2-[3-(2,3-Dihydroxy-3-methylbutyl)indol-1-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 594adbd1-e832-4436-b8e0-b8d4d32b79f4
• Taxonomy: Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues > 1-pyranosylindoles
• IUPAC Name: 2-[3-(2,3-dihydroxy-3-methylbutyl)indol-1-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)(C(CC1=CN(C2=CC=CC=C21)C3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): CC(C)(C(CC1=CN(C2=CC=CC=C21)C3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C19H27NO7/c1-19(2,26)14(22)7-10-8-20(12-6-4-3-5-11(10)12)18-17(25)16(24)15(23)13(9-21)27-18/h3-6,8,13-18,21-26H,7,9H2,1-2H3
• InChI Key: NJNIHOLHKRAEFY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇NO₇
• Molecular Weight: 381.40 g/mol
• Exact Mass: 381.17875220 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5829	58.29%
Caco-2	-	0.8039	80.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4891	48.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8881	88.81%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9316	93.16%
BSEP inhibitior	-	0.8818	88.18%
P-glycoprotein inhibitior	-	0.7911	79.11%
P-glycoprotein substrate	-	0.7791	77.91%
CYP3A4 substrate	+	0.5548	55.48%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	-	0.9340	93.40%
CYP2C9 inhibition	-	0.8967	89.67%
CYP2C19 inhibition	-	0.8725	87.25%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.7128	71.28%
CYP2C8 inhibition	-	0.7532	75.32%
CYP inhibitory promiscuity	-	0.8275	82.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9719	97.19%
Skin irritation	-	0.7898	78.98%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6703	67.03%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5175	51.75%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8092	80.92%
Acute Oral Toxicity (c)	III	0.4962	49.62%
Estrogen receptor binding	+	0.6019	60.19%
Androgen receptor binding	-	0.5160	51.60%
Thyroid receptor binding	+	0.5997	59.97%
Glucocorticoid receptor binding	-	0.5140	51.40%
Aromatase binding	+	0.5892	58.92%
PPAR gamma	+	0.6628	66.28%
Honey bee toxicity	-	0.8022	80.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.5803	58.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.47%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.44%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.21%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.04%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.25%	94.23%
CHEMBL226	P30542	Adenosine A1 receptor	84.34%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.88%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.38%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.32%	97.14%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 75061284
• LOTUS: LTS0235470
• wikiData: Q105180227