2-[[3-(2,3-Dihydroxyprop-1-enylamino)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-ylidene]amino]propanoic acid

Details

• Internal ID: a2531a0b-acc8-490d-8a78-c1f9aa008b47
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alanine and derivatives
• IUPAC Name: 2-[[3-(2,3-dihydroxyprop-1-enylamino)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-ylidene]amino]propanoic acid
• InChI: InChI=1S/C14H22N2O7/c1-8(13(20)21)16-11-4-14(22,7-18)3-10(12(11)23-2)15-5-9(19)6-17/h5,8,15,17-19,22H,3-4,6-7H2,1-2H3,(H,20,21)
• InChI Key: LFVNAUNRQHDMMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂N₂O₇
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.14270105 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8191	81.91%
Caco-2	-	0.6037	60.37%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7165	71.65%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	+	0.5628	56.28%
P-glycoprotein inhibitior	-	0.9042	90.42%
P-glycoprotein substrate	-	0.6917	69.17%
CYP3A4 substrate	+	0.5560	55.60%
CYP2C9 substrate	-	0.5987	59.87%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.9791	97.91%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9007	90.07%
CYP1A2 inhibition	-	0.8189	81.89%
CYP2C8 inhibition	-	0.7995	79.95%
CYP inhibitory promiscuity	-	0.9036	90.36%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6737	67.37%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9473	94.73%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4333	43.33%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5676	56.76%
skin sensitisation	-	0.7800	78.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4929	49.29%
Acute Oral Toxicity (c)	III	0.6047	60.47%
Estrogen receptor binding	+	0.6714	67.14%
Androgen receptor binding	-	0.5538	55.38%
Thyroid receptor binding	+	0.7229	72.29%
Glucocorticoid receptor binding	+	0.7085	70.85%
Aromatase binding	+	0.5338	53.38%
PPAR gamma	+	0.6208	62.08%
Honey bee toxicity	-	0.8232	82.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5571	55.71%

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	97.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.87%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.76%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.28%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.17%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL5028	O14672	ADAM10	85.11%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.87%	97.14%
CHEMBL299	P17252	Protein kinase C alpha	81.12%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.27%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039719
• LOTUS: LTS0073048
• wikiData: Q104170903