methyl 2-[2-[(1E,5S,6S,8R,9R,13R,14S,16E)-6-[(E,3S,8S,9R)-10-amino-3-hydroxy-9-methoxy-8-methyl-7,10-dioxodec-5-enoyl]oxy-17-[formyl(methyl)amino]-8,14-dimethoxy-5,9,13-trimethyl-12-oxoheptadeca-1,16-dienyl]-1,3-oxazol-4-yl]-1,3-oxazole-4-carboxylate

Details

• Internal ID: f5f9a01c-ae11-4c58-b43b-9f9dfacd1215
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[2-[(1E,5S,6S,8R,9R,13R,14S,16E)-6-[(E,3S,8S,9R)-10-amino-3-hydroxy-9-methoxy-8-methyl-7,10-dioxodec-5-enoyl]oxy-17-[formyl(methyl)amino]-8,14-dimethoxy-5,9,13-trimethyl-12-oxoheptadeca-1,16-dienyl]-1,3-oxazol-4-yl]-1,3-oxazole-4-carboxylate
• SMILES (Canonical): CC(CCC=CC1=NC(=CO1)C2=NC(=CO2)C(=O)OC)C(CC(C(C)CCC(=O)C(C)C(CC=CN(C)C=O)OC)OC)OC(=O)CC(CC=CC(=O)C(C)C(C(=O)N)OC)O
• SMILES (Isomeric): C[C@@H](CC/C=C/C1=NC(=CO1)C2=NC(=CO2)C(=O)OC)[C@H](C[C@H]([C@H](C)CCC(=O)[C@H](C)[C@H](C/C=C/N(C)C=O)OC)OC)OC(=O)C[C@H](C/C=C/C(=O)[C@@H](C)[C@H](C(=O)N)OC)O
• InChI: InChI=1S/C44H64N4O14/c1-27(14-10-11-18-39-46-32(24-60-39)43-47-33(25-61-43)44(55)59-9)38(62-40(53)22-31(50)15-12-16-34(51)30(4)41(58-8)42(45)54)23-37(57-7)28(2)19-20-35(52)29(3)36(56-6)17-13-21-48(5)26-49/h11-13,16,18,21,24-31,36-38,41,50H,10,14-15,17,19-20,22-23H2,1-9H3,(H2,45,54)/b16-12+,18-11+,21-13+/t27-,28+,29-,30+,31-,36-,37+,38-,41+/m0/s1
• InChI Key: UFRHNFYNJYFNGW-CAGDJPKTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄N₄O₁₄
• Molecular Weight: 873.00 g/mol
• Exact Mass: 872.44190273 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 16
• H-Bond Donor: 2
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7763	77.63%
Caco-2	-	0.8553	85.53%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4699	46.99%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8128	81.28%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	+	0.9845	98.45%
P-glycoprotein inhibitior	+	0.7677	76.77%
P-glycoprotein substrate	+	0.8062	80.62%
CYP3A4 substrate	+	0.7258	72.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.5478	54.78%
CYP2C9 inhibition	-	0.7824	78.24%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.8897	88.97%
CYP1A2 inhibition	-	0.7906	79.06%
CYP2C8 inhibition	+	0.7523	75.23%
CYP inhibitory promiscuity	-	0.9090	90.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5540	55.40%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5970	59.70%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.8289	82.89%
Androgen receptor binding	+	0.7294	72.94%
Thyroid receptor binding	+	0.6130	61.30%
Glucocorticoid receptor binding	+	0.7710	77.10%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.8055	80.55%
Honey bee toxicity	-	0.6821	68.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7744	77.44%

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	97.61%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.22%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.88%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.29%	93.10%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.95%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.83%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.22%	87.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.82%	93.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.57%	97.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.93%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.04%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.98%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.73%	90.17%
CHEMBL4302	P08183	P-glycoprotein 1	84.57%	92.98%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.57%	95.69%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	83.17%	90.75%
CHEMBL4040	P28482	MAP kinase ERK2	82.06%	83.82%
CHEMBL4015	P41597	C-C chemokine receptor type 2	81.96%	98.57%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.79%	88.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.57%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.22%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162906216
• LOTUS: LTS0127234
• wikiData: Q105272052