[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(1R,18S,19R,20S)-19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,15-hexaen-18-yl]oxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 7e48cacd-33fc-49c4-a77d-46db1168824c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(1R,18S,19R,20S)-19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,10,15-hexaen-18-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C3CC4C5=NC6=CC=CC=C6C=C5CN4C(=O)C3=CO2)C=C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@@H]3C[C@@H]4C5=NC6=CC=CC=C6C=C5CN4C(=O)C3=CO2)C=C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H36N2O12/c1-6-22-23-12-26-28-21(11-20-9-7-8-10-25(20)35-28)13-36(26)32(41)24(23)14-43-33(22)48-34-31(46-19(5)40)30(45-18(4)39)29(44-17(3)38)27(47-34)15-42-16(2)37/h6-11,14,22-23,26-27,29-31,33-34H,1,12-13,15H2,2-5H3/t22-,23+,26-,27-,29-,30+,31-,33+,34+/m1/s1
• InChI Key: WAJNXYSUFIVUGE-LFIMUSHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₆N₂O₁₂
• Molecular Weight: 664.70 g/mol
• Exact Mass: 664.22682459 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 13
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.8214	82.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6262	62.62%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9689	96.89%
P-glycoprotein inhibitior	+	0.8596	85.96%
P-glycoprotein substrate	-	0.5883	58.83%
CYP3A4 substrate	+	0.7126	71.26%
CYP2C9 substrate	-	0.7988	79.88%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	+	0.7469	74.69%
CYP2C9 inhibition	-	0.7571	75.71%
CYP2C19 inhibition	-	0.5804	58.04%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.6818	68.18%
CYP2C8 inhibition	+	0.7254	72.54%
CYP inhibitory promiscuity	+	0.6169	61.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5066	50.66%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.7945	79.45%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7366	73.66%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5182	51.82%
Acute Oral Toxicity (c)	III	0.6778	67.78%
Estrogen receptor binding	+	0.8506	85.06%
Androgen receptor binding	+	0.7068	70.68%
Thyroid receptor binding	+	0.6088	60.88%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	+	0.6142	61.42%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.7720	77.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9872	98.72%

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	98.06%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.61%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.99%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.15%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.50%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.74%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.42%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.51%	95.89%
CHEMBL3891	P07384	Calpain 1	84.86%	93.04%
CHEMBL4208	P20618	Proteasome component C5	83.87%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.20%	97.25%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.63%	83.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.91%	95.83%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.01%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.84%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.20%	100.00%

Plants that contains it

• Ophiorrhiza pumila

Cross-Links

• PubChem: 11227637
• LOTUS: LTS0169456
• wikiData: Q105300270