Cyclodopa glucoside

Details

• Internal ID: 290a47c4-77a3-4fe5-bc50-dfddd2883a32
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 6-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydro-1H-indole-2-carboxylic acid
• SMILES (Canonical): C1C(NC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)O
• SMILES (Isomeric): C1C(NC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O)C(=O)O
• InChI: InChI=1S/C15H19NO9/c17-4-10-11(19)12(20)13(21)15(25-10)24-9-2-5-1-7(14(22)23)16-6(5)3-8(9)18/h2-3,7,10-13,15-21H,1,4H2,(H,22,23)
• InChI Key: PXMFPPFHRQZIHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₉NO₉
• Molecular Weight: 357.31 g/mol
• Exact Mass: 357.10598118 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.01
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8237	82.37%
Caco-2	-	0.9378	93.78%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.4507	45.07%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7965	79.65%
P-glycoprotein inhibitior	-	0.9397	93.97%
P-glycoprotein substrate	-	0.8465	84.65%
CYP3A4 substrate	+	0.5139	51.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8157	81.57%
CYP3A4 inhibition	-	0.8923	89.23%
CYP2C9 inhibition	-	0.8518	85.18%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.8247	82.47%
CYP1A2 inhibition	-	0.7889	78.89%
CYP2C8 inhibition	-	0.8388	83.88%
CYP inhibitory promiscuity	-	0.7510	75.10%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6479	64.79%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8837	88.37%
Skin irritation	-	0.8124	81.24%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6557	65.57%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.8478	84.78%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7568	75.68%
Acute Oral Toxicity (c)	III	0.6706	67.06%
Estrogen receptor binding	-	0.5845	58.45%
Androgen receptor binding	-	0.6715	67.15%
Thyroid receptor binding	+	0.5935	59.35%
Glucocorticoid receptor binding	-	0.5136	51.36%
Aromatase binding	-	0.4836	48.36%
PPAR gamma	+	0.5929	59.29%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7654	76.54%
Fish aquatic toxicity	-	0.7376	73.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.55%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.61%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.30%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	87.72%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.38%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.12%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.13%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.46%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 74413859
• LOTUS: LTS0058182
• wikiData: Q104392905