Tìm theo
EPT1647
Các tên gọi khác (5 ) :
  • CUV1647
  • Melanotan 1
  • Melanotan I
  • MELANOTANT
  • MT-I
affinity labels
Thuốc Gốc
Small Molecule
CAS: 75921-69-6
CTHH: C78H111N21O19
PTK: 1646.8452
EPT1647 (Melanotan) is an analog of the peptide hormone alpha-melanocyte stimulating hormone (alpha-MSH) that tends to induce skin tanning. It is being developed by the Australian company Clinuvel Pharmaceuticals (previously known as EpiTan).
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C78H111N21O19
Phân tử khối
1646.8452
Monoisotopic mass
1645.836510475
InChI
InChI=1S/C78H111N21O19/c1-5-6-19-52(91-75(116)61(41-101)97-72(113)57(34-46-24-26-49(103)27-25-46)94-74(115)60(40-100)88-44(4)102)68(109)92-54(28-29-64(105)106)70(111)96-59(36-48-38-83-42-87-48)73(114)93-56(33-45-16-8-7-9-17-45)71(112)90-53(22-14-31-84-78(81)82)69(110)95-58(35-47-37-85-51-20-11-10-18-50(47)51)67(108)86-39-63(104)89-55(21-12-13-30-79)77(118)99-32-15-23-62(99)76(117)98-65(43(2)3)66(80)107/h7-11,16-18,20,24-27,37-38,42-43,52-62,65,85,100-101,103H,5-6,12-15,19,21-23,28-36,39-41,79H2,1-4H3,(H2,80,107)(H,83,87)(H,86,108)(H,88,102)(H,89,104)(H,90,112)(H,91,116)(H,92,109)(H,93,114)(H,94,115)(H,95,110)(H,96,111)(H,97,113)(H,98,117)(H,105,106)(H4,81,82,84)/t52-,53-,54-,55-,56+,57-,58-,59-,60-,61-,62-,65-/m0/s1
InChI Key
InChIKey=UAHFGYDRQSXQEB-LEBBXHLNSA-N
IUPAC Name
(4S)-4-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1S)-1-[({[(2S)-6-amino-1-[(2S)-2-{[(1S)-1-carbamoyl-2-methylpropyl]carbamoyl}pyrrolidin-1-yl]-1-oxohexan-2-yl]carbamoyl}methyl)carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(1H-imidazol-5-yl)ethyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-hydroxypropanamido]-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido]hexanamido]butanoic acid
Traditional IUPAC Name
(4S)-4-{[(1S)-1-{[(1R)-1-{[(1S)-1-{[(1S)-1-[({[(2S)-6-amino-1-[(2S)-2-{[(1S)-1-carbamoyl-2-methylpropyl]carbamoyl}pyrrolidin-1-yl]-1-oxohexan-2-yl]carbamoyl}methyl)carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamoyl}-4-carbamimidamidobutyl]carbamoyl}-2-phenylethyl]carbamoyl}-2-(3H-imidazol-4-yl)ethyl]carbamoyl}-4-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-acetamido-3-hydroxypropanamido]-3-(4-hydroxyphenyl)propanamido]-3-hydroxypropanamido]hexanamido]butanoic acid
SMILES
CCCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(N)=O
Độ hòa tan
2.30e-02 g/l
logP
-8.2
logS
-4.9
pKa (strongest acidic)
3.47
pKa (Strongest Basic)
11.58
PSA
642.98 Å2
Refractivity
434.35 m3·mol-1
Polarizability
171.62 Å3
Rotatable Bond Count
50
H Bond Acceptor Count
24
H Bond Donor Count
23
Physiological Charge
2
Number of Rings
6
Bioavailability
0
MDDR-Like Rule
true
Dược Lực Học : EPT1647 is a photoprotective agent that acts by increasing the levels of eumelanin in the skin without the need to expose the skin to UV radiation. Therefore, it has the potential to be used as a photoprotective agent for those persons seeking additional protection from UV damage, because their levels of eumelanin do not normally increase when they are exposed to UV radiation or persons who suffer from the clinical symptoms of UV associated skin diseases and disorders, such as Polymorphous Light Eruption (PMLE).
Cơ Chế Tác Dụng : EPT1647 (Melanotan) is an analog of the peptide hormone alpha-melanocyte stimulating hormone (alpha-MSH) that tends to induce skin tanning. It is being developed by the Australian company Clinuvel Pharmaceuticals (previously known as EpiTan). EPT1647 stimulates the body to make eumelanin, the dark pigment of the skin which is known to have protective effects on the skin from exposure to both UV-A and UV-B radiation.
Dược Động Học :
▧ Absorption :
Absorbed through the skin and distributed throughout the body (systemically).
▧ Half Life :
The plasma half-lives following SC dosing (0.08 to 0.21 mg/kg) ranged from 0.07 to 0.79 h for the absorption phase and from 0.8 to 1.7 h for the beta-phase.
Chỉ Định : Investigated for use/treatment in actinic keratosis, keratoses, skin cell studies, and skin infections/disorders.
Liều Lượng & Cách Dùng : Lotion - Topical
Spray - Topical
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04931
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=16197727
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=28750712
ChemSpider
http://www.chemspider.com/Chemical-Structure.17310725.html
Wikipedia
http://en.wikipedia.org/wiki/Melanotan
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