(2R)-2-[2-[(3R,4R,5S,7S,14R,16S)-17-amino-4,14,16-trihydroxy-3,7-dimethylheptadecan-5-yl]oxy-2-oxoethyl]butanedioic acid

Details

• Internal ID: 011291d4-dc43-497d-83cd-c821ea36409a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (2R)-2-[2-[(3R,4R,5S,7S,14R,16S)-17-amino-4,14,16-trihydroxy-3,7-dimethylheptadecan-5-yl]oxy-2-oxoethyl]butanedioic acid
• SMILES (Canonical): CCC(C)C(C(CC(C)CCCCCCC(CC(CN)O)O)OC(=O)CC(CC(=O)O)C(=O)O)O
• SMILES (Isomeric): CC[C@@H](C)[C@H]([C@H](C[C@@H](C)CCCCCC[C@H](C[C@@H](CN)O)O)OC(=O)C[C@@H](CC(=O)O)C(=O)O)O
• InChI: InChI=1S/C25H47NO9/c1-4-17(3)24(32)21(35-23(31)13-18(25(33)34)12-22(29)30)11-16(2)9-7-5-6-8-10-19(27)14-20(28)15-26/h16-21,24,27-28,32H,4-15,26H2,1-3H3,(H,29,30)(H,33,34)/t16-,17+,18+,19+,20-,21-,24+/m0/s1
• InChI Key: CTXQVLLVFBNZKL-NMKPKAMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₇NO₉
• Molecular Weight: 505.60 g/mol
• Exact Mass: 505.32508208 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5163	51.63%
Caco-2	-	0.8284	82.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6017	60.17%
OATP2B1 inhibitior	-	0.5563	55.63%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7148	71.48%
P-glycoprotein inhibitior	-	0.5238	52.38%
P-glycoprotein substrate	-	0.5636	56.36%
CYP3A4 substrate	+	0.5744	57.44%
CYP2C9 substrate	-	0.5982	59.82%
CYP2D6 substrate	-	0.7891	78.91%
CYP3A4 inhibition	-	0.6088	60.88%
CYP2C9 inhibition	-	0.8314	83.14%
CYP2C19 inhibition	-	0.8106	81.06%
CYP2D6 inhibition	-	0.8247	82.47%
CYP1A2 inhibition	-	0.6930	69.30%
CYP2C8 inhibition	-	0.6975	69.75%
CYP inhibitory promiscuity	-	0.9537	95.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6762	67.62%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.8722	87.22%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4928	49.28%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.6511	65.11%
Estrogen receptor binding	+	0.6990	69.90%
Androgen receptor binding	+	0.5622	56.22%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	+	0.6705	67.05%
Aromatase binding	-	0.5434	54.34%
PPAR gamma	-	0.5714	57.14%
Honey bee toxicity	-	0.9075	90.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3938	39.38%

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	97.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.23%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.25%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.73%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.16%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	90.39%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.95%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.68%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.36%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.85%	95.17%
CHEMBL226	P30542	Adenosine A1 receptor	87.34%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.46%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.98%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.36%	91.11%
CHEMBL2514	O95665	Neurotensin receptor 2	83.06%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.45%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.04%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.79%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.64%	94.66%
CHEMBL1255126	O15151	Protein Mdm4	81.22%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583713
• LOTUS: LTS0025425
• wikiData: Q75065825