1-[2-(2,3,4,5,6-Pentahydroxycyclohexyl)oxyindol-1-yl]ethanone

Details

• Internal ID: 08099a50-fa88-4654-baaf-ef401302bf0c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 1-[2-(2,3,4,5,6-pentahydroxycyclohexyl)oxyindol-1-yl]ethanone
• SMILES (Canonical): CC(=O)N1C2=CC=CC=C2C=C1OC3C(C(C(C(C3O)O)O)O)O
• SMILES (Isomeric): CC(=O)N1C2=CC=CC=C2C=C1OC3C(C(C(C(C3O)O)O)O)O
• InChI: InChI=1S/C16H19NO7/c1-7(18)17-9-5-3-2-4-8(9)6-10(17)24-16-14(22)12(20)11(19)13(21)15(16)23/h2-6,11-16,19-23H,1H3
• InChI Key: LEWQPDWOFQXSIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₇
• Molecular Weight: 337.32 g/mol
• Exact Mass: 337.11615195 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9106	91.06%
Caco-2	-	0.8001	80.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4095	40.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8697	86.97%
BSEP inhibitior	-	0.8380	83.80%
P-glycoprotein inhibitior	-	0.9082	90.82%
P-glycoprotein substrate	-	0.9176	91.76%
CYP3A4 substrate	-	0.5264	52.64%
CYP2C9 substrate	+	0.6110	61.10%
CYP2D6 substrate	-	0.8247	82.47%
CYP3A4 inhibition	-	0.8253	82.53%
CYP2C9 inhibition	-	0.9143	91.43%
CYP2C19 inhibition	-	0.7854	78.54%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	+	0.6556	65.56%
CYP2C8 inhibition	-	0.7928	79.28%
CYP inhibitory promiscuity	+	0.6047	60.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4511	45.11%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.8083	80.83%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6867	68.67%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5951	59.51%
Nephrotoxicity	-	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.5710	57.10%
Estrogen receptor binding	-	0.5512	55.12%
Androgen receptor binding	-	0.7274	72.74%
Thyroid receptor binding	-	0.5867	58.67%
Glucocorticoid receptor binding	-	0.5354	53.54%
Aromatase binding	-	0.6589	65.89%
PPAR gamma	+	0.6290	62.90%
Honey bee toxicity	-	0.9426	94.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.7948	79.48%

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	96.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.21%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.16%	89.00%

Plants that contains it

• Zea mays

Cross-Links

• PubChem: 162931695
• LOTUS: LTS0209659
• wikiData: Q105150842