lanreotide (CED0004612)

Record Information

Version

1.0

Creation Date

2016-06-03 12:55:52 UTC

Update Date

2026-05-14 18:24:57 UTC

Accession Number

CHEM045201

Identification

Common Name

lanreotide

Class

Small Molecule

Description

Lanreotide is an organic compound with the chemical formula C54H69N11O10S2. Lanreotide belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 1,096 g/mol, lanreotide is a heavy molecule. This compound is found in or released from one recorded source: healthcare, pharmaceuticals & veterinary products, specifically hypothalamic hormones. Its recorded route of exposure is subcutaneous. Lanreotide acts on two recorded protein targets, serving as an agonist of Somatostatin receptor type 2 (SSTR2) and Somatostatin receptor type 5 (SSTR5).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Somatulina	MeSH
Somatuline	MeSH
L-Threoninamide, 3-(2-naphthalenyl)-D-alanyl-L-cysteinyl-L-tyrosyl-D-tryptophyl-L-lysyl-L-valyl-L-cysteinyl-, cyclic (2-7)-disulfide	MeSH
Lanreotide acetate	MeSH
Nal-cyclo(cys-tyr-TRP-lys-val-cys)THR-NH2	MeSH
Lanreotide-SR	MeSH
2-Naphthylalanyl-cyclo(cysteinyl-tyrosyl-tryptophyl-lysyl-valyl-cysteinyl)-threoninamide	MeSH
Naphthyl-cyclo(cys-tyr-TRP-lys-val-cys)THR-NH2	MeSH
Nal-cyclo(cys-tyr-TRP-lys-val-cys)-THR-NH2	MeSH
Somatulin	MeSH
188Re-Lanreotide	MeSH
Naphthalenyl-cyclo(cysteinyl-tyrosyl-tryptophyl-lysyl-valyl-cysteinyl)threoninamide	MeSH
Lanreotide	MeSH
Lanreotide acetic acid	Generator
2-{[(19-{[2-amino-1-hydroxy-3-(naphthalen-2-yl)propylidene]amino}-10-(4-aminobutyl)-6,9,12,15,18-pentahydroxy-16-[(4-hydroxyphenyl)methyl]-13-[(1H-indol-3-yl)methyl]-7-(propan-2-yl)-1,2-dithia-5,8,11,14,17-pentaazacycloicosa-5,8,11,14,17-pentaen-4-yl)(hydroxy)methylidene]amino}-3-hydroxybutanimidate	Generator

Chemical Formula

C₅₄H₆₉N₁₁O₁₀S₂

Average Molecular Mass

1096.330 g/mol

Monoisotopic Mass

1095.467 g/mol

CAS Registry Number

108736-35-2

IUPAC Name

2-({19-[2-amino-3-(naphthalen-2-yl)propanamido]-10-(4-aminobutyl)-16-[(4-hydroxyphenyl)methyl]-13-[(1H-indol-3-yl)methyl]-6,9,12,15,18-pentaoxo-7-(propan-2-yl)-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl}formamido)-3-hydroxybutanamide

Traditional Name

2-({19-[2-amino-3-(naphthalen-2-yl)propanamido]-10-(4-aminobutyl)-16-[(4-hydroxyphenyl)methyl]-13-(1H-indol-3-ylmethyl)-7-isopropyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl}formamido)-3-hydroxybutanamide

SMILES

[H]N([H])CCCCC1N([H])C(=O)C(CC2=CN([H])C3=CC=CC=C23)N([H])C(=O)C(CC2=CC=C(O)C=C2)N([H])C(=O)C(CSSCC(N([H])C(=O)C(N([H])C1=O)C(C)C)C(=O)N([H])C(C(C)O)C(=O)N([H])[H])N([H])C(=O)C(CC1=CC2=CC=CC=C2C=C1)N([H])[H]

InChI Identifier

InChI=1S/C54H69N11O10S2/c1-29(2)45-54(75)63-44(53(74)65-46(30(3)66)47(57)68)28-77-76-27-43(62-48(69)38(56)23-32-15-18-33-10-4-5-11-34(33)22-32)52(73)60-41(24-31-16-19-36(67)20-17-31)50(71)61-42(25-35-26-58-39-13-7-6-12-37(35)39)51(72)59-40(49(70)64-45)14-8-9-21-55/h4-7,10-13,15-20,22,26,29-30,38,40-46,58,66-67H,8-9,14,21,23-25,27-28,55-56H2,1-3H3,(H2,57,68)(H,59,72)(H,60,73)(H,61,71)(H,62,69)(H,63,75)(H,64,70)(H,65,74)

InChI Key

PUDHBTGHUJUUFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
2-halobenzoic acid or derivatives
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzamide
Anilide
Benzoyl
Iodobenzene
Halobenzene
Aryl halide
Aryl iodide
1,3-dicarbonyl compound
Tertiary carboxylic acid amide
Vinylogous halide
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboxylic acid derivative
Polyol
Organoiodide
Organohalogen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.005 g/L	ALOGPS
logP	1.87	ALOGPS
logP	-0.33	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.43	ChemAxon
pKa (Strongest Basic)	10.26	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	355.08 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	292.92 m³·mol⁻¹	ChemAxon
Polarizability	114.68 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006t-4340104090-6be3ea865b49f29210e1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0v4i-7900000123-eaa594f5bcf0aa756ded	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1965373210-454c2d978a738c9cc3e0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-9070101161-e3b5852fe384fea43816	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03fu-9010100041-0492cc7b9a68886e29dc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-4902423210-e1413c69ee0448130ed1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-9100000000-3a898a1e589d05e993ab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-005a-9300000013-177d2fa12fa34fd00eca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000x-3900000010-7b8292d3e5f67208916a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000001-3848eb09dcc7e8c585a0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9510000004-df04c45dfb4d319d5344	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f96-1900000010-a6a2ca06bcafbc525c72	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
330	Hypothalamic hormones	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

1 pathway

Lanreotide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Somatostatin receptor type 5	P35346	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Somatostatin receptor type 2	P30874	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Somatostatin receptor type 1	P30872	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Somatostatin receptor type 4	P31391	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	Somatostatin receptor type 3	P32745	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Somatostatin receptor type 5	P30938	Rattus norvegicus	Predicted (SEA)	0.934191
Click to view 3D structure	Somatostatin receptor type 2	P30875	Mouse	Predicted (SEA)	0.934191
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01726	Humans	Predicted (SEA)	5.68299
Click to view 3D structure	Melanocyte-stimulating hormone receptor	Q01727	Mus musculus	Predicted (SEA)	4.98235
Click to view 3D structure	Urotensin-2 receptor	Q9UKP6	Humans	Predicted (SEA)	1.16774
Click to view 3D structure	Melanocortin receptor 3	P32244	Rattus norvegicus	Predicted (SEA)	0.467095
Click to view 3D structure	Somatostatin receptor type 3	P30935	Mus musculus	Predicted (SEA)	1.63483
Click to view 3D structure	Voltage-dependent calcium channel alpha-1 subunit	O18323	Blattella germanica	Predicted (SEA)	6.07224
Click to view 3D structure	Urotensin-2 receptor	P49684	Rattus norvegicus	Predicted (SEA)	1.01204
Click to view 3D structure	Melanocortin receptor 5	P41149	Mus musculus	Predicted (SEA)	12.3002
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	67.1839
Click to view 3D structure	Sodium channel protein type 9 subunit alpha	Q15858	Humans	Predicted (SEA)	30.439
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	82.6759
Click to view 3D structure	Sodium channel protein type 4 subunit alpha	P35499	Humans	Predicted (SEA)	14.2464
Click to view 3D structure	Sodium channel protein type 5 subunit alpha	Q14524	Humans	Predicted (SEA)	21.5642
Click to view 3D structure	Sodium channel protein type 8 subunit alpha	Q9UQD0	Humans	Predicted (SEA)	19.3845
Click to view 3D structure	Delta-type opioid receptor	P33533	Rattus norvegicus	Predicted (SEA)	67.4953
Click to view 3D structure	Interleukin-11	P20809	Humans	Predicted (SEA)	12.3002
Click to view 3D structure	Sodium channel protein type 2 subunit alpha	P04775	Rattus norvegicus	Predicted (SEA)	11.2103
Click to view 3D structure	Sodium channel protein type 9 subunit alpha	O08562	Rattus norvegicus	Predicted (SEA)	16.504