• ChemBase ID: 153590
• Molecular Formular: C170H272N44O50
• Molecular Mass: 3732.24348
• Monoisotopic Mass: 3730.00939592
• SMILES: CCC(C)C(C(=O)NC(Cc1ccccc1)C(=O)NC(C(C)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)O)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(C)C(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(CCC(=O)N)C(=O)NC(CCCCN)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(CC(C)C)C(=O)NC(C)C(=O)NC(CO)C(=O)NC(C(C)CC)C(=O)NC(CC(C)C)C(=O)NCC(=O)NC(CO)C(=O)NC(CCCNC(=N)N)C(=O)NC(C(C)O)C(=O)NC(CO)C(=O)N1CCCC1C(=O)N1CCCC1C(=O)N1CCCC1C(=O)N)NC(=O)C(C)NC(=O)C(CC(=O)O)NC(=O)C(CO)NC(=O)C(Cc1cnc[nH]1)N
• 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)NC(C(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)N1CCCC1C(=O)N)CO)C(O)C)CCCNC(=N)N)CO)CC(C)C)C(CC)C)CO)C)CC(C)C)Cc1ccc(cc1)O)CCCCN)CCC(=O)N)CC(C)C)C)NC(=O)C(NC(=O)C(NC(=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(C(CC)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1[nH]cnc1)N)CO)CC(=O)O)C)Cc1ccccc1)CCC(=O)O)CCC(=O)O)Cc1ccc(cc1)O)CO)CCCCN)CC(C)C)CC(C)C)C
• InChI: InChI=1S/C170H272N44O50/c1-21-89(13)133(208-141(236)94(18)186-153(248)119(75-132(230)231)201-161(256)121(79-216)205-142(237)103(174)74-100-76-179-83-182-100)163(258)203-118(71-97-36-24-23-25-37-97)158(253)211-135(95(19)220)165(260)194-110(55-58-131(228)229)148(243)192-109(54-57-130(226)227)149(244)200-117(73-99-47-51-102(223)52-48-99)157(252)206-122(80-217)160(255)190-106(40-28-31-61-173)145(240)196-115(70-88(11)12)155(250)197-112(67-85(5)6)151(246)184-91(15)138(233)188-104(38-26-29-59-171)144(239)183-92(16)139(234)195-114(69-87(9)10)154(249)193-108(53-56-128(175)224)147(242)189-105(39-27-30-60-172)146(241)199-116(72-98-45-49-101(222)50-46-98)156(251)198-113(68-86(7)8)152(247)185-93(17)140(235)204-123(81-218)162(257)209-134(90(14)22-2)164(259)202-111(66-84(3)4)143(238)181-77-129(225)187-120(78-215)159(254)191-107(41-32-62-180-170(177)178)150(245)210-136(96(20)221)166(261)207-124(82-219)167(262)213-64-34-43-126(213)169(264)214-65-35-44-127(214)168(263)212-63-33-42-125(212)137(176)232/h23-25,36-37,45-52,76,83-96,103-127,133-136,215-223H,21-22,26-35,38-44,53-75,77-82,171-174H2,1-20H3,(H2,175,224)(H2,176,232)(H,179,182)(H,181,238)(H,183,239)(H,184,246)(H,185,247)(H,186,248)(H,187,225)(H,188,233)(H,189,242)(H,190,255)(H,191,254)(H,192,243)(H,193,249)(H,194,260)(H,195,234)(H,196,240)(H,197,250)(H,198,251)(H,199,241)(H,200,244)(H,201,256)(H,202,259)(H,203,258)(H,204,235)(H,205,237)(H,206,252)(H,207,261)(H,208,236)(H,209,257)(H,210,245)(H,211,253)(H,226,227)(H,228,229)(H,230,231)(H4,177,178,180)
• InChIKey: QYYHNQHMOOSQED-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• Synonyms: Helodermin

Database IDs

• MDL Number: MFCD00081684
• PubChem SID: 162247729
• PubChem CID: 71311685

CALCULATED PROPERTIES

• Acid pKa: 3.0801337
• H Acceptors: 58
• H Donor: 52
• LogD (pH = 5.5): -27.955341
• LogD (pH = 7.4): -25.520012
• Log P: -23.145872
• Molar Refractivity: 947.8835 cm^3
• Polarizability: 367.96454 Å^3
• Polar Surface Area: 1508.74 Å^2
• Rotatable Bonds: 120
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: >90% (HPLC)
• Empirical Formula (Hill Notation): C170H272N44O50

DETAILS

Sigma Aldrich - H4660

Amino Acid Sequence
His-Ser-Asp-Ala-Ile-Phe-Thr-Glu-Glu-Tyr-Ser-Lys-Leu-Leu-Ala-Lys-Ala-Leu-Gln-Lys-Tyr-Leu-Ala-Ser-Ile-Leu-Gly-Ser-Arg-Thr-Ser-Pro-Pro-Pro-NH2
Biochem/physiol Actions
High affinity for mammalian vasoactive intestinal peptide 2 (VIP2) receptor having equal potency and efficacy for stimulating cAMP production compared to mammalian vasoactive intestinal peptide (VIP) or pituitary adenylate cyclase activating polypeptide (PACAP).