2-[[(4R)-4-[(3R,5S,7R,10S,12S,13R,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid

Details

• Internal ID: e6c7dc1c-fb33-4afb-87c2-a8d4d19d87c9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Glycinated bile acids and derivatives
• IUPAC Name: 2-[[(4R)-4-[(3R,5S,7R,10S,12S,13R,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
• SMILES (Canonical): CC(CCC(=O)NCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
• SMILES (Isomeric): C[C@H](CCC(=O)NCC(=O)O)[C@H]1CCC2[C@@]1([C@H](CC3C2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
• InChI: InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18?,19?,20-,21+,24?,25+,26-/m1/s1
• InChI Key: RFDAIACWWDREDC-NLKBZSSJSA-N
• Popularity: 62 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₃NO₆
• Molecular Weight: 465.60 g/mol
• Exact Mass: 465.30903809 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• AKOS016000273
• 1E70B411-C2D8-4FBD-8281-9EAFF88C8C66

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9010	90.10%
Caco-2	-	0.9373	93.73%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3518	35.18%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	+	0.5857	58.57%
P-glycoprotein inhibitior	-	0.5469	54.69%
P-glycoprotein substrate	+	0.5723	57.23%
CYP3A4 substrate	+	0.7438	74.38%
CYP2C9 substrate	+	0.5320	53.20%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9382	93.82%
CYP2C8 inhibition	-	0.6091	60.91%
CYP inhibitory promiscuity	-	0.8426	84.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6707	67.07%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9372	93.72%
Skin irritation	-	0.7388	73.88%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.5522	55.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.4600	46.00%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.9078	90.78%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8330	83.30%
Acute Oral Toxicity (c)	III	0.6594	65.94%
Estrogen receptor binding	-	0.8683	86.83%
Androgen receptor binding	+	0.6576	65.76%
Thyroid receptor binding	+	0.8461	84.61%
Glucocorticoid receptor binding	+	0.7525	75.25%
Aromatase binding	+	0.6842	68.42%
PPAR gamma	+	0.5638	56.38%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9167	91.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	98.80%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	98.70%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.75%	85.31%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.56%	91.19%
CHEMBL237	P41145	Kappa opioid receptor	91.31%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.79%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.61%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.74%	95.89%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	88.31%	96.03%
CHEMBL236	P41143	Delta opioid receptor	87.59%	99.35%
CHEMBL1914	P06276	Butyrylcholinesterase	87.45%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.52%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.50%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.91%	99.23%
CHEMBL2514	O95665	Neurotensin receptor 2	85.82%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.45%	96.00%
CHEMBL238	Q01959	Dopamine transporter	84.33%	95.88%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.05%	89.05%
CHEMBL233	P35372	Mu opioid receptor	83.57%	97.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.34%	82.69%
CHEMBL2664	P23526	Adenosylhomocysteinase	82.60%	86.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.50%	97.25%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.78%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.39%	96.61%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.39%	98.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.32%	93.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.85%	83.82%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.79%	88.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.59%	93.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.33%	95.58%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.32%	99.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.19%	94.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	80.12%	96.67%

Plants that contains it

• Glycine max

Cross-Links

• PubChem: 45109806
• NPASS: NPC288680