Alangiside

Details

• Internal ID: f4555695-a585-430d-8c12-128e8737f776
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1R,15S,16R,17S)-16-ethenyl-4-hydroxy-5-methoxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one
• SMILES (Canonical): COC1=C(C=C2C3CC4C(C(OC=C4C(=O)N3CCC2=C1)OC5C(C(C(C(O5)CO)O)O)O)C=C)O
• SMILES (Isomeric): COC1=C(C=C2[C@H]3C[C@H]4[C@H]([C@@H](OC=C4C(=O)N3CCC2=C1)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C=C)O
• InChI: InChI=1S/C25H31NO10/c1-3-12-14-7-16-13-8-17(28)18(33-2)6-11(13)4-5-26(16)23(32)15(14)10-34-24(12)36-25-22(31)21(30)20(29)19(9-27)35-25/h3,6,8,10,12,14,16,19-22,24-25,27-31H,1,4-5,7,9H2,2H3/t12-,14+,16-,19-,20-,21+,22-,24+,25+/m1/s1
• InChI Key: BCYNGTTVQNJTCV-MDXCLUIBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₁₀
• Molecular Weight: 505.50 g/mol
• Exact Mass: 505.19479619 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 34482-51-4
• (1R,15S,16R,17S)-16-ethenyl-4-hydroxy-5-methoxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxa-10-azatetracyclo[8.8.0.02,7.012,17]octadeca-2,4,6,12-tetraen-11-one
• CHEMBL486383
• DTXSID50331755
• C09330

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6722	67.22%
Caco-2	-	0.8372	83.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6615	66.15%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8313	83.13%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8076	80.76%
P-glycoprotein inhibitior	-	0.5664	56.64%
P-glycoprotein substrate	+	0.5546	55.46%
CYP3A4 substrate	+	0.6982	69.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.9212	92.12%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.8137	81.37%
CYP2D6 inhibition	-	0.7944	79.44%
CYP1A2 inhibition	-	0.7155	71.55%
CYP2C8 inhibition	+	0.5583	55.83%
CYP inhibitory promiscuity	-	0.8334	83.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7016	70.16%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7549	75.49%
Acute Oral Toxicity (c)	III	0.6199	61.99%
Estrogen receptor binding	+	0.8261	82.61%
Androgen receptor binding	+	0.6303	63.03%
Thyroid receptor binding	+	0.5302	53.02%
Glucocorticoid receptor binding	+	0.6526	65.26%
Aromatase binding	-	0.4887	48.87%
PPAR gamma	+	0.6280	62.80%
Honey bee toxicity	-	0.7377	73.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7603	76.03%

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	98.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.76%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.98%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.28%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.98%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.93%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.04%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.27%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.61%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.70%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.44%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.55%	90.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.43%	95.83%
CHEMBL1902	P62942	FK506-binding protein 1A	83.92%	97.05%
CHEMBL3820	P35557	Hexokinase type IV	81.88%	91.96%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.87%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.84%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.73%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.57%	91.03%
CHEMBL4208	P20618	Proteasome component C5	80.38%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.03%	100.00%

Plants that contains it

• Alangium grisolleoides
• Alangium kurzii
• Alangium longiflorum
• Alangium salviifolium
• Carapichea ipecacuanha

Cross-Links

• PubChem: 442161
• NPASS: NPC267414
• LOTUS: LTS0063435
• wikiData: Q104923710