19-Ethylidene-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15(20)-hexaene-14,16-dione

Details

• Internal ID: a191b5fd-63ff-45a2-bdc9-099bc7947d66
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 19-ethylidene-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(21),2(10),4(9),5,7,15(20)-hexaene-14,16-dione
• SMILES (Canonical): CC=C1COC(=O)C2=C1C=C3C4=C(CCN3C2=O)C5=C(N4)C(=CC=C5)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC=C1COC(=O)C2=C1C=C3C4=C(CCN3C2=O)C5=C(N4)C(=CC=C5)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C26H26N2O9/c1-2-11-10-35-25(34)18-14(11)8-15-19-13(6-7-28(15)24(18)33)12-4-3-5-16(20(12)27-19)36-26-23(32)22(31)21(30)17(9-29)37-26/h2-5,8,17,21-23,26-27,29-32H,6-7,9-10H2,1H3
• InChI Key: XDZBDGFFSCAVBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆N₂O₉
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.16383041 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6902	69.02%
Caco-2	-	0.8599	85.99%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4843	48.43%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.8792	87.92%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7363	73.63%
P-glycoprotein inhibitior	-	0.4324	43.24%
P-glycoprotein substrate	-	0.5101	51.01%
CYP3A4 substrate	+	0.7042	70.42%
CYP2C9 substrate	-	0.5961	59.61%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.7068	70.68%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.8557	85.57%
CYP1A2 inhibition	-	0.7806	78.06%
CYP2C8 inhibition	+	0.5649	56.49%
CYP inhibitory promiscuity	-	0.5141	51.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9670	96.70%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4744	47.44%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7873	78.73%
Acute Oral Toxicity (c)	III	0.6043	60.43%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6176	61.76%
Aromatase binding	+	0.5755	57.55%
PPAR gamma	+	0.6588	65.88%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7162	71.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	98.18%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.26%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.99%	96.21%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.68%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.14%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.67%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.57%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	89.49%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.22%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.21%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.16%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.09%	91.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.88%	90.08%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	86.66%	96.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.55%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.14%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.63%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.24%	95.83%

Plants that contains it

• Nauclea officinalis

Cross-Links

• PubChem: 74337036
• LOTUS: LTS0169925
• wikiData: Q105326161