methyl N-[(2R,3R,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S)-23-hydroxy-17-[(2R,4R,5S,6S)-5-hydroxy-4-[(2S,4R,5R,6S)-4-hydroxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,4,8,12,18,20,22-heptamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-2,4-dimethyl-4-nitrooxan-3-yl]carbamate

Details

• Internal ID: 3527fbe4-05cb-4aed-9819-c6ac7adeba3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: methyl N-[(2R,3R,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S)-23-hydroxy-17-[(2R,4R,5S,6S)-5-hydroxy-4-[(2S,4R,5R,6S)-4-hydroxy-5-[(2R,4R,5R,6S)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,4,8,12,18,20,22-heptamethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,11,14,23-pentaen-9-yl]oxy]-2,4-dimethyl-4-nitrooxan-3-yl]carbamate
• SMILES (Canonical): CC1CC(C(C2C1C3(C(C=C2)C(=CCC(C(=CC4C=C(C(CC45C(=O)C(=C3O)C(=O)O5)C)C)C)OC6CC(C(C(O6)C)NC(=O)OC)(C)[N+](=O)[O-])C)C)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC)O)O)C
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]([C@@H]2[C@@H]1[C@]3([C@@H](C=C2)/C(=C/C[C@@H](/C(=C/[C@@H]4C=C([C@@H](C[C@@]45C(=O)C(=C3O)C(=O)O5)C)C)/C)O[C@H]6C[C@]([C@H]([C@H](O6)C)NC(=O)OC)(C)[N+](=O)[O-])/C)C)O[C@H]7C[C@H]([C@H]([C@@H](O7)C)O)O[C@H]8C[C@H]([C@H]([C@@H](O8)C)O[C@@H]9C[C@H]([C@H]([C@@H](O9)C)OC)O)O)C
• InChI: InChI=1S/C61H90N2O20/c1-27-15-18-42(79-47-26-59(11,63(71)72)54(36(10)78-47)62-58(70)74-14)29(3)21-37-20-28(2)32(6)25-61(37)56(68)48(57(69)83-61)55(67)60(12)39(27)17-16-38-49(60)30(4)19-31(5)51(38)81-46-24-43(50(66)33(7)75-46)80-44-23-41(65)53(35(9)77-44)82-45-22-40(64)52(73-13)34(8)76-45/h15-17,20-21,30-47,49-54,64-67H,18-19,22-26H2,1-14H3,(H,62,70)/b27-15+,29-21+,55-48?/t30-,31-,32+,33-,34-,35-,36+,37-,38-,39-,40+,41+,42-,43+,44-,45+,46-,47-,49+,50-,51-,52-,53-,54-,59-,60+,61-/m0/s1
• InChI Key: OARQKMNMTSJVDS-TVNADAMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₀N₂O₂₀
• Molecular Weight: 1171.40 g/mol
• Exact Mass: 1170.60869326 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.60
• H-Bond Acceptor: 20
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9574	95.74%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3471	34.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9785	97.85%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8161	81.61%
CYP3A4 substrate	+	0.7601	76.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.6499	64.99%
CYP2C9 inhibition	-	0.6751	67.51%
CYP2C19 inhibition	-	0.6248	62.48%
CYP2D6 inhibition	-	0.8701	87.01%
CYP1A2 inhibition	-	0.6858	68.58%
CYP2C8 inhibition	+	0.7862	78.62%
CYP inhibitory promiscuity	-	0.7051	70.51%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Danger	0.4440	44.40%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.7509	75.09%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7477	74.77%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6793	67.93%
skin sensitisation	-	0.8284	82.84%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4556	45.56%
Acute Oral Toxicity (c)	III	0.5334	53.34%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.7582	75.82%
Thyroid receptor binding	+	0.6776	67.76%
Glucocorticoid receptor binding	+	0.8069	80.69%
Aromatase binding	+	0.6291	62.91%
PPAR gamma	+	0.8292	82.92%
Honey bee toxicity	-	0.5913	59.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.69%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.34%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.01%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.75%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.01%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.65%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.92%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.55%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.82%	92.94%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.92%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.97%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.72%	94.00%
CHEMBL1871	P10275	Androgen Receptor	84.41%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.07%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.27%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.04%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.82%	91.24%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.01%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.50%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.31%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102107321
• LOTUS: LTS0216041
• wikiData: Q105188786