(1R,2R,3S,1'R)-Nepetalinic acid

Details

• Internal ID: 58079928-f11d-48e8-836f-67fa0ae3dc56
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 2-(1-carboxyethyl)-5-methylcyclopentane-1-carboxylic acid
• InChI: InChI=1S/C10H16O4/c1-5-3-4-7(6(2)9(11)12)8(5)10(13)14/h5-8H,3-4H2,1-2H3,(H,11,12)(H,13,14)
• InChI Key: OIFCPZGZZQQDNO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 2-(1-CARBOXYETHYL)-5-METHYLCYCLOPENTANE-1-CARBOXYLIC ACID
• 32603-11-5
• Compound NP-022849
• CHEBI:172073
• AKOS040737622

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8538	85.38%
Caco-2	-	0.6522	65.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7072	70.72%
OATP2B1 inhibitior	-	0.8431	84.31%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9822	98.22%
P-glycoprotein inhibitior	-	0.9743	97.43%
P-glycoprotein substrate	-	0.8960	89.60%
CYP3A4 substrate	-	0.6177	61.77%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.9839	98.39%
CYP2C9 inhibition	-	0.9273	92.73%
CYP2C19 inhibition	-	0.9642	96.42%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.8706	87.06%
CYP2C8 inhibition	-	0.9659	96.59%
CYP inhibitory promiscuity	-	0.9831	98.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7623	76.23%
Carcinogenicity (trinary)	Non-required	0.7316	73.16%
Eye corrosion	-	0.7068	70.68%
Eye irritation	+	0.6041	60.41%
Skin irritation	-	0.6298	62.98%
Skin corrosion	-	0.6052	60.52%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6436	64.36%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7187	71.87%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.5480	54.80%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6837	68.37%
Acute Oral Toxicity (c)	III	0.7875	78.75%
Estrogen receptor binding	-	0.7859	78.59%
Androgen receptor binding	-	0.5087	50.87%
Thyroid receptor binding	-	0.8306	83.06%
Glucocorticoid receptor binding	-	0.7347	73.47%
Aromatase binding	-	0.9091	90.91%
PPAR gamma	-	0.9371	93.71%
Honey bee toxicity	-	0.9670	96.70%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9658	96.58%

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	92.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.95%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.67%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.18%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.24%	94.80%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.47%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	80.37%	83.82%

Plants that contains it

• Nepeta cataria

Cross-Links

• PubChem: 15560389
• LOTUS: LTS0043868
• wikiData: Q105192478