2-[2-(6-amino-2-{6-amino-2-[2-(2-{2-[6-amino-2-(2-{2-[2-(2-{6-amino-2-[2-(2-{2-[2-(2-{[1-(2-{2-[2-(6-amino-2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-3-hydroxybutanamido)-3-hydroxypropanamido]-4-carboxybutanamido}hexanamido)-3-hydroxypropanamido]-4-carbamoylbutanamido}-3-hydroxybutanoyl)pyrrolidin-2-yl]formamido}-4-methylpentanamido)-3-methylbutanamido]-3-hydroxybutanamido}-4-methylpentanamido)-3-phenylpropanamido]hexanamido}-3-carbamoylpropanamido)propanamido]-3-methylpentanamido}-3-methylpentanamido)hexanamido]-3-carbamoylpropanamido}propanamido)-3-(4-hydroxyphenyl)propanamido]hexanamido}hexanamido)acetamido]pentanedioic acid

• ChemBase ID: 105496
• Molecular Formular: C158H251N39O46S
• Molecular Mass: 3464.98224
• Monoisotopic Mass: 3462.82211275
• SMILES: CCC(C)C(NC(=O)C(C)NC(=O)C(CC(=O)N)NC(=O)C(CCCCN)NC(=O)C(Cc1ccccc1)NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(NC(=O)C(CC(C)C)NC(=O)C1CCCN1C(=O)C(NC(=O)C(CCC(=O)N)NC(=O)C(CO)NC(=O)C(CCCCN)NC(=O)C(CCC(=O)O)NC(=O)C(CO)NC(=O)C(NC(=O)C(CCSC)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(C)O)C(C)O)C(C)C)C(C)O)C(=O)NC(C(C)CC)C(=O)NC(CCCCN)C(=O)NC(CC(=O)N)C(=O)NC(C)C(=O)NC(Cc1ccc(O)cc1)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)O)CCC(=O)O)CCCCN)CCCCN)Cc1ccc(cc1)O)C)CC(=O)N)CCCCN)C(CC)C)C(CC)C)C)CC(=O)N)NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(C(C)C)NC(=O)C(NC(=O)C1CCCN1C(=O)C(C(O)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N)CCSC)CO)CCC(=O)O)CCCCN)CO)CCC(=O)N)CC(C)C)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C158H251N39O46S/c1-17-84(9)126(153(237)182-102(44-29-34-65-163)137(221)186-112(74-118(166)206)142(226)171-86(11)131(215)183-110(73-94-48-52-96(204)53-49-94)146(230)177-99(41-26-31-62-160)135(219)175-98(40-25-30-61-159)134(218)170-78-122(210)173-106(158(242)243)56-59-124(213)214)193-154(238)127(85(10)18-2)192-132(216)87(12)172-143(227)113(75-119(167)207)185-136(220)100(42-27-32-63-161)178-147(231)111(72-92-38-23-20-24-39-92)184-144(228)107(68-81(3)4)188-155(239)129(89(14)201)195-152(236)125(83(7)8)191-148(232)108(69-82(5)6)187-151(235)116-45-35-66-197(116)157(241)130(90(15)202)196-140(224)103(54-57-117(165)205)179-149(233)114(79-198)189-138(222)101(43-28-33-64-162)176-139(223)104(55-58-123(211)212)180-150(234)115(80-199)190-156(240)128(88(13)200)194-141(225)105(60-67-244-16)181-145(229)109(71-91-36-21-19-22-37-91)174-121(209)77-168-120(208)76-169-133(217)97(164)70-93-46-50-95(203)51-47-93/h19-24,36-39,46-53,81-90,97-116,125-130,198-204H,17-18,25-35,40-45,54-80,159-164H2,1-16H3,(H2,165,205)(H2,166,206)(H2,167,207)(H,168,208)(H,169,217)(H,170,218)(H,171,226)(H,172,227)(H,173,210)(H,174,209)(H,175,219)(H,176,223)(H,177,230)(H,178,231)(H,179,233)(H,180,234)(H,181,229)(H,182,237)(H,183,215)(H,184,228)(H,185,220)(H,186,221)(H,187,235)(H,188,239)(H,189,222)(H,190,240)(H,191,232)(H,192,216)(H,193,238)(H,194,225)(H,195,236)(H,196,224)(H,211,212)(H,213,214)(H,242,243)
• InChIKey: JMHFFDIMOUKDCZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(6-amino-2-{6-amino-2-[2-(2-{2-[6-amino-2-(2-{2-[2-(2-{6-amino-2-[2-(2-{2-[2-(2-{[1-(2-{2-[2-(6-amino-2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamido}-3-hydroxybutanamido)-3-hydroxypropanamido]-4-carboxybutanamido}hexanamido)-3-hydroxypropanamido]-4-carbamoylbutanamido}-3-hydroxybutanoyl)pyrrolidin-2-yl]formamido}-4-methylpentanamido)-3-methylbutanamido]-3-hydroxybutanamido}-4-methylpentanamido)-3-phenylpropanamido]hexanamido}-3-carbamoylpropanamido)propanamido]-3-methylpentanamido}-3-methylpentanamido)hexanamido]-3-carbamoylpropanamido}propanamido)-3-(4-hydroxyphenyl)propanamido]hexanamido}hexanamido)acetamido]pentanedioic acid
• IUPAC Traditional name: β-endorphin
• Synonyms: β-Lipotropin 61-91; Tyr-Gly-Gly-Phe-Met-Thr-Ser-Glu-Lys-Ser-Gln-Thr-Pro-Leu-Val-Thr-Leu-Phe-Lys-Asn-Ala-Ile-Ile-Lys-Asn-Ala-Tyr-Lys-Lys-Gly-Glu; β-ENDORPHIN; Beta-endorphin

Database IDs

• CAS Number: 61214-51-5
• PubChem SID: 162092354
• PubChem CID: 16132993; 16132316
• Wikipedia Title: Beta-endorphin

CALCULATED PROPERTIES

• Acid pKa: 2.8351543
• H Acceptors: 52
• H Donor: 48
• LogD (pH = 5.5): -27.604494
• LogD (pH = 7.4): -26.06463
• Log P: -22.022074
• Molar Refractivity: 874.1337 cm^3
• Polarizability: 344.18832 Å^3
• Polar Surface Area: 1403.11 Å^2
• Rotatable Bonds: 118
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 2-8°C

DETAILS

MP Biomedicals - 02190417

Source/Species: Human

REFERENCES

• Li, C.H., et al., J. Med. Chem. , 20 : 325 (1977).
• Chung, W.C., et al., Int. J. Pept. Prot. Res. , 13 : 278 (1979).
• Akie, H., et al., Ann. Rev. Neurol. , 7 : 223 (1984).