Adipokinetic Hormone (Apis mellifera ligustica, Bombyx mori, Heliothis zea, Manduca sexta) Pyr-Leu-Thr-Phe-Thr-Ser-Ser-Trp-Gly-NH2

Details

• Internal ID: 32556ede-2114-46c7-a191-cb22e1f71d0a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[(2-amino-2-oxoethyl)amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-5-oxopyrrolidine-2-carboxamide
• SMILES (Canonical): CC(C)CC(C(=O)NC(C(C)O)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)NC(CO)C(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)NCC(=O)N)NC(=O)C4CCC(=O)N4
• SMILES (Isomeric): CC(C)CC(C(=O)NC(C(C)O)C(=O)NC(CC1=CC=CC=C1)C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)NC(CO)C(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)NCC(=O)N)NC(=O)C4CCC(=O)N4
• InChI: InChI=1S/C47H65N11O14/c1-23(2)16-31(52-41(66)30-14-15-37(64)51-30)42(67)57-38(24(3)61)46(71)54-32(17-26-10-6-5-7-11-26)43(68)58-39(25(4)62)47(72)56-35(22-60)45(70)55-34(21-59)44(69)53-33(40(65)50-20-36(48)63)18-27-19-49-29-13-9-8-12-28(27)29/h5-13,19,23-25,30-35,38-39,49,59-62H,14-18,20-22H2,1-4H3,(H2,48,63)(H,50,65)(H,51,64)(H,52,66)(H,53,69)(H,54,71)(H,55,70)(H,56,72)(H,57,67)(H,58,68)
• InChI Key: JWRLBCPURJXBDR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₅N₁₁O₁₄
• Molecular Weight: 1008.10 g/mol
• Exact Mass: 1007.47124579 g/mol
• Topological Polar Surface Area (TPSA): 402.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -4.98
• H-Bond Acceptor: 14
• H-Bond Donor: 15
• Rotatable Bonds: 27

Synonyms

• 99886-31-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	-	0.8699	86.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4910	49.10%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.7299	72.99%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9621	96.21%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8535	85.35%
CYP3A4 substrate	+	0.7139	71.39%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.8334	83.34%
CYP2C9 inhibition	-	0.8712	87.12%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.9228	92.28%
CYP2C8 inhibition	+	0.5429	54.29%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6790	67.90%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5364	53.64%
skin sensitisation	-	0.8911	89.11%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9086	90.86%
Acute Oral Toxicity (c)	III	0.6210	62.10%
Estrogen receptor binding	+	0.7436	74.36%
Androgen receptor binding	+	0.5691	56.91%
Thyroid receptor binding	+	0.6199	61.99%
Glucocorticoid receptor binding	+	0.6110	61.10%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	+	0.7440	74.40%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.7437	74.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.81%	83.82%
CHEMBL3837	P07711	Cathepsin L	99.56%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.99%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.90%	88.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.27%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	97.17%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.45%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.85%	90.08%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	95.21%	83.10%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.77%	98.33%
CHEMBL1255126	O15151	Protein Mdm4	94.29%	90.20%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.89%	88.42%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	93.84%	91.81%
CHEMBL259	P32245	Melanocortin receptor 4	93.61%	95.38%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	92.71%	97.23%
CHEMBL3176	O43603	Galanin receptor 2	92.34%	98.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.92%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.88%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.98%	95.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.13%	100.00%
CHEMBL4208	P20618	Proteasome component C5	88.12%	90.00%
CHEMBL4123	P30989	Neurotensin receptor 1	87.46%	96.67%
CHEMBL5028	O14672	ADAM10	86.90%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.67%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.58%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.33%	91.71%
CHEMBL2535	P11166	Glucose transporter	86.13%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.19%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.98%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	84.78%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.35%	95.83%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.07%	95.00%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.68%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.40%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.14%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	81.33%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.43%	93.56%
CHEMBL255	P29275	Adenosine A2b receptor	80.26%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.15%	99.23%

Plants that contains it

• Rhinacanthus nasutus

Cross-Links

• PubChem: 78169841
• LOTUS: LTS0068380
• wikiData: Q27134846