[(E,3R,4R,5S,6R,9S,10S)-4-acetyloxy-1-[formyl(methyl)amino]-11-[(10S,11R,13E,16S,20S,21R,22S,24E)-16-hydroxy-10,22-dimethoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,13,24,26(29)-octaen-20-yl]-10-methoxy-3,5,9-trimethylundec-1-en-6-yl] (2R)-3-hydroxy-2-methoxypropanoate

Details

• Internal ID: abbc021a-3ce0-46c8-8e29-104b5429a34d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(E,3R,4R,5S,6R,9S,10S)-4-acetyloxy-1-[formyl(methyl)amino]-11-[(10S,11R,13E,16S,20S,21R,22S,24E)-16-hydroxy-10,22-dimethoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,13,24,26(29)-octaen-20-yl]-10-methoxy-3,5,9-trimethylundec-1-en-6-yl] (2R)-3-hydroxy-2-methoxypropanoate
• SMILES (Canonical): CC1C(CC=CC2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)C(C(C(=O)C=CCC(CC(=O)OC1CC(C(C)CCC(C(C)C(C(C)C=CN(C)C=O)OC(=O)C)OC(=O)C(CO)OC)OC)O)C)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H](C/C=C/C2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)[C@H]([C@H](C(=O)/C=C/C[C@@H](CC(=O)O[C@H]1C[C@@H]([C@@H](C)CC[C@H]([C@H](C)[C@@H]([C@H](C)/C=C/N(C)C=O)OC(=O)C)OC(=O)[C@@H](CO)OC)OC)O)C)OC)OC
• InChI: InChI=1S/C51H72N4O17/c1-29(18-19-41(72-51(62)44(24-56)65-10)33(5)47(70-34(6)58)30(2)20-21-55(7)28-57)42(64-9)23-43-32(4)40(63-8)16-13-17-45-52-37(26-67-45)49-54-38(27-69-49)50-53-36(25-68-50)48(66-11)31(3)39(60)15-12-14-35(59)22-46(61)71-43/h12-13,15,17,20-21,25-33,35,40-44,47-48,56,59H,14,16,18-19,22-24H2,1-11H3/b15-12+,17-13+,21-20+/t29-,30+,31-,32+,33-,35-,40-,41+,42-,43-,44+,47+,48-/m0/s1
• InChI Key: WMQWIJXGKYDMAH-GTHWSAFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₂N₄O₁₇
• Molecular Weight: 1013.10 g/mol
• Exact Mass: 1012.48924684 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 6.10
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7768	77.68%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4911	49.11%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8062	80.62%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9915	99.15%
P-glycoprotein inhibitior	+	0.7561	75.61%
P-glycoprotein substrate	+	0.8180	81.80%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.6207	62.07%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	+	0.7846	78.46%
CYP inhibitory promiscuity	-	0.9589	95.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5371	53.71%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.7769	77.69%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7439	74.39%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5113	51.13%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5736	57.36%
Acute Oral Toxicity (c)	III	0.6645	66.45%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	+	0.7694	76.94%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	+	0.6300	63.00%
PPAR gamma	+	0.8067	80.67%
Honey bee toxicity	-	0.6256	62.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7472	74.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.37%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.68%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.02%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.23%	89.67%
CHEMBL1937	Q92769	Histone deacetylase 2	91.44%	94.75%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.10%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL4015	P41597	C-C chemokine receptor type 2	90.02%	98.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.77%	99.23%
CHEMBL261	P00915	Carbonic anhydrase I	89.56%	96.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.49%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.61%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	88.38%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.33%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.78%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.03%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.82%	95.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.57%	88.56%
CHEMBL3401	O75469	Pregnane X receptor	82.30%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.00%	93.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.87%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.86%	90.71%
CHEMBL3891	P07384	Calpain 1	80.82%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.47%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.36%	89.00%
CHEMBL5028	O14672	ADAM10	80.02%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21775438
• LOTUS: LTS0090666
• wikiData: Q105308779