[D-Val9]laxaphycin A

Details

• Internal ID: aa909ff6-2117-4e8a-9646-b6f1d74addb5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3E,6S,10R,16S,19R,22S,25R,28R,31S,34S,36R)-28-benzyl-3-ethylidene-36-hydroxy-6,31-bis(2-hydroxyethyl)-16-(2-methylbutyl)-25-(2-methylpropyl)-10-pentyl-19,22-di(propan-2-yl)-1,4,7,11,14,17,20,23,26,29,32-undecazabicyclo[32.3.0]heptatriacontane-2,5,8,12,15,18,21,24,27,30,33-undecone
• SMILES (Canonical): CCCCCC1CC(=O)NC(C(=O)NC(=CC)C(=O)N2CC(CC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC(C)CC)C(C)C)C(C)C)CC(C)C)CC3=CC=CC=C3)CCO)O)CCO
• SMILES (Isomeric): CCCCC[C@@H]1CC(=O)N[C@H](C(=O)N/C(=C/C)/C(=O)N2C[C@@H](C[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CC(C)CC)C(C)C)C(C)C)CC(C)C)CC3=CC=CC=C3)CCO)O)CCO
• InChI: InChI=1S/C59H95N11O14/c1-11-14-16-21-38-29-47(74)62-41(22-24-71)52(77)63-40(13-3)59(84)70-32-39(73)30-46(70)56(81)64-42(23-25-72)53(78)66-45(28-37-19-17-15-18-20-37)54(79)65-43(26-33(4)5)55(80)68-50(35(8)9)58(83)69-49(34(6)7)57(82)67-44(27-36(10)12-2)51(76)60-31-48(75)61-38/h13,15,17-20,33-36,38-39,41-46,49-50,71-73H,11-12,14,16,21-32H2,1-10H3,(H,60,76)(H,61,75)(H,62,74)(H,63,77)(H,64,81)(H,65,79)(H,66,78)(H,67,82)(H,68,80)(H,69,83)/b40-13+/t36?,38-,39-,41+,42+,43-,44+,45-,46+,49-,50+/m1/s1
• InChI Key: JDIQJPVBGVPFRY-XJEZQSFJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₅N₁₁O₁₄
• Molecular Weight: 1182.50 g/mol
• Exact Mass: 1181.70599675 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 17

Synonyms

• DTXSID701334455

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9241	92.41%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7313	73.13%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9169	91.69%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9317	93.17%
BSEP inhibitior	+	0.9750	97.50%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.8848	88.48%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	+	0.5953	59.53%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.8638	86.38%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.9190	91.90%
CYP2C8 inhibition	+	0.7632	76.32%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6193	61.93%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3593	35.93%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6056	60.56%
Acute Oral Toxicity (c)	III	0.6272	62.72%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.7323	73.23%
Thyroid receptor binding	+	0.5382	53.82%
Glucocorticoid receptor binding	+	0.6680	66.80%
Aromatase binding	+	0.6698	66.98%
PPAR gamma	+	0.7907	79.07%
Honey bee toxicity	-	0.7295	72.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5048	50.48%
Fish aquatic toxicity	+	0.9125	91.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.88%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.51%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.81%	95.93%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.70%	97.29%
CHEMBL4040	P28482	MAP kinase ERK2	94.87%	83.82%
CHEMBL3524	P56524	Histone deacetylase 4	93.89%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.91%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.86%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.62%	91.71%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.22%	82.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.76%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.51%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.84%	82.69%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.22%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.30%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.89%	93.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.57%	88.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.36%	100.00%
CHEMBL4071	P08311	Cathepsin G	86.27%	94.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.97%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.18%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.86%	94.62%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.73%	91.81%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.62%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	83.06%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.97%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.91%	96.47%
CHEMBL1902	P62942	FK506-binding protein 1A	82.53%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.78%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.29%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.87%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.82%	95.89%
CHEMBL228	P31645	Serotonin transporter	80.69%	95.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.39%	89.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.03%	80.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682312
• LOTUS: LTS0250880
• wikiData: Q105125514