(1S,18R,19R,20S)-19-ethenyl-16-hydroxy-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2(11),4,6,8,15-pentaene-10,14-dione

Details

• Internal ID: 75b817a7-ad08-495e-ab11-ddc0573965d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1S,18R,19R,20S)-19-ethenyl-16-hydroxy-18-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2(11),4,6,8,15-pentaene-10,14-dione
• SMILES (Canonical): C=CC1C2CC3C4=C(CN3C(=O)C2=C(OC1OC5C(C(C(C(O5)CO)O)O)O)O)C(=O)C6=CC=CC=C6N4
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2C[C@H]3C4=C(CN3C(=O)C2=C(O[C@H]1O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C(=O)C6=CC=CC=C6N4
• InChI: InChI=1S/C26H28N2O10/c1-2-10-12-7-15-18-13(19(30)11-5-3-4-6-14(11)27-18)8-28(15)23(34)17(12)24(35)37-25(10)38-26-22(33)21(32)20(31)16(9-29)36-26/h2-6,10,12,15-16,20-22,25-26,29,31-33,35H,1,7-9H2,(H,27,30)/t10-,12+,15+,16-,20-,21+,22-,25+,26+/m1/s1
• InChI Key: GVRKDOXEAXVZGI-PUJBYMOASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈N₂O₁₀
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.17439509 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8187	81.87%
Caco-2	-	0.8689	86.89%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4725	47.25%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.8395	83.95%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6672	66.72%
P-glycoprotein inhibitior	-	0.5443	54.43%
P-glycoprotein substrate	-	0.5762	57.62%
CYP3A4 substrate	+	0.6980	69.80%
CYP2C9 substrate	-	0.7971	79.71%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.6474	64.74%
CYP2C9 inhibition	-	0.7704	77.04%
CYP2C19 inhibition	-	0.8196	81.96%
CYP2D6 inhibition	-	0.8820	88.20%
CYP1A2 inhibition	-	0.6565	65.65%
CYP2C8 inhibition	+	0.6318	63.18%
CYP inhibitory promiscuity	-	0.6738	67.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9467	94.67%
Skin irritation	-	0.7668	76.68%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5198	51.98%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5659	56.59%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.5622	56.22%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.6854	68.54%
Thyroid receptor binding	+	0.5360	53.60%
Glucocorticoid receptor binding	-	0.4695	46.95%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	+	0.6718	67.18%
Honey bee toxicity	-	0.6618	66.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	99.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.46%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.72%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.90%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.45%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.69%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.23%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.75%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.04%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.52%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	82.63%	94.73%
CHEMBL4302	P08183	P-glycoprotein 1	82.52%	92.98%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.03%	85.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.27%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.05%	94.23%

Plants that contains it

• Camptotheca acuminata

Cross-Links

• PubChem: 44567198
• NPASS: NPC164115