaphthalen-1-yl]penta-2,4-dienoic acid

Details

• Internal ID: 94895553-b371-4b21-bd73-f6e6351f8fae
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2E,4E)-5-[(6S,8R)-2-(hydroxymethyl)-6,8-dimethyl-5,6,7,8-tetrahydronaphthalen-1-yl]penta-2,4-dienoic acid
• InChI: InChI=1S/C18H22O3/c1-12-9-13(2)18-14(10-12)7-8-15(11-19)16(18)5-3-4-6-17(20)21/h3-8,12-13,19H,9-11H2,1-2H3,(H,20,21)/b5-3+,6-4+/t12-,13+/m0/s1
• InChI Key: XVNDJROXVPBPBY-LQXDMDBZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8250	82.50%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6500	65.00%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5845	58.45%
P-glycoprotein inhibitior	-	0.9257	92.57%
P-glycoprotein substrate	-	0.6146	61.46%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.8977	89.77%
CYP3A4 inhibition	-	0.8618	86.18%
CYP2C9 inhibition	-	0.7542	75.42%
CYP2C19 inhibition	-	0.7323	73.23%
CYP2D6 inhibition	-	0.8842	88.42%
CYP1A2 inhibition	+	0.5700	57.00%
CYP2C8 inhibition	-	0.7268	72.68%
CYP inhibitory promiscuity	-	0.5477	54.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7039	70.39%
Carcinogenicity (trinary)	Non-required	0.7178	71.78%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7489	74.89%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6464	64.64%
Micronuclear	-	0.7641	76.41%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	+	0.5073	50.73%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8793	87.93%
Acute Oral Toxicity (c)	III	0.6279	62.79%
Estrogen receptor binding	+	0.6881	68.81%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	+	0.5891	58.91%
Glucocorticoid receptor binding	-	0.5882	58.82%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8009	80.09%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	97.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.44%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.67%	89.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.61%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11403442
• LOTUS: LTS0259701
• wikiData: Q105342995