N-[(E,4S,5S,9R,10S)-11-[(9R,10R,12E,15S,19S,20S,23Z)-15-hydroxy-9-methoxy-10,20-dimethyl-6,8,11,17-tetraoxo-3,18,26-trioxa-7,28,29-triazatricyclo[23.2.1.12,5]nonacosa-1(27),2(29),4,12,23,25(28)-hexaen-19-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-enyl]-N-methylformamide

Details

• Internal ID: b24db4b2-771c-43ce-8f41-b3bd3ba4bcad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: N-[(E,4S,5S,9R,10S)-11-[(9R,10R,12E,15S,19S,20S,23Z)-15-hydroxy-9-methoxy-10,20-dimethyl-6,8,11,17-tetraoxo-3,18,26-trioxa-7,28,29-triazatricyclo[23.2.1.12,5]nonacosa-1(27),2(29),4,12,23,25(28)-hexaen-19-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-enyl]-N-methylformamide
• SMILES (Canonical): CC1CCC=CC2=NC(=CO2)C3=NC(=CO3)C(=O)NC(=O)C(C(C(=O)C=CCC(CC(=O)OC1CC(C(C)CCC(=O)C(C)C(CC=CN(C)C=O)OC)OC)O)C)OC
• SMILES (Isomeric): C[C@H]1CC/C=C\C2=NC(=CO2)C3=NC(=CO3)C(=O)NC(=O)[C@@H]([C@H](C(=O)/C=C/C[C@@H](CC(=O)O[C@H]1C[C@@H]([C@H](C)CCC(=O)[C@@H](C)[C@H](C/C=C/N(C)C=O)OC)OC)O)C)OC
• InChI: InChI=1S/C43H60N4O13/c1-26-13-9-10-17-38-44-32(24-58-38)43-45-31(23-59-43)41(53)46-42(54)40(57-8)29(4)33(50)15-11-14-30(49)21-39(52)60-37(26)22-36(56-7)27(2)18-19-34(51)28(3)35(55-6)16-12-20-47(5)25-48/h10-12,15,17,20,23-30,35-37,40,49H,9,13-14,16,18-19,21-22H2,1-8H3,(H,46,53,54)/b15-11+,17-10-,20-12+/t26-,27+,28+,29-,30-,35-,36-,37-,40+/m0/s1
• InChI Key: MZLOSGDTQKLQHX-ZEESEZGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀N₄O₁₃
• Molecular Weight: 841.00 g/mol
• Exact Mass: 840.41568798 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 15
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6875	68.75%
Caco-2	-	0.8575	85.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4028	40.28%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.9064	90.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8572	85.72%
BSEP inhibitior	+	0.9884	98.84%
P-glycoprotein inhibitior	+	0.7716	77.16%
P-glycoprotein substrate	+	0.8018	80.18%
CYP3A4 substrate	+	0.7374	73.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.6779	67.79%
CYP2C9 inhibition	-	0.8803	88.03%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.8351	83.51%
CYP2C8 inhibition	+	0.7733	77.33%
CYP inhibitory promiscuity	-	0.9495	94.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5378	53.78%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.7768	77.68%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7644	76.44%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8800	88.00%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5575	55.75%
Acute Oral Toxicity (c)	III	0.6588	65.88%
Estrogen receptor binding	+	0.8446	84.46%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	+	0.6280	62.80%
Glucocorticoid receptor binding	+	0.7924	79.24%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.7990	79.90%
Honey bee toxicity	-	0.6445	64.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8510	85.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5103	Q969S8	Histone deacetylase 10	97.86%	90.08%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.15%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	96.14%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.88%	96.77%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.40%	88.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.77%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.48%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.17%	92.88%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.62%	96.21%
CHEMBL325	Q13547	Histone deacetylase 1	88.59%	95.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.41%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.36%	93.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.10%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.02%	89.67%
CHEMBL340	P08684	Cytochrome P450 3A4	85.98%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.58%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.30%	94.97%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.80%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.52%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.90%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.82%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.44%	91.07%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.63%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163020214
• LOTUS: LTS0167618
• wikiData: Q105175817