Pericoterpenoid A

Details

• Internal ID: b97fd3f9-021b-491b-ae96-793a1fd7f8f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-(hydroxymethyl)-8-propan-2-ylnaphthalene-2-carboxylic acid
• SMILES (Canonical): CC(C)C1=C2C=C(C=CC2=C(C=C1)CO)C(=O)O
• SMILES (Isomeric): CC(C)C1=C2C=C(C=CC2=C(C=C1)CO)C(=O)O
• InChI: InChI=1S/C15H16O3/c1-9(2)12-5-4-11(8-16)13-6-3-10(15(17)18)7-14(12)13/h3-7,9,16H,8H2,1-2H3,(H,17,18)
• InChI Key: XDFBDNHBCVBCQX-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 5-(hydroxymethyl)-8-propan-2-ylnaphthalene-2-carboxylic acid
• RefChem:171755
• CHEMBL4566252
• CHEBI:204243
• BDBM50523729

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6738	67.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6330	63.30%
P-glycoprotein inhibitior	-	0.9444	94.44%
P-glycoprotein substrate	-	0.8176	81.76%
CYP3A4 substrate	-	0.6582	65.82%
CYP2C9 substrate	+	0.5681	56.81%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.8115	81.15%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	+	0.5771	57.71%
CYP2C8 inhibition	-	0.7595	75.95%
CYP inhibitory promiscuity	-	0.7923	79.23%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7139	71.39%
Carcinogenicity (trinary)	Non-required	0.7529	75.29%
Eye corrosion	-	0.9556	95.56%
Eye irritation	-	0.5185	51.85%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5723	57.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.8998	89.98%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7751	77.51%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7285	72.85%
Acute Oral Toxicity (c)	III	0.5910	59.10%
Estrogen receptor binding	-	0.7226	72.26%
Androgen receptor binding	-	0.5837	58.37%
Thyroid receptor binding	-	0.6265	62.65%
Glucocorticoid receptor binding	+	0.5402	54.02%
Aromatase binding	+	0.5206	52.06%
PPAR gamma	+	0.5655	56.55%
Honey bee toxicity	-	0.9475	94.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9728	97.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	86.53%	89.23%
CHEMBL1811	P34995	Prostanoid EP1 receptor	86.33%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.14%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.08%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.72%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.92%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.23%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.89%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.21%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585145
• LOTUS: LTS0188501
• wikiData: Q77384768