(1R,2R,3S)-2-carboxy-3-[(trimethylazaniumyl)methyl]cyclopropane-1-carboxylate

Details

• Internal ID: c9ba0317-f5b8-4c37-9316-ab955b7e47e3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Cyclopropanecarboxylic acids and derivatives > Cyclopropanecarboxylic acids
• IUPAC Name: (1R,2R,3S)-2-carboxy-3-[(trimethylazaniumyl)methyl]cyclopropane-1-carboxylate
• SMILES (Canonical): C[N+](C)(C)CC1C(C1C(=O)[O-])C(=O)O
• SMILES (Isomeric): C[N+](C)(C)C[C@@H]1[C@H]([C@@H]1C(=O)[O-])C(=O)O
• InChI: InChI=1S/C9H15NO4/c1-10(2,3)4-5-6(8(11)12)7(5)9(13)14/h5-7H,4H2,1-3H3,(H-,11,12,13,14)/t6-,7-/m1/s1
• InChI Key: LGCMKYRYRXDCIT-RNFRBKRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.22 g/mol
• Exact Mass: 201.10010796 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9900	99.00%
Caco-2	-	0.8326	83.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6856	68.56%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9791	97.91%
P-glycoprotein inhibitior	-	0.9443	94.43%
P-glycoprotein substrate	-	0.9373	93.73%
CYP3A4 substrate	-	0.6262	62.62%
CYP2C9 substrate	+	0.7819	78.19%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.9091	90.91%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.9284	92.84%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.9369	93.69%
CYP2C8 inhibition	-	0.9521	95.21%
CYP inhibitory promiscuity	-	0.9880	98.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6170	61.70%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.7858	78.58%
Eye irritation	+	0.7125	71.25%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.7475	74.75%
Ames mutagenesis	-	0.7644	76.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.7433	74.33%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7050	70.50%
skin sensitisation	-	0.8525	85.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6290	62.90%
Acute Oral Toxicity (c)	III	0.5696	56.96%
Estrogen receptor binding	-	0.7394	73.94%
Androgen receptor binding	+	0.5292	52.92%
Thyroid receptor binding	-	0.8527	85.27%
Glucocorticoid receptor binding	-	0.7198	71.98%
Aromatase binding	-	0.8729	87.29%
PPAR gamma	-	0.7998	79.98%
Honey bee toxicity	-	0.9565	95.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7512	75.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.88%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.08%	96.95%
CHEMBL2581	P07339	Cathepsin D	81.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 11458318
• NPASS: NPC73774