(E)-8-[(2R,3S,4S,5R,6S)-6-[(1E,3E,9E,11E,13E)-14-[(3S,4S,5S,6R)-4,5-dihydroxy-5,6-dimethyloxan-3-yl]-6-methoxy-11-methyl-8-oxotetradeca-1,3,9,11,13-pentaenyl]-3-ethyl-4-hydroxy-5-methyloxan-2-yl]-5-hydroxy-3-methoxy-2,6-dimethyl-N-[3-methyl-1-[[(3S,4S,5S)-4-methyl-2-oxo-5-phenyloxolan-3-yl]amino]-1-oxobutan-2-yl]oct-6-enamide

Details

• Internal ID: 1c19f33c-dc10-4b51-9e46-0b811da1c6cb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: (E)-8-[(2R,3S,4S,5R,6S)-6-[(1E,3E,9E,11E,13E)-14-[(3S,4S,5S,6R)-4,5-dihydroxy-5,6-dimethyloxan-3-yl]-6-methoxy-11-methyl-8-oxotetradeca-1,3,9,11,13-pentaenyl]-3-ethyl-4-hydroxy-5-methyloxan-2-yl]-5-hydroxy-3-methoxy-2,6-dimethyl-N-[3-methyl-1-[[(3S,4S,5S)-4-methyl-2-oxo-5-phenyloxolan-3-yl]amino]-1-oxobutan-2-yl]oct-6-enamide
• SMILES (Canonical): CCC1C(OC(C(C1O)C)C=CC=CCC(CC(=O)C=CC(=CC=CC2COC(C(C2O)(C)O)C)C)OC)CC=C(C)C(CC(C(C)C(=O)NC(C(C)C)C(=O)NC3C(C(OC3=O)C4=CC=CC=C4)C)OC)O
• SMILES (Isomeric): CC[C@@H]1[C@H](O[C@H]([C@@H]([C@@H]1O)C)/C=C/C=C/CC(CC(=O)/C=C/C(=C/C=C/[C@H]2CO[C@@H]([C@@]([C@H]2O)(C)O)C)/C)OC)C/C=C(\C)/C(CC(C(C)C(=O)NC(C(C)C)C(=O)N[C@H]3[C@@H]([C@H](OC3=O)C4=CC=CC=C4)C)OC)O
• InChI: InChI=1S/C58H86N2O13/c1-13-45-48(72-47(37(6)52(45)63)26-19-15-18-25-44(69-11)31-43(61)29-27-35(4)21-20-24-42-33-71-40(9)58(10,68)54(42)64)30-28-36(5)46(62)32-49(70-12)38(7)55(65)59-50(34(2)3)56(66)60-51-39(8)53(73-57(51)67)41-22-16-14-17-23-41/h14-24,26-29,34,37-40,42,44-54,62-64,68H,13,25,30-33H2,1-12H3,(H,59,65)(H,60,66)/b18-15+,24-20+,26-19+,29-27+,35-21+,36-28+/t37-,38?,39-,40+,42-,44?,45+,46?,47-,48+,49?,50?,51-,52-,53-,54-,58+/m0/s1
• InChI Key: FSJKTPQBGQUBPN-XMRVHIENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆N₂O₁₃
• Molecular Weight: 1019.30 g/mol
• Exact Mass: 1018.61299080 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.76
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7728	77.28%
Caco-2	-	0.8641	86.41%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.7928	79.28%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8268	82.68%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.6136	61.36%
CYP2C9 inhibition	-	0.7818	78.18%
CYP2C19 inhibition	-	0.8002	80.02%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	+	0.7973	79.73%
CYP inhibitory promiscuity	-	0.7414	74.14%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5875	58.75%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7645	76.45%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7923	79.23%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	-	0.8355	83.55%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6203	62.03%
Acute Oral Toxicity (c)	III	0.6072	60.72%
Estrogen receptor binding	+	0.8176	81.76%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.8176	81.76%
Aromatase binding	+	0.5692	56.92%
PPAR gamma	+	0.8172	81.72%
Honey bee toxicity	-	0.6255	62.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	99.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.43%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.29%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.07%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.68%	89.00%
CHEMBL3776	Q14790	Caspase-8	93.10%	97.06%
CHEMBL5028	O14672	ADAM10	92.05%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.12%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.73%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.43%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.96%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.46%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.86%	97.25%
CHEMBL4208	P20618	Proteasome component C5	84.54%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.77%	89.50%
CHEMBL3401	O75469	Pregnane X receptor	83.35%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.26%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.80%	94.45%
CHEMBL4072	P07858	Cathepsin B	82.13%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.13%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.56%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102093559
• LOTUS: LTS0004611
• wikiData: Q105000675