(2S,3S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(3S,6S,9S,12R,17R,20S,23S,26S,29S,32S,35S,38S,41S,44S,49aS)-17-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]hexanamido]hexanamido]-4-carboxybutanamido]-3-carboxypropanamido]-3,6,20,38,41-pentakis(4-aminobutyl)-26-[(2S)-butan-2-yl]-35-(2-carboxyethyl)-44-(carboxymethyl)-9-[(1R)-1-hydroxyethyl]-23-[(4-hydroxyphenyl)methyl]-1,4,7,10,18,21,24,27,30,33,36,39,42,45-tetradecaoxo-29,32-bis(propan-2-yl)-hexatetracontahydro-1H-pyrrolo[2,1-p]1,2-dithia-5,8,11,14,17,20,23,26,29,32,35,38,41,44-tetradecaazacycloheptatetracontan-12-yl]formamido}-3-hydroxypropanamido]-3-methylbutanamido]-3-hydroxypropanamido]-4-carboxybutanamido]-3-(1H-indol-3-yl)propanamido]acetamido}-3-methylpentanoic acid

• ChemBase ID: 132777
• Molecular Formular: C150H240N36O43S2
• Molecular Mass: 3299.856
• Monoisotopic Mass: 3297.71414252
• SMILES: CC[C@H](C)[C@H]1C(=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)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)Cc1ccc(cc1)O)CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H]([C@@H](C)CC)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)NCC(=O)N[C@@H]([C@@H](C)CC)C(=O)O)[C@@H](C)O)CCCCN)CCCCN)CC(=O)O)CCCCN)CCCCN)CCC(=O)O)C(C)C)C(C)C
• Canonical SMILES: NCCCC[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](NC1=O)[C@H](O)C)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)N[C@@H]([C@H](CC)C)C(=O)O)Cc1c[nH]c2c1cccc2)CCC(=O)O)CO)C(C)C)CO)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)N)Cc1ccccc1)CCCCN)CCCCN)CCC(=O)O)CC(=O)O)CCCCN)Cc1ccc(cc1)O)[C@H](CC)C)C(C)C)C(C)C
• InChI: InChI=1S/C150H240N36O43S2/c1-14-81(10)117(158)143(221)174-101(67-85-37-18-17-19-38-85)135(213)165-93(43-24-31-61-153)126(204)161-92(42-23-30-60-152)127(205)167-98(53-56-112(192)193)133(211)173-104(70-115(198)199)136(214)178-108-76-230-231-77-109(141(219)176-107(75-188)139(217)181-118(78(4)5)145(223)177-106(74-187)138(216)168-99(54-57-113(194)195)132(210)172-103(69-87-72-159-90-40-21-20-39-89(87)90)124(202)160-73-111(191)180-122(150(228)229)83(12)16-3)179-148(226)123(84(13)189)185-134(212)97(47-28-35-65-157)164-128(206)96(46-27-34-64-156)169-142(220)110-48-36-66-186(110)149(227)105(71-116(200)201)175-130(208)95(45-26-33-63-155)162-125(203)91(41-22-29-59-151)163-131(209)100(55-58-114(196)197)170-144(222)119(79(6)7)182-146(224)120(80(8)9)183-147(225)121(82(11)15-2)184-137(215)102(68-86-49-51-88(190)52-50-86)171-129(207)94(166-140(108)218)44-25-32-62-154/h17-21,37-40,49-52,72,78-84,91-110,117-123,159,187-190H,14-16,22-36,41-48,53-71,73-77,151-158H2,1-13H3,(H,160,202)(H,161,204)(H,162,203)(H,163,209)(H,164,206)(H,165,213)(H,166,218)(H,167,205)(H,168,216)(H,169,220)(H,170,222)(H,171,207)(H,172,210)(H,173,211)(H,174,221)(H,175,208)(H,176,219)(H,177,223)(H,178,214)(H,179,226)(H,180,191)(H,181,217)(H,182,224)(H,183,225)(H,184,215)(H,185,212)(H,192,193)(H,194,195)(H,196,197)(H,198,199)(H,200,201)(H,228,229)/t81-,82-,83-,84+,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,117-,118-,119-,120-,121-,122-,123-/m0/s1
• InChIKey: MFCCPILCNRYHNN-BLKMXGSCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(3S,6S,9S,12R,17R,20S,23S,26S,29S,32S,35S,38S,41S,44S,49aS)-17-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]hexanamido]hexanamido]-4-carboxybutanamido]-3-carboxypropanamido]-3,6,20,38,41-pentakis(4-aminobutyl)-26-[(2S)-butan-2-yl]-35-(2-carboxyethyl)-44-(carboxymethyl)-9-[(1R)-1-hydroxyethyl]-23-[(4-hydroxyphenyl)methyl]-1,4,7,10,18,21,24,27,30,33,36,39,42,45-tetradecaoxo-29,32-bis(propan-2-yl)-hexatetracontahydro-1H-pyrrolo[2,1-p]1,2-dithia-5,8,11,14,17,20,23,26,29,32,35,38,41,44-tetradecaazacycloheptatetracontan-12-yl]formamido}-3-hydroxypropanamido]-3-methylbutanamido]-3-hydroxypropanamido]-4-carboxybutanamido]-3-(1H-indol-3-yl)propanamido]acetamido}-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-{[(3S,6S,9S,12R,17R,20S,23S,26S,29S,32S,35S,38S,41S,44S,49aS)-17-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]-3-phenylpropanamido]hexanamido]hexanamido]-4-carboxybutanamido]-3-carboxypropanamido]-3,6,20,38,41-pentakis(4-aminobutyl)-26-[(2S)-butan-2-yl]-35-(2-carboxyethyl)-44-(carboxymethyl)-9-[(1R)-1-hydroxyethyl]-23-[(4-hydroxyphenyl)methyl]-29,32-diisopropyl-1,4,7,10,18,21,24,27,30,33,36,39,42,45-tetradecaoxo-dotriacontahydro-2H-pyrrolo[2,1-p]1,2-dithia-5,8,11,14,17,20,23,26,29,32,35,38,41,44-tetradecaazacycloheptatetracontan-12-yl]formamido}-3-hydroxypropanamido]-3-methylbutanamido]-3-hydroxypropanamido]-4-carboxybutanamido]-3-(1H-indol-3-yl)propanamido]acetamido}-3-methylpentanoic acid
• Synonyms: Inhibin β-Subunit Fragment 67-94 human

Database IDs

• CAS Number: 96182-95-5
• MDL Number: MFCD00237110
• PubChem SID: 162227054
• PubChem CID: 71308597

CALCULATED PROPERTIES

• Acid pKa: 2.7280633
• H Acceptors: 51
• H Donor: 45
• LogD (pH = 5.5): -21.28641
• LogD (pH = 7.4): -27.753304
• Log P: -15.120886
• Molar Refractivity: 833.9778 cm^3
• Polarizability: 330.12256 Å^3
• Polar Surface Area: 1305.58 Å^2
• Rotatable Bonds: 86
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60
• Safety Statements: 53-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360
• GHS Precautionary statements: P201-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... MSMB(4477)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - I1398

Amino Acid Sequence
Ile-Phe-Lys-Lys-Glu-Asp-Cys-Lys-Tyr-Ile-Val-Val-Glu-Lys-Lys-Asp-Pro-Lys-Lys-Thr-Cys-Ser-Val-Ser-Glu-Trp-Gly-Ile
Biochem/physiol Actions
Suppresses the circulating levels of FSH in adult male rats.