N'-[N-(2a,3b-Dihydroxy-12-oleanen-28-oyl)-L-alanyl]-glycine

Details

• Internal ID: e6fef925-ee33-46a7-945a-985d22b4a247
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[(2S)-2-[[(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbonyl]amino]propanoyl]amino]acetic acid
• SMILES (Canonical): CC(C(=O)NCC(=O)O)NC(=O)C12CCC(CC1C3=CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)O)O)C)C)(C)C
• SMILES (Isomeric): C[C@@H](C(=O)NCC(=O)O)NC(=O)[C@@]12CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)C)[C@@H]1CC(CC2)(C)C)C
• InChI: InChI=1S/C35H56N2O6/c1-20(28(42)36-19-26(39)40)37-29(43)35-15-13-30(2,3)17-22(35)21-9-10-25-32(6)18-23(38)27(41)31(4,5)24(32)11-12-34(25,8)33(21,7)14-16-35/h9,20,22-25,27,38,41H,10-19H2,1-8H3,(H,36,42)(H,37,43)(H,39,40)/t20-,22-,23+,24-,25+,27-,32-,33+,34+,35-/m0/s1
• InChI Key: UEBMLYZEQXVMQL-QKPILCRPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆N₂O₆
• Molecular Weight: 600.80 g/mol
• Exact Mass: 600.41383751 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• N'-[N-(2a,3b-Dihydroxy-12-oleanen-28-oyl)-L-alanyl]-glycine
• 2-[[(2S)-2-[[(4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbonyl]amino]propanoyl]amino]acetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9339	93.39%
Caco-2	-	0.8158	81.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8136	81.36%
OATP2B1 inhibitior	-	0.5542	55.42%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.8960	89.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7064	70.64%
BSEP inhibitior	+	0.6506	65.06%
P-glycoprotein inhibitior	+	0.6533	65.33%
P-glycoprotein substrate	+	0.5069	50.69%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	0.6228	62.28%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7173	71.73%
CYP2C9 inhibition	-	0.8212	82.12%
CYP2C19 inhibition	-	0.8225	82.25%
CYP2D6 inhibition	-	0.9090	90.90%
CYP1A2 inhibition	-	0.9140	91.40%
CYP2C8 inhibition	-	0.5782	57.82%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6391	63.91%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.7032	70.32%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6480	64.80%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8364	83.64%
Acute Oral Toxicity (c)	III	0.6689	66.89%
Estrogen receptor binding	+	0.6506	65.06%
Androgen receptor binding	+	0.7007	70.07%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	+	0.7555	75.55%
Aromatase binding	+	0.7113	71.13%
PPAR gamma	+	0.6316	63.16%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9790	97.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.25%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.61%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	97.94%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.28%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.84%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.20%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.05%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.31%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.94%	97.25%
CHEMBL2514	O95665	Neurotensin receptor 2	83.90%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.65%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.28%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.39%	97.14%
CHEMBL5028	O14672	ADAM10	81.78%	97.50%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.49%	89.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.54%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.44%	85.11%

Plants that contains it

• Ageratum conyzoides
• Akebia quinata
• Aucklandia costus
• Cistanche deserticola
• Codonopsis pilosula
• Lycium chinense
• Pinellia ternata
• Solanum nigrum

Cross-Links

• PubChem: 44570740
• NPASS: NPC258130