[2-[(19-Ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-18-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 126090b0-7498-44cd-b03e-d073b6d29a9e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: [2-[(19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-18-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2C(C3CC4C5=C(CCN4C(=O)C3=CO2)C6=CC=CC=C6N5)C=C)CO)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C(OC1OC2C(C3CC4C5=C(CCN4C(=O)C3=CO2)C6=CC=CC=C6N5)C=C)CO)O)O
• InChI: InChI=1S/C28H32N2O9/c1-3-14-17-10-20-22-16(15-6-4-5-7-19(15)29-22)8-9-30(20)26(35)18(17)12-36-27(14)39-28-25(37-13(2)32)24(34)23(33)21(11-31)38-28/h3-7,12,14,17,20-21,23-25,27-29,31,33-34H,1,8-11H2,2H3
• InChI Key: TXCIKXPZPJSBMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂N₂O₉
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.21078060 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7389	73.89%
Caco-2	-	0.8421	84.21%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7141	71.41%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.7966	79.66%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9284	92.84%
P-glycoprotein inhibitior	+	0.6458	64.58%
P-glycoprotein substrate	+	0.5551	55.51%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.7200	72.00%
CYP2C9 inhibition	-	0.7830	78.30%
CYP2C19 inhibition	-	0.8315	83.15%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	-	0.6859	68.59%
CYP2C8 inhibition	+	0.5984	59.84%
CYP inhibitory promiscuity	-	0.7064	70.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5251	52.51%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9495	94.95%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8078	80.78%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5817	58.17%
skin sensitisation	-	0.8729	87.29%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7875	78.75%
Acute Oral Toxicity (c)	III	0.5897	58.97%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	+	0.6978	69.78%
Thyroid receptor binding	+	0.5974	59.74%
Glucocorticoid receptor binding	+	0.5884	58.84%
Aromatase binding	-	0.5639	56.39%
PPAR gamma	+	0.6369	63.69%
Honey bee toxicity	-	0.7450	74.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9181	91.81%

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	98.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.38%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.15%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.35%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.29%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.16%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.25%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	83.94%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.61%	90.08%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.51%	95.83%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.37%	88.56%
CHEMBL4208	P20618	Proteasome component C5	80.73%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.38%	95.89%

Plants that contains it

• Mostuea brunonis

Cross-Links

• PubChem: 85285561
• LOTUS: LTS0248670
• wikiData: Q105266374