3-ethenyl-4-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

Details

• Internal ID: bac75f41-45b8-46fc-9076-17e031f9fd84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 3-ethenyl-4-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
• SMILES (Canonical): C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC3=NC=CC4=C3NC5=CC=CC=C45
• SMILES (Isomeric): C=CC1C(C(=COC1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O)CC3=NC=CC4=C3NC5=CC=CC=C45
• InChI: InChI=1S/C26H28N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-8,11-12,15,19,21-23,25-26,28-32H,1,9-10H2,(H,33,34)/t12?,15?,19-,21-,22+,23-,25?,26+/m1/s1
• InChI Key: UZLBTLIRYSYTRG-GHLJAFJMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈N₂O₉
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.17948047 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 9
• 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	+	0.8402	84.02%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.3658	36.58%
OATP2B1 inhibitior	-	0.8426	84.26%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8655	86.55%
P-glycoprotein inhibitior	-	0.4819	48.19%
P-glycoprotein substrate	-	0.6168	61.68%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.8921	89.21%
CYP2C9 inhibition	-	0.8139	81.39%
CYP2C19 inhibition	-	0.8149	81.49%
CYP2D6 inhibition	-	0.8230	82.30%
CYP1A2 inhibition	-	0.5893	58.93%
CYP2C8 inhibition	+	0.7642	76.42%
CYP inhibitory promiscuity	-	0.5735	57.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6874	68.74%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.7908	79.08%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.5023	50.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.3633	36.33%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5663	56.63%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5740	57.40%
Acute Oral Toxicity (c)	III	0.5422	54.22%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.6941	69.41%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.5795	57.95%
Aromatase binding	+	0.6138	61.38%
PPAR gamma	+	0.7746	77.46%
Honey bee toxicity	-	0.7615	76.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7487	74.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.43%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.06%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.50%	89.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.70%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.70%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.63%	96.00%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	86.62%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.29%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.28%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.85%	94.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.01%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.72%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.48%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	83.12%	94.45%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.67%	88.00%

Plants that contains it

• Hintonia latiflora

Cross-Links

• PubChem: 5316605
• LOTUS: LTS0265255
• wikiData: Q103815856